Welcome to LookChem.com Sign In|Join Free

Cas Database

121-69-7

121-69-7

Identification

  • Product Name:N,N-Dimethylaniline

  • CAS Number: 121-69-7

  • EINECS:204-493-5

  • Molecular Weight:121.182

  • Molecular Formula: C8H11N

  • HS Code:2921.42

  • Mol File:121-69-7.mol

Synonyms:Aniline,N,N-dimethyl- (8CI);(Dimethylamino)benzene;Dimethylaniline;Dimethylphenylamine;EP 210;N,N-Dimethylaminobenzene;N,N-Dimethylbenzenamine;N,N-Dimethylphenylamine;NSC 7195;Versneller NL 63/10;Benzenamine,N,N-dimethyl-;

Post Buying Request Now
Entrust LookChem procurement to find high-quality suppliers faster

Safety information and MSDS view more

  • Pictogram(s):ToxicT,DangerousN

  • Hazard Codes:T,N

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowedH311 Toxic in contact with skin H331 Toxic if inhaled H351 Suspected of causing cancer H411 Toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention . In case of eye contact Rinse with plenty of water for several minutes (remove contact lenses if easily possible). If swallowed Rinse mouth. Refer for medical attention . Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016) Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Aniline and related compounds/

  • Fire-fighting measures: Suitable extinguishing media Special protective equipment for firefighters: Wear self contained breathing apparatus for fire fighting if necessary. Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. (ERG, 2016) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Personal protection: chemical protection suit and filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations... Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Separated from strong oxidants, acids, acid anhydrides, acid chlorides, hypochlorites, halogens and food and feedstuffs. Well closed. Store in an area without drain or sewer access.Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

  • Exposure controls/personal protection:Occupational Exposure limit valuesRecommended Exposure Limit: 10 Hour Time-Weighted Average: 5 ppm (25 mg/cu m).Recommended Exposure Limit: 15 Minute Short-Term Exposure Limit: 10 ppm (50 mg/cu m), skin.Biological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:N,N-Dimethylaniline
  • Packaging:250ml
  • Price:$ 155
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylaniline >99.0%(GC)(T)
  • Packaging:500mL
  • Price:$ 28
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylaniline [for Biochemical Research] >99.0%(GC)
  • Packaging:5g
  • Price:$ 27
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylaniline >99.0%(GC)(T)
  • Packaging:25mL
  • Price:$ 15
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:N,N-Dimethylaniline [for Biochemical Research] >99.0%(GC)
  • Packaging:1g
  • Price:$ 12
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:N,N-Dimethylaniline
  • Packaging:100 g
  • Price:$ 20
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:N,N-Dimethylaniline
  • Packaging:500 g
  • Price:$ 30
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N,N-Dimethylaniline ReagentPlus , 99%
  • Packaging:100ml
  • Price:$ 22.7
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N,N-Dimethylaniline for synthesis. CAS 121-69-7, EC Number 204-493-5, chemical formula C H N(CH ) ., for synthesis
  • Packaging:8030600100
  • Price:$ 25.8
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:N,N-Dimethylaniline for synthesis. CAS 121-69-7, EC Number 204-493-5, chemical formula C H N(CH ) ., for synthesis
  • Packaging:8030600500
  • Price:$ 36.3
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 449 Articles be found

Fluoro-functionalized polymeric N-heterocyclic carbene-zinc complexes: Efficient catalyst for formylation and methylation of amines with CO2 as a C1-building block

Yang, Zhen-Zhen,Yu, Bo,Zhang, Hongye,Zhao, Yanfei,Ji, Guipeng,Liu, Zhimin

, p. 19613 - 19619 (2015)

A fluoro-functionalized polymeric N-heterocyclic carbene (NHC)-Zn complex (F-PNHC-Zn) was designed and synthesized by taking fluorous imidazolium salts as precursors through a two-step alkylation. The resultant F-PNHC-Zn was applied in catalyzing the formylation and methylation of amines using CO2 as a C1 building block in the presence of organosilane, which showed much higher activity than the corresponding non-fluorous PNHC-Zn under identical conditions. N-Methylanilines with both electron-withdrawing and electron-donating groups all could be converted to the corresponding formamides and methylamines in >90% conversion. Quantitative conversion of N-methylaniline was obtained even under very low CO2 pressure (0.05 MPa diluted by N2). Moreover, F-PNHC-Zn was highly stable and easily recyclable for these reactions. This journal is

Isolable CO2 Adducts of Polarized Alkenes: High Thermal Stability and Catalytic Activity for CO2 Chemical Transformation

Zhou, Hui,Zhang, Rui,Lu, Xiao-Bing

, p. 326 - 334 (2019)

Various CO2 adducts of tetra-hydropyrimidin-2-ylidene (THPE) derived from the commercially available 1, 5-diazabicyclo[4.3.0]non-5-ene (DBN) were firstly synthesized. X-ray single crystal analysis revealed the bent geometry of the binding CO2 having an O?C?O angle of 127.50~129.51° for THPE?CO2 adducts. In situ FTIR experiments demonstrated that THPE?CO2 adducts had unprecedented thermal stability in DMSO, even at 100 °C without decomposition. It was found that the THPE?CO2 adducts were highly active in catalyzing the carboxylative cyclization of CO2 with propargylic alcohols under mild conditions, significantly higher than the previously reported organocatalysts. Various internal and terminal functionalized propargylic alcohols were tolerated in these processes to afford the corresponding α-alkylidene cyclic carbonates in moderate to good yields with complete (Z)-stereoselectivity. Isotope labeling, in combination with in-situ FTIR and stoichiometric experiments, reveal that the catalytic reaction tends to proceed via the THPE?CO2-mediated basic ionic pair mechanism. (Figure presented.).

-

Merz,Weith

, p. 1571,1576 (1886)

-

Phenonium ions from the addition of phenyl cations to alkenes. Photochemical synthesis of (rearranged) aminoalkylanilines from haloanilines in the presence of alkenes and amines

Guizzardi, Benedetta,Mella, Mariella,Fagnoni, Maurizio,Albini, Angelo

, p. 1067 - 1074 (2003)

β-Aminoalkylanilines are smoothly obtained by irradiation of 4-chloro- and 4-fluoroanilines (as well as the N,N-dimethyl derivatives) in the presence of alkenes (1-hexene, cyclohexene) and amines (butylamine, piperidine) in polar, protic solvents such as trifluoroethanol (yield 40-75%). The reaction involves photoheterolysis of the haloaniline, addition of the resulting phenyl cation to the alkene and trapping of the phenonium cation by amine. A fraction (up to ca. 20%) of aminoalkylanilines resulting from Wagner-Meerwein rearrangement of the phenonium cation is obtained in some cases. Reduction and direct trapping of the phenyl cation by the amine compete with the above three-component synthesis in a less stabilizing solvent such as acetonitrile, but not in CF3-CH2OH.

Photoinduced, ionic Meerwein arylation of olefins

Mella,Coppo,Guizzardi,Fagnoni,Freccero,Albini

, p. 6344 - 6352 (2001)

Irradiation of 4-chloroaniline or of its N,N-dimethyl derivative in polar solvents generates the corresponding triplet phenyl cations. These are trapped by alkenes yielding arylated products in medium to good yields. B3LYP calculations show that the triplet cation slides with negligible activation energy to a bonded adduct with ethylene, whereas it forms only a marginally stabilized CT complex with water (chosen as a representative σ nucleophile). The structure of the final products depends on the preferred path from the adduct cation with the alkene. In the case of aryl olefins, this deprotonates to stilbene derivatives, while, from 2,3-dimethyl-2-butene and allytrimethylsilane, allylanilines are obtained by elimination of an electrofugal group in γ. In the case of mono- and disubstituted alkenes the cation adds chloride rather than eliminating and β-chloroalkylanilines are obtained. The regio- and sterochemistry of the addition across the alkene are best understood with a phenonium ion structure for the adduct. The nucleophile entering in fi can be varied under conditions in which the adduct cation is trapped more efficiently than the starting phenyl cation. Thus, β-methoxyalkylanilines are formed when the irradiation is carried out in methanol. β-Iodoalkylanilines are obtained in acetonitrile containing iodide and unsubstituted alkylanilines in the presence of sodium borohydride. A case of intramolecular nucleophilic trapping is found with 4-pentenoic acid. The reaction is a wide-scope ionic analogue of the radicalic Meerwin arylation of olefins.

Ionization of Porous Hypercrosslinked Polymers for Catalyzing Room-Temperature CO2 Reduction via Formamides Synthesis

Ren, Qinggang,Chen, Yaju,Qiu, Yongjian,Tao, Leiming,Ji, Hongbing

, p. 2919 - 2927 (2021)

Porous materials with heterogeneous nature occupy a pivotal position in the chemical industry. This work described a facile pre- and post-synthetic approach to modify porous hypercrosslinked polymer with quaternary ammonium bromide, rendering it as efficient catalyst for CO2 conversion. The as-prepared porous ionic polymer (PiP@QA) displayed an improved specific surface area of 301 m2·g?1 with hierarchically porous structure, good selective adsorption of CO2, as well as high ion density. Accordingly, PiP@QA catalyst exhibited excellent catalytic performances for the solvent-free synthesis of various formamides from CO2, amines and phenylsilane under 35?°C and 0.5?MPa. We speculated that the superior catalytic efficiency and broad substrate scope of this catalyst could be resulted from the synergistic effect of flexible ionic sites with unique nanoporous channel that might increase the collision probability of reactants and active sites as well as enhance the diffusion of reactants and products during the reaction process. With the good reusability, PiP@QA was also available for the efficient conversion of simulated flue gas (15% CO2 in N2, v/v) into target formamides with quantitative selectivity at room temperature, which further highlighted its industrial application potential in chemical recycling the real-word CO2 to valuable products. Graphic Abstract: [Figure not available: see fulltext.].

Interaction of retinoic acid radical cation with lysozyme and antioxidants: Laser flash photolysis study in microemulsion

Li, Kun,Wang, Mei,Wang, Ting,Sun, Dongmei,Zhu, Rongrong,Sun, Xiaoyu,Wu, Xianzheng,Wang, Shi-Long

, p. 1064 - 1070 (2013)

All-trans retinoic acid (ATRA) plays essential roles in the normal biological processes and the treatment of cancer and skin diseases. Considering its photosensitive property, many studies have been focused on the photochemistry of ATRA. In this study, we investigated the transient phenomena in the laser flash photolysis (LFP) of ATRA in microemulsion to further understand the photochemistry of ATRA. Results show that 355 nm LFP of ATRA in both acidic and alkaline conditions leads to the generation of retinoic acid cation radicals (ATRA?+) via biphotonic processes. The employment of microemulsion system allows us to investigate the reaction of hydrophobic ATRA?+ with molecules of different polarity. Therefore, we studied the reaction activity of ATRA?+ to many hydrophobic and hydrophilic molecules. Results show that ATRA?+ can efficiently interact with lysozyme, tyrosine, tryptophan and many antioxidants, such as curcumin (Cur), vitamin C (VC) and gallic acid (GA). The apparent rate constants of these reactions were measured and compared. These findings suggest that ATRA?+ is a reactive transient product which may pose damage to lysozyme, and antioxidants, such as Cur, VC and GA, may inactivate ATRA?+ by efficient quenching reactions. 355 nm laser flash photolysis of all-trans retinoic acid (ATRA) in microemulsion leads to the formation of retinoic acid cation radicals (ATRA?+) via biphotonic processes. Deprotonated form of ATRA is more favorable for the formation of ATRA?+. ATRA?+ is proved to be reactive to lysozyme, tyrosine and tryptophan which is suggestive of its destructive effect on proteins. Meanwhile, some antioxidants, such as curcumin, gallic acid and vitamin C, can efficiently interact with ATRA?+, which indicates that it may competitively protect proteins from the attack of ATRA?+ by inactivating free radical.

Selective N-Methylation of N-Methylaniline with CO2 and H2 over TiO2-Supported PdZn Catalyst

Arai, Masahiko,Cheng, Haiyang,Lin, Weiwei,Wu, Qifan,Zhang, Chao,Zhao, Fengyu

, p. 3285 - 3296 (2020)

A series of Pd-ZnO/TiO2, Pd/TiO2, and Pd/ZnO catalysts were synthesized and investigated for N-methylation of N-methylaniline (MA) to N,N-dimethylaniline (DMA) with CO2 and H2. A high performance was observed with a Pd-ZnO/TiO2 catalyst, with 99.9% DMA selectivity at 94% MA conversion. By contrast, both Pd/TiO2 and Pd/ZnO were less active and/or selective. The catalytic performance of Pd-ZnO/TiO2 largely depended on reduction temperature and ZnO loading. The rates for MA conversion (rateMA) and DMA production (rateDMA) increased linearly with the amount of PdZn alloy formed. The reaction was likely to take place via intermediates of N-methylformanilide (MFA) and formate. Formate was produced through the reduction of CO2 with H2 as confirmed by in situ diffuse reflectance Fourier transform infrared spectroscopy and then added to MA producing MFA, and finally, MFA was subsequently adsorbed and hydrogenated to DMA. All these steps were promoted by the PdZn alloy. The hydrogenation of MFA to DMA was much faster than the N-methylation of MA to MFA; DMA was stable, so the selectivity to DMA was almost 100% over the Pd-ZnO/TiO2 catalyst.

Capillary-Bound Dense Micelle Brush Supports for Continuous Flow Catalysis

Cai, Jiandong,Cui, Yan,Lin, Geyu,Liu, Qiuwen,Manners, Ian,Qiu, Huibin,Sun, Yan

, p. 24637 - 24643 (2021)

Flow reactors are appealing alternatives to conventional batch reactors for heterogeneous catalysis. However, it remains a key challenge to firmly immobilize the catalysts in a facile and flexible manner and to simultaneously maintain a high catalytic efficiency and throughput. Herein, we introduce a dense cylindrical micelle brush support in glass capillary flow reactors through a living crystallization-driven self-assembly process initiated by pre-immobilized short micelle seeds. The active hairy corona of these micellar brushes allows the flexible decoration of a diverse array of nanocatalysts, either through a direct capture process or an in situ growth method. The resulting flow reactors reveal excellent catalytic efficiency for a broad range of frequently utilized transformations, including organic reductions, Suzuki couplings, photolytic degradations, and multistep cascade reactions, and the system was both recyclable and durable. Significantly, this approach is readily applicable to long capillaries, which enables the construction of flow reactors with remarkably higher throughput.

Absolute Estimates of PdII(n2-Arene) C-H Acidity

Christman, William E.,Morrow, Travis J.,Arulsamy, Navamoney,Hulley, Elliott B.

, p. 2706 - 2715 (2018)

Thermodynamic acidity is one of the most widely used quantities for characterizing proton transfer reactions. Measurement of these values for catalytically relevant species can be challenging, often requiring direct observation of equilibria. The C-H bonds of aromatic substrates are proposed to become substantially polarized during electrophilic activation, but quantifying the absolute acidity of the intermediate M(n 2-arene) complexes is highly challenging. Using a system that intercepts nascent protons at electrophilic PdII arene complexes, a combined experimental and computational study has demonstrated these C-H bonds to be far more acidic (pKaCH3CN = 3-6) than many "nonbasic" substrates and additives that are present in electrophilic C-H activation catalysis, and the catalytic roles of these species may need to be reassessed.

On the mechanism of the N,N-dimethyl amination of Grignard reagents: A kinetic study

Erdik, Ender,Uelhue, Selma Ates

, p. 671 - 676 (2007)

A direct kinetic study is reported for the electrophilic amination of substituted phenylmagnesium bromides with N,N-dimethyl O-(mesitylenesulfonyl) hydroxylamine in THF. Rate data, Hammett relationship, and activation entropy are consistent with a SN2 displacement involving the attack of carbanions to sp3N in the amination reagent (AR). Copyright

Smooth synthesis of aryl- and alkylanilines by photoheterolysis of haloanilines in the presence of aromatics and alkenes

Fagnoni, Maurizio,Mella, Mariella,Albini, Angelo

, p. 1299 - 1301 (1999)

Irradiation of 4-chloro-N,N-dimethylaniline in acetonitrile in the presence of benzene and of various alkenes leads to heterolytic dehalogenation and trapping of the cation. 4-(Dimethylamino)biphenyl is formed in the first case, while with alkenes β-chloroalkylanilines, stilbenes, or allylanilines are obtained depending on the alkene structure. 4-Fluoroaniline is similarly dehalogenated.

Brown et al.

, p. 1193,1196 (1978)

Solvent effects on nucleophilic substitution reactions. III. The effect of adding an inert salt on the structure of the SN2 transition state

Pham,Westaway

, p. 2528 - 2530 (1996)

The nitrogen and secondary α-hydrogen-deuterium kinetic isotope effects found for the SN2 reaction between thiophenoxide ion and benzyldimethylphenylammonium ion at different ionic strengths in DMF at 0°C indicate that the structure of the transition state changes markedly with the ionic strength of the reaction mixture. In fact, a more reactant-like, more ionic, transition state is found at the higher ionic strength. This presumably occurs because a more ionic transition state is more stable in the more ionic solvent.

A novel access to 3-aryl-2-norbornyl cation

Mella, Mariella,Esposti, Silvia,Fagnoni, Maurizio,Albini, Angelo

, p. 738 - 739 (2003)

A novel access to a 2-norbornyl cation under mild, non acidic conditions is found in the addition of photochemically generated 4-dimethylaminophenyl cation to 2-norbornene. Deprotonation to nortricyclene or nucleophile addition ensue depending on the solvent characteristics.

Sakata et al.

, p. 2945 (1975)

-

Biehl et al.

, p. 2454 (1970)

-

Mechanism of Boron-Catalyzed N-Alkylation of Amines with Carboxylic Acids

Zhang, Qi,Fu, Ming-Chen,Yu, Hai-Zhu,Fu, Yao

, p. 6235 - 6243 (2016)

Mechanistic study has been carried out on the B(C6F5)3-catalyzed amine alkylation with carboxylic acid. The reaction includes acid-amine condensation and amide reduction steps. In condensation step, the catalyst-free mechanism is found to be more favorable than the B(C6F5)3-catalyzed mechanism, because the automatic formation of the stable B(C6F5)3-amine complex deactivates the catalyst in the latter case. Meanwhile, the catalyst-free condensation is constituted by nucleophilic attack and the indirect H2O-elimination (with acid acting as proton shuttle) steps. After that, the amide reduction undergoes a Lewis acid (B(C6F5)3)-catalyzed mechanism rather than a Br?nsted acid (B(C6F5)3-coordinated HCOOH)-catalyzed one. The B(C6F5)3)-catalyzed reduction includes twice silyl-hydride transfer steps, while the first silyl transfer is the rate-determining step of the overall alkylation catalytic cycle. The above condensation-reduction mechanism is supported by control experiments (on both temperature and substrates). Meanwhile, the predicted chemoselectivity is consistent with the predominant formation of the alkylation product (over disilyl acetal product).

Efficient degradation of azo dyes using Ag and Au nanoparticles stabilized on graphene oxide functionalized with PAMAM dendrimers

Rajesh, Rajendiran,Kumar, S. Senthil,Venkatesan, Rengarajan

, p. 1551 - 1558 (2014)

Herein, we report the stabilization of silver and gold nanoparticles (Ag/Au NPs) on graphene oxide (GO) functionalized with PAMAM dendrimers. The grafting of the PAMAM dendrimers on GO has been investigated using TGA and Raman spectral studies and the stabilization of the Ag/Au NPs on the dendritic structures has been confirmed using XRD, UV-Vis and FT-IR spectra, SEM and TEM studies. The catalytic activity of the prepared nanocatalysts towards the degradation of organic azo dyes, namely methyl orange and congo red, has been tested. The prepared nanocatalysts were found to exhibit excellent catalytic activity towards the complete degradation of both methyl orange and congo red within only a few seconds.

α-Methylation of 2-Arylacetonitrile by a Trimethylamine-Borane/CO2 System

Zhang, Xiaowei,Wang, Sheng,Xi, Chanjuan

, p. 9744 - 9749 (2019)

A highly selective monomethylation of 2-arylacetonitrile using CO2 is described. The utilization of trimethylamine-borane facilitates the six-electron reduction of CO2. This reaction is the first selective six-electron reductive functionalization of CO2 faciliated by C(sp3)-H bonds. A variety of 2-arylpropionitrile was obtained in good yields. The reaction could also be applied at the gram scale.

Visible-Light-Induced C(sp2)-C(sp3) Cross-Dehydrogenative-Coupling Reaction of N-Heterocycles with N-Alkyl- N-methylanilines under Mild Conditions

Zhang, Hong-Yu,Chen, Jianjun,Lu, Cong-Cong,Han, Ya-Ping,Zhang, Yuecheng,Zhao, Jiquan

, p. 11723 - 11735 (2021)

Disclosed herein is a cross-dehydrogenative-coupling reaction of N-heterocycles including 1,2,4-triazine-3,5(2H, 4H)-diones and quinoxaline-2(1H)-ones with N-methylanilines to form C(sp2)-C(sp3) under visible-light illumination and ambient air at room temperature. In this process, easily available Ru(bpy)3Cl2·6H2O serves as the catalyst, and air acts as the green oxidant. This method features high atom economy, environmental friendliness, and convenient operation and provides an efficient and practical access to aminomethyl-substituted N-heterocycles with extensive functional group compatibility in 40-86% yields.

-

Khuthier

, p. 4627 (1970)

-

-

Dunlop,Jones

, p. 416 (1909)

-

Ligand-protected Au4Ru2and Au5Ru2nanoclusters: Distinct structures and implications for site-cooperation catalysis

Sun, Yongnan,Yang, Dan,Zhang, Yuying,Hu, Weigang,Cheng, Xinglian,Liu, Xu,Chen, Mingyang,Zhu, Yan

, p. 12833 - 12836 (2020)

We report two ligand-protected Au4Ru2 and Au5Ru2 nanoclusters with distinct atomic-packing modes and electronic structures, both of which act as ideal model catalysts for identifying the catalytically active sites of catalysts on the nanoclusters. Au5Ru2 exhibits superior catalytic performances to Au4Ru2 for N-methylation of N-methylaniline to N-methylformanili, which is likely due to the site-cooperation catalysis of Au5Ru2. This journal is

-

Tarbell,Vaughan

, p. 231 (1943)

-

-

Emerson,Ringwald

, p. 2843 (1941)

-

REVERSIBLE PROTON TRANSFER IN THE 2,3,5,6-TETRACHLOROPHENOL-N,N-DIMETHYLANILINE HYDROGEN-BONDED COMPLEX STUDIED BY LOW-TEMPERATURE 1H NMR SPECTROSCOPY

Ilczyszyn, Marek,Ratajczak, Henryk,Ladd, John A.

, p. 499 - 504 (1989)

Low temperature 1H NMR studies of the bridging OHN signal in the hydrogen-bonded complex formed between 2,3,5,6-tetrachlorophenol and N,N-dimethylaniline in C2H5Cl solution have shown that separate signals for the molecular and ion-pair forms of the complex can be observed below -135 deg C (138 K).Analyses of the observed lineshapes have yielded values for the thermodynamic quantities ΔH0, ΔS0 as well as for the activation quantities ΔH, ΔS.

-

Achmatowicz,Perkin,Robinson

, p. 486,500 (1932)

-

Zn(ii)@TFP-DAQ COF: An efficient mesoporous catalyst for the synthesis of: N -methylated amine and carbamate through chemical fixation of CO2

Sarkar, Priyanka,Chowdhury, Arpita Hazra,Riyajuddin, Sk.,Biswas, Surajit,Ghosh, Kaushik,Islam, Sk. Manirul

, p. 744 - 752 (2020)

Selective N-methylation and carbamate formation reactions were demonstrated via the chemical incorporation of CO2 using a Zn-loaded TFP-DAQ COF (covalent organic framework) as an active catalyst under mild reaction conditions. The selective N-methylation and N-formylation reactions were performed by simply varying the type of solvent. The Zn(ii)@TFP-DAQ COF catalyst was characterized via different characterization techniques such as PXRD, FTIR, UV-vis, N2 adsorption-desorption studies, FESEM and TEM. The catalyst material showed pores in the mesoporous region with a high surface area of 1117.375 m2 g-1. The as-synthesized material was applied as a cheap catalyst for the N-methylation of secondary amines and in carbamate formation reactions with high yields of the desired products up to 98.5% and 97%, respectively, with >99% selectivity. The catalyst was found to be completely heterogeneous and reusable for multiple reaction cycles.

C–N cross-coupling on supported copper catalysts: The effect of the support, oxidation state, base and solvent

Tirsoaga, Alina,Cojocaru, Bogdan,Teodorescu, Cristian,Vasiliu, Florin,Grecu, Maria Nicoleta,Ghica, Daniela,Parvulescu, Vasile I.,Garcia, Hermenegildo

, p. 205 - 220 (2016)

A series of supported copper catalysts at two different loadings (1 and 2?wt%) have been prepared by deposition precipitation on various supports including TiO2, ZnO, Al2O3 and active carbon and submitted or not to reductive treatments to favor the increase in population of Cu(I). The samples have been characterized by textural measurements, electron microscopy and spectroscopic techniques including EPR and XPS, concluding the presence of dispersed copper oxides on the support with small particle size and contrasting prevalence of Cu(II) or Cu(I). The catalytic activity of all these catalysts for the C–N coupling of aniline and bromobenzene has been evaluated. A strong influence of the support, copper oxidation state, solvent, nature of the base was observed, the optimal conditions being the use of ZnO or TiO2 as supports and toluene/dioxane as solvent and EtOK as base. t-C5H11OK as base in either THF or toluene give rise to the formation of t-C5H11 phenyl ether in some extent. The catalyst undergoes deactivation during the reaction, but about 88% of the activity of the fresh sample could be regained by dioxane washings before reuse. XPS indicates that the most likely origin of catalyst deactivation is adsorption on the copper catalyst surface of KBr and inorganic salts formed as byproducts during the reaction.

The reaction between sodium hydrogen telluride and phase transfer catalysts

Li,Zhou

, p. 3635 - 3639 (1995)

-

-

Sato et al.

, p. 182 (1974)

-

-

Yamdagni,R.,Kebarle,P.

, p. 3504 - 3510 (1973)

-

-

Kraemer,Grodzky

, p. 1006 (1880)

-

Unexpected Macrocyclic Multinuclear Zinc and Nickel Complexes that Function as Multitasking Catalysts for CO2 Fixations

Takaishi, Kazuto,Nath, Bikash Dev,Yamada, Yuya,Kosugi, Hiroyasu,Ema, Tadashi

, p. 9984 - 9988 (2019)

Unique self-assembled macrocyclic multinuclear ZnII and NiII complexes with binaphthyl-bipyridyl ligands (L) were synthesized. X-ray analysis revealed that these complexes consisted of an outer ring (Zn3L3 or Ni3L3) and an inner core (Zn2 or Ni). In the ZnII complex, the inner Zn2 part rotated rapidly inside the outer ring in solution on an NMR timescale. These complexes exhibited dual catalytic activities for CO2 fixations: synthesis of cyclic carbonates from epoxides and CO2 and temperature-switched N-formylation/N-methylation of amines with CO2 and hydrosilane.

-

Clark,Miller

, p. 229 (1976)

-

N-Mannich Bases of Aromatic Heterocyclic Amides: Synthesis via Copper-Catalyzed Aerobic Cross-Dehydrogenative Coupling under Ambient Conditions

Singh, Shailendra K.,Chandna, Nisha,Jain, Nidhi

, p. 1322 - 1325 (2017)

An efficient and facile method to synthesize N-Mannich bases has been developed using an inexpensive copper(I) bromide/air catalyst system at ambient temperature. A cross-dehydrogenative coupling of N,N-dimethylarylamines occurs efficiently with aromatic heterocyclic amides (oxindoles, isatins), cyclic amides (lactams), simple amides (benzamide), as well as imides (succinimide, phthalimide) to furnish the corresponding amidated/imidated derivatives in good to excellent yields. Preliminary mechanistic and isotope-labeling studies suggest the reaction follows a radical pathway and involves an iminium ion intermediate.

T-BuC5H43Nd: A triscyclopentadienyl rare earth compound as non-classical isoprene polymerization pre-catalyst

Rodrigues, Ines,Xue, Tan Yong,Roussel, Pascal,Visseaux, Marc

, p. 139 - 146 (2013)

eptic tris(cyclopentadienyl) Cp′ 3Nd (Cp′ = C 5H4t-Bu) complex has been unprecedentedly considered as potential pre-catalyst for isoprene polymerization. The X-ray structural analysis establishes a monomeric non-solvated nature for this compound. Upon activation with appropriate borate/aluminium co-catalyst combinations, Cp0 3Nd affords in good yields polyisoprene more than 95% cis-regular.

Kinetics of One-Electron Transfer Reactions Involving ClO2 and NO2

Huie, Robert E.,Neta, P.

, p. 1193 - 1198 (1986)

Rate constants for the one-electron oxidation of ClO2(1-) and NO2(1-) by several organic and inorganic free radicals have been measured along with rate constants for several reactions of ClO2, NO2 and BrO2.The kinetics of the reactions of ClO2 and NO2 are consistent with simple electron-transfer theory, except for the reaction of NO2 with SO3(2-), which appears to be oxygen atom transfer.Equilibrium constants have been determined for the reactions of ClO2 with aniline at pH 6.9 and N,N-dimethylaniline at pH 9.6.This leads to one-electron redox potentials of 1.03 and 0.87 V for these aromatic amines, respectively, at the corresponding pH.

Energy and environmental applications of ultrasonically sulfur doped copper-nickel hydroxides with heterostructures

Karthik, Namachivayam,Edison, Thomas Nesakumar Jebakumar Immanuel,Atchudan, Raji,Sethuraman, Mathur Gopalakrishnan

, p. 126 - 136 (2017)

A series of sulfur doped copper-nickel hydroxides with heterojunctions were successfully fabricated on nickel foam by adjusting thiourea volume via a facile sonochemical pathway. The effect of volume of thiourea on the final morphology and chemical composition of the hybrids were also investigated by field-emission scanning electron microscopy, and X-ray photoelectron spectroscopy analyses. Furthermore, the electrochemical performance and catalytic activity of the as-obtained hybrids were also investigated. Among the tested electrode, the hybrid material fabricated using 6 ml of thiourea (TU-6) showed outstanding electrochemical properties comprising a high specific capacitance of about 2708 F g?1 at 5 A g?1. In addition, the TU-6 hybrid (catalyst) material displayed remarkable reductive degradation ability towards azo dyes viz., methyl orange (within 8 min) and congo red (within 20 min) in the presence of sodium borohydride (reducing agent) with fast kinetics and good reproducibility, respectively. The exceptional electrochemical performance and excellent catalytic activity of TU-6 hybrid electrode may be attributed to the formation of catalytically active sulfur doped copper-nickel hydroxides (CuS/Ni3S2/NiOOH) three-interface synergistic effect, and unique porous micro-rosette-like texture which increased the diffusion rate and adsorption capacity. The adopted strategy is a simple and generic way for material fabrication to solve the energy and environmental problems.

N, N -Dimethylation of nitrobenzenes with CO2 and water by electrocatalysis

Sun, Xiaofu,Zhu, Qinggong,Hu, Jiayin,Kang, Xinchen,Ma, Jun,Liu, Huizhen,Han, Buxing

, p. 5669 - 5674 (2017)

We have proposed a strategy for the synthesis of N,N-dimethylanilines from nitrobenzene and its derivatives, CO2, and water via an electrochemical reaction under ambient conditions. H+ generated from H2O was used as the hydrogen source. Pd/Co-N/carbon, in which the Pd nanoparticles were supported on Co-N/carbon, was designed and used as the electrocatalyst. It was found that the electrocatalyst was very efficient for the reaction in MeCN solution with 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Bmim]Tf2N) as the supporting electrolyte and 1-amino-methylphosphonic acid (AMPA) as the thermal co-catalyst. A series of control experiments showed that Pd/Co-N/carbon and AMPA cooperated very well in accelerating the reaction. This synthetic route has some obvious advantages, such as using CO2 and water as the reactants, ambient reaction conditions, and high yields of the desired products. This opens up a way to synthesize chemicals by the combination of an electrocatalyst and a thermal catalyst with organic compounds, CO2, and water as the reactants.

-

Hofmann,A.W.,Martius

, (1873)

-

-

Giumanini,Lercker

, p. 3756,3757 (1970)

-

One-Electron Redox Reactions Involving Sulfite Ions and Aromatic Amines

Neta, P.,Huie, Robert E.

, p. 1783 - 1787 (1985)

The one-electron oxidation of aromatic amines by the SO3- radical and of the sulfite and bisulfite ions by aromatic amine radical cations has been investigated. p-Phenylenediamine (PDA) and N,N,N',N'-tetramethyl-p-phenylenediamine (TMPD) were oxidized by SO3- with rate constant of 5.0 x 1E7 and 5.2 x 1E8 M-1 s-1, respectively, in basic solutions.Protonations of the amine reduced the rates considerably (k = 4.2 x 1E6 M-1 s-1 for PDA at pH 5.25; k = 8.2 x 1E6 M-1 s-1 for TMPD at pH 4.5).Witn aniline and N,N-dimethylaniline (DMA), the reverse reaction was observed.DMA+ radical reacted with SO32- with k = 9.9 x 1E8 M-1 s-1 and with HSO3- k -1 s-1.Aniline radical cation also oxidized SO32- rapidly (k = 4 x 1E9 M-1 s-1) and HSO3- less rapidly (k = 4.8 x1E6 M-1 s-1).The aniline neutral radical reacted too slowly to be measured with either.A secondary product was observed in acid solution of TMPD with an absorption maximum at 455 nm.This was ascribed to a reaction between the SO3- and TMPD+ radicals.

-

Billman,Radike,Mundy

, p. 2978 (1942)

-

Homolytic vs Heterolytic Paths in the Photochemistry of Haloanilines

Freccero, Mauro,Fagnoni, Maurizio,Albini, Angelo

, p. 13182 - 13190 (2003)

The photochemistry of 4-haloanilines and 4-halo-N,N-dimethylanilines has been studied in apolar, polar aprotic, and protic solvents. Photophysical and flash photolysis experiments show that the reaction proceeds in any case from the triplet state. It is rather unreactive in apolar media, the highest value being Π = 0.05 for the iodoanilines in cyclohexane. Changing the solvent has little effect for iodoanilines and for the poorly reacting bromo analogue, while it leads to a variation of over 2 orders of magnitude in the quantum yield for the chloro and fluoro derivatives. The triplets have been characterized at the UB3LYP/6-31G(d) level of theory, evidencing a deformation and an elongation (except for C-F) of the C-X bond. Homolytic fragmentation is in every case endothermic, but calculations in acetonitrile solution show that heterolytic cleavage of C-Cl and C-Br is exothermic. Experimentally, the occurrence of heterolytic fragmentation has been monitored through selective trapping of the resulting phenyl cation by allyltrimethylsilane. Heterolytic dechlorination occurs efficiently in polar media (e.g., Π = 0.77 in MeCN), while debromination remains ineffective due to the short lifetime of the triplet. Heterolytic defluorination is efficient only in protic solvents (Π = 0.48 in MeOH), in accord with calculations showing that in the presence of an ancillary molecule of water fragmentation is exothermic due to the formation of the strong H-F bond. The energy profile for both homo- and heterolytic dissociation paths has been mapped along the reaction coordinates in the gas phase and in acetonitrile. The conditions determining the efficiency and mode of dehalogenation have been defined. This is significant for devising synthetic methods via photogenerated phenyl cations and for rationalizing the photodegradation of halogenated aromatic pollutants and the phototoxic effect of some fluorinated drugs.

Highly efficient and simultaneous catalytic reduction of multiple dyes using recyclable RGO/Co dendritic nanocomposites as catalyst for wastewater treatment

Sahoo, Prasanta Kumar,Thakur, Dinbandhu,Bahadur,Panigrahy, Bharati

, p. 106723 - 106731 (2016)

Development of a low cost, highly efficient and easily retrievable catalyst with improved reusability is a major challenge in the area of advanced catalysts. In this study, we report a simple one-step approach for the fabrication of a reduced graphene oxide (RGO)/Co dendritic nanocomposite. The structure and morphology of the as synthesized material are thoroughly examined by XRD, Raman, FTIR, TEM, and SEM. The magnetic properties of the RGO/Co dendritic nanocomposite reveal that it exhibits ferromagnetic behavior at room temperature with high saturation magnetization. The catalytic activity of the RGO/Co dendritic nanocomposite was investigated for the reduction of different dyes namely, 4-nitrophenol, methylene blue, methyl orange and rhodamine B individually, and their mixture in the presence of a sufficient amount of NaBH4. RGO/Co dendritic nanocomposite exhibits excellent catalytic activity as compared to the bare Co dendritic structure. The catalyst could be easily separated by an external magnet and recycled magnetically with no major loss of catalytic activity upto five cycles. The high catalytic efficiency, low cost and easy recycle technique make RGO/Co dendritic nanocomposite a proficient catalyst for degradation of organic dyes.

Functional Hyper-Crosslinked Polypyrene for Reductive Decolorization of Industrial Dyes and Effective Mercury Removal from Aqueous Media

Varyambath, Anuraj,Song, Wen L.,Kim, Il

, p. 1078 - 1087 (2018)

A rigid and valuable hyper-crosslinked polymer (HCP) has been synthesized from the polycyclic aromatic hydrocarbon pyrene: hyper-crosslinked polypyrene (HCPPy). HCPPy was prepared through a simple one-step Friedel-Crafts alkylation reaction that involves ZnBr2-catalyzed crosslinking in the presence of an external crosslinker, bromomethyl methyl ether (BME). Interestingly, the unreacted bromomethyl groups (?CH2Br) on the surface of HCPPy could be quantified, which later aided in modification as per our requirement. We aimed at modifying with disulfide-containing cystamine dihydrochloride (Cys-HCPPy). Cys-HCPPy exhibited an extended π-conjugated system with uniform (~1 μm diameter) morphology and high porosity (specific surface area: 445 m2 g?1). As a fundamental application, the Cys-HCPPy composite was used as a sorbent to remove Hg2+ ions from aqueous media. Thus, at pH 6, the adsorption capacity for mercury ions reached 1124.82 mg g?1 after 24 h. Furthermore, the immobilization of Ag nanoparticles on the surface of Cys-HCPPy (Ag@Cys-HCPPy) enhanced the catalytic properties, which allowed for the reductive decolorization of industrial dyes such as methylene blue, methyl orange, and Congo Red in the presence of NaBH4 as a reducing agent.

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Benaissa, Idir,Cantat, Thibault,Genre, Caroline,Godou, Timothé,Pinault, Mathieu

, p. 57 - 61 (2022/01/19)

Formic acid is used as the sole carbon and hydrogen source in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds via a formylation/transfer hydrogenation pathway over a solid Pd/In2O3 catalyst without the need for any additive.

Green and chemo selective amine methylation using methanol by an organometallic ruthenium complex

Abbasi, Alireza,Dindar, Sara,Nemati Kharat, Ali

, (2021/11/16)

Herein a green and convenient catalytic N-methylation of aniline and n-hexylamine using methanol as a dual methylation agent and solvent has been investigated. A new ruthenium carbonyl complex was synthesized and applied as a homogeneous catalyst in methylation reaction. The solid-state structure of the complex was determined by X-ray crystallographic analysis which indicate xantphos ligand bonded to ruthenium (II) as a tridentate pincer ligand by two P donor and one O atom. The catalytic system showed excellent conversion and selectivity toward N-methylaniline, and N,N-hexyldimethylamine at 140°C.

Trialkylammonium salt degradation: Implications for methylation and cross-coupling

Assante, Michele,Baillie, Sharon E.,Juba, Vanessa,Leach, Andrew G.,McKinney, David,Reid, Marc,Washington, Jack B.,Yan, Chunhui

, p. 6949 - 6963 (2021/06/02)

Trialkylammonium (most notably N,N,N-trimethylanilinium) salts are known to display dual reactivity through both the aryl group and the N-methyl groups. These salts have thus been widely applied in cross-coupling, aryl etherification, fluorine radiolabelling, phase-transfer catalysis, supramolecular recognition, polymer design, and (more recently) methylation. However, their application as electrophilic methylating reagents remains somewhat underexplored, and an understanding of their arylation versus methylation reactivities is lacking. This study presents a mechanistic degradation analysis of N,N,N-trimethylanilinium salts and highlights the implications for synthetic applications of this important class of salts. Kinetic degradation studies, in both solid and solution phases, have delivered insights into the physical and chemical parameters affecting anilinium salt stability. 1H NMR kinetic analysis of salt degradation has evidenced thermal degradation to methyl iodide and the parent aniline, consistent with a closed-shell SN2-centred degradative pathway, and methyl iodide being the key reactive species in applied methylation procedures. Furthermore, the effect of halide and non-nucleophilic counterions on salt degradation has been investigated, along with deuterium isotope and solvent effects. New mechanistic insights have enabled the investigation of the use of trimethylanilinium salts in O-methylation and in improved cross-coupling strategies. Finally, detailed computational studies have helped highlight limitations in the current state-of-the-art of solvation modelling of reaction in which the bulk medium undergoes experimentally observable changes over the reaction timecourse. This journal is

CO2-tuned highly selective reduction of formamides to the corresponding methylamines

Chao, Jianbin,Guo, Zhiqiang,Pang, Tengfei,Wei, Xuehong,Xi, Chanjuan,Yan, Leilei

supporting information, p. 7534 - 7538 (2021/10/12)

We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.

Alcohol promoted N -methylation of anilines with CO2/H2over a cobalt catalyst under mild conditions

Han, Buxing,Ke, Zhengang,Li, Ruipeng,Liu, Zhimin,Tang, Minhao,Wang, Huan,Zeng, Wei,Zhao, Yanfei

, p. 9147 - 9153 (2021/11/30)

N-Methylation of amines with CO2/H2 to N-methylamines over non-noble metal catalysts is very interesting but remains challenging. Herein, we present an alcohol (e.g., ethanol) promoted strategy for the N-methylation of anilines with CO2/H2 with high efficiency under mild conditions (e.g., 125 °C), which is achieved over a cobalt catalytic system composed of Co(OAc)2·4H2O, triphos and Sn(OTf)2. This catalytic system has a broad substrate scope and is tolerant toward a wide range of anilines and N-methyl anilines, and a series of N,N-dimethyl anilines were obtained in high yields. Mechanism investigation indicates that the alcohol solvent shifts the equilibrium of CO2 hydrogenation by forming an alkyl formate, which further reacts with the amine to produce N-formamide, and Sn(OTf)2 promotes the deoxygenative hydrogenation of N-formamides to afford N-methylamines. This is the first example of the N-methylation of amines with CO2/H2 over a cobalt catalytic system, which shows comparable performance to the reported Ru catalysts and may have promising applications.

Process route upstream and downstream products

Process route

tri-<i>N</i>-methyl-anilinium; 4-nitro-phenolate

tri-N-methyl-anilinium; 4-nitro-phenolate

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
at 170 ℃;
<i>N</i>-ethyl-<i>N</i>,<i>N</i>-dimethyl-anilinium; 2.4-dinitro-phenolate

N-ethyl-N,N-dimethyl-anilinium; 2.4-dinitro-phenolate

2,4-dinitroanisole
119-27-7

2,4-dinitroanisole

2,4-dinitro-1-ethoxybenzene
610-54-8

2,4-dinitro-1-ethoxybenzene

N-methyl-N-ethylaniline
613-97-8

N-methyl-N-ethylaniline

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
at 170 ℃;
(benzyl)di(methyl)(phenyl)ammonium bromide
23145-45-1

(benzyl)di(methyl)(phenyl)ammonium bromide

benzyl bromide
100-39-0

benzyl bromide

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
In chloroform; at 34.9 ℃; Rate constant;
In acetone; at 45 ℃; Rate constant; Equilibrium constant;
bis(chloromethyl)mercury
5293-94-7

bis(chloromethyl)mercury

N-methylaniline
100-61-8

N-methylaniline

4,4'-methylenebis(N-methylaniline)
1807-55-2

4,4'-methylenebis(N-methylaniline)

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
In tetrahydrofuran; at 20 ℃; for 36h;
66%
42%
methanol
67-56-1

methanol

aniline
62-53-3

aniline

N,N-dimethyl-o-toluidine
609-72-3

N,N-dimethyl-o-toluidine

N-methyl-p-toluidine
623-08-5

N-methyl-p-toluidine

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

N-methylaniline
100-61-8

N-methylaniline

N,2-dimethylaniline
611-21-2

N,2-dimethylaniline

Dimethyl-p-toluidine
99-97-8

Dimethyl-p-toluidine

Conditions
Conditions Yield
With monoaluminum phosphate; at 425 ℃; Product distribution; other catalyst, var. temp., var.molar ratio of educts;
31.2 % Chromat.
18.3 % Chromat.
5.1 % Chromat.
8.5 % Chromat.
7.0 % Chromat.
10.0 % Chromat.
phenyltrimethylammonium chloride
138-24-9

phenyltrimethylammonium chloride

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
With caesium carbonate; In toluene; for 48h; Heating;
88%
<i>N</i>,<i>N</i>-dimethyl-<i>N</i>-(2-phenylsulfanyl-ethyl)-anilinium; iodide

N,N-dimethyl-N-(2-phenylsulfanyl-ethyl)-anilinium; iodide

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

phenylthioethylene
1822-73-7

phenylthioethylene

Conditions
Conditions Yield
lithium iodide monohydrate

lithium iodide monohydrate

4-(dimethylamino)phenylthallium bis(trifluroacetate) * 2CF<sub>3</sub>COOH

4-(dimethylamino)phenylthallium bis(trifluroacetate) * 2CF3COOH

thallium(III) iodide
13453-37-7

thallium(III) iodide

lithium trifluoroacetate
2923-17-3

lithium trifluoroacetate

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
In acetone; -70°C, several hours, warming to room temp.; redn. of vol. (distn., vac., room temp.), pptn. on addn. of water, crystn. (overnight), dissolving (acetone), pptn. on pentane addn., crystn. (several days);
94%
methyl yellow
60-11-7

methyl yellow

4-amino-phenol
123-30-8

4-amino-phenol

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

aniline
62-53-3

aniline

N,N-Dimethyl-4-nitroaniline
100-23-2

N,N-Dimethyl-4-nitroaniline

3-Dimethylaminophenol
99-07-0

3-Dimethylaminophenol

recorcinol
108-46-3

recorcinol

Conditions
Conditions Yield
With ferrous(II) sulfate heptahydrate; sulfuric acid; water; dihydrogen peroxide; at 25 ℃; pH=1.8; Kinetics;
N-triphenyl-B-tris(dimethylamino)borazine
16912-60-0

N-triphenyl-B-tris(dimethylamino)borazine

boron nitride
10043-11-5

boron nitride

<i>N</i>,<i>N</i>-dimethyl-aniline
121-69-7,77733-26-7

N,N-dimethyl-aniline

Conditions
Conditions Yield
at 350°C in high vac.;

Global suppliers and manufacturers

Global( 159) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Simagchem Corporation
  • Business Type:Manufacturers
  • Contact Tel:+86-592-2680277
  • Emails:sale@simagchem.com
  • Main Products:110
  • Country:China (Mainland)
  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • LIDE PHARMACEUTICALS LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-25-58409506
  • Emails:lide@lidepharma.com
  • Main Products:56
  • Country:China (Mainland)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:56
  • Country:China (Mainland)
close
Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 121-69-7
Post Buying Request Now
close
Remarks: The blank with*must be completed