Welcome to LookChem.com Sign In|Join Free

Cas Database

554-12-1

554-12-1

Identification

  • Product Name:Propanoic acid, methylester

  • CAS Number: 554-12-1

  • EINECS:209-060-4

  • Molecular Weight:88.1063

  • Molecular Formula: C4H8O2

  • HS Code:2915 50 00

  • Mol File:554-12-1.mol

Synonyms:Propionicacid, methyl ester (8CI);Methyl propanoate;Methylpropylate;NSC 9375;

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

Safety information and MSDS view more

  • Pictogram(s):FlammableF, HarmfulXn

  • Hazard Codes:F,Xn

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapourH332 Harmful if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. In case of skin contact Remove contaminated clothes. Rinse and then wash skin with water and soap. In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention . Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. (ERG, 2016) Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... Monitor for shock and treat if necessary ... For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... /Esters and related compounds/

  • Fire-fighting measures: Suitable extinguishing media WATER MAY BE INEFFECTIVE. Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. (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: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Collect leaking and spilled liquid in covered containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. Pick up and arrange disposal. Sweep up and shovel. 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. Fireproof. Cool. Separated from oxidants.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological 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:Usbiological
  • Product Description:C3
  • Packaging:48Tests
  • Price:$ 588
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TRC
  • Product Description:PropionicAcidMethylEster
  • Packaging:10 g
  • Price:$ 75
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TRC
  • Product Description:PropionicAcidMethylEster
  • Packaging:50 g
  • Price:$ 100
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Tocris
  • Product Description:C3 ≥98%(HPLC)
  • Packaging:50
  • Price:$ 836
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Tocris
  • Product Description:C3 ≥98%(HPLC)
  • Packaging:10
  • Price:$ 199
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Methyl Propionate >99.0%(GC)
  • Packaging:500mL
  • Price:$ 70
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Methyl Propionate >99.0%(GC)
  • Packaging:25mL
  • Price:$ 20
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Methyl Propionate [Standard Material for GC] >99.5%(GC)
  • Packaging:5mL
  • Price:$ 142
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Methyl propionate for synthesis. CAS 554-12-1, EC Number 209-060-4, chemical formula CH CH COOCH ., for synthesis
  • Packaging:8210471000
  • Price:$ 122
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Methyl propionate for synthesis
  • Packaging:1 L
  • Price:$ 116.55
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 199 Articles be found

Polymer producing palladium complexes of unidentate phosphines in the methoxycarbonylation of ethene

Smith, Graeme,Vautravers, Nicolas R.,Cole-Hamilton, David J.

, p. 872 - 877 (2009)

A wide range of unidentate phosphines have been studied as ligands for the palladium-catalysed methoxycarbonylation of ethene in the presence of methanesulfonic acid using methanol as the solvent. At high phosphine to Pd ratios, methyl propanoate is forme

One-pot, three-component synthesis of open-chain, polyfunctional sulfones

Bouchez, Laure,Vogel, Pierre

, p. 225 - 231 (2002)

Silyl enol ethers of esters, ketones, as well as allylstannane and allylsilanes react with sulfur dioxide activated with t-BuMe2SiOSO2CF3 to give silyl sulfinates that can be reacted in the same pot with a variety of electrophiles generating the corresponding polyfunctional sulfones. The silyl sulfinate intermediates are formed via ene-reactions following probably concerted mechanisms.

2-Formyl-4-pyrrolidinopyridine (FPP): A new catalyst for the hydroxyl-directed methanolysis of esters

Sammakia, Tarek,Hurley, T. Brian

, p. 8967 - 8968 (1996)

-

Synthesis, characterization and catalytic properties of sulfonic acid functionalized magnetic-poly(divinylbenzene-4-vinylpyridine) for esterification of propionic acid with methanol

Kara, Ali,Erdem, Beyhan

, p. 42 - 47 (2011)

The magnetic-poly(divinylbenzene-4-vinylpyridine) [m-poly(DVB-4VP)] microbeads (average diameter: 180-212 μm) were synthesized by copolymerizing of divinylbenzene (DVB) with 4-vinylpyridine (4VP) and by mixing this copolymer with Fe3O4 nanoparticles. The resultant material was characterized by N2 adsorption/desorption, ESR, elemental analysis, scanning electron microscope (SEM) and swelling studies. After functionalized with sulfonic acid, m-poly(DVB-4VP-SO3H) was characterized by FT-IR and TGA analysis. The results showed that both of Fe3O4 and -SO3H are bonded to the polymer successfully. N2 adsorption/desorption isotherms of synthesized samples had the hysteresis behaviour associated with mesoporous materials (pore diameter: 3.73 nm). Sulfonic acid functionalized mesoporous m-poly(DVB-4VP-SO3H) has been demonstrated to have higher reactivity than commercially available solid acid catalysts for the conversion of propionic acid to methyl ester. The apparent activation energy was found to be 38.5 kJ mol-1 for m-poly(DVB-4VP-20%SO3H). The catalyst showed negligible loss of activity after four repetitive cycles.

Sulfonic acid functionalized poly (ethylene glycol dimethacrylate-1-vinyl- 1,2,4-triazole) as an efficient catalyst for the synthesis of methyl propionate

Erdem, Beyhan,Kara, Ali

, p. 219 - 224 (2011)

Sulfonic acid functionalized poly (ethylene glycol dimethacrylate-1-vinyl- 1,2,4-triazole), poly (EGDMA-VTAZ-SO3H) (average diameter 1.0-1.5 mm), was found to be efficient solid acid catalyst for the esterification of methanol and propionic acid under heterogeneous reaction conditions. The pristine polymer, poly (EGDMA-VTAZ), was produced by suspension polymerization and then proton-conducting polymer was obtained by blending of poly (EGDMA-VTAZ) with different percentage of H2SO4 solutions. The protonation of aromatic heterocyclic rings was proved with Fourier-transform infrared spectroscopy (FT-IR). Thermo gravimetric (TG) analysis showed that the catalyst is thermally stable up to 573 K. The surface morphology of the catalyst was characterized by scanning electron microscopy (SEM). Poly (EGDMA-VTAZ-SO3H) beads can be regenerated and reused, so this provides a potential application. It has a rate constant which exceeds that of Amberlyst-15 by a factor of about four at 333 K. As for the reaction equilibrium constant (Ke), which is independent of temperature ranging from 318 to 343 K, was determined to be 3.16. The apparent activation energy was found to be 41.6 kJ mol-1 for poly (EGDMA-VTAZ-SO3H).

Direct Hydroesterification of Ethylene with Methyl Formate with the New System RuCl3-NR4I-NR3: an Example of Catalytic Activation of the CH Bond of Methyl Formate?

Legrand, Christophe,Castanet, Yves,Mortreux, Andre,Petit, Francis

, p. 1173 - 1174 (1994)

Upon using the simple RuCl3-NR4I-NR3 catalytic combination and dimethylformamide as solvent, an exceptionally reactive system is obtained for direct hydroesterification of ethylene with methyl formate (turnover frequency up to 2000 h-1) in the absence of carbon monoxide.

Oxidative Decarboxylation of Alcohol Hemiacetals of α-Keto Carboxylic Acids with N-Iodosuccinimide

Beebe, Thomas R.,Baldridge, Ruth,Beard, Mark,Cooke, Denette,DeFays, Isabelle,et.al.

, p. 3165 - 3166 (1987)

-

Highly Selective Continuous Gas-Phase Methoxycarbonylation of Ethylene with Supported Ionic Liquid Phase (SILP) Catalysts

Khokarale, Santosh G.,García-Suárez, Eduardo J.,Fehrmann, Rasmus,Riisager, Anders

, p. 1824 - 1829 (2017)

Supported ionic liquid phase (SILP) technology was applied for the first time to the Pd-catalyzed continuous, gas-phase methoxycarbonylation of ethylene to selectively produce methyl propanoate (MP) in high yields. The influence of catalyst and reaction p

-

Lorette,Brown

, p. 261 (1959)

-

Zwitterion enhanced performance in palladium-phosphine catalyzed ethylene methoxycarbonylation

Khokarale,García-Suárez,Xiong,Mentzel,Fehrmann,Riisager

, p. 73 - 75 (2014)

Zwitterions were used for the first time as promoters in ethylene methoxycarbonylation for the production of methyl propionate. They were found to improve the catalytic performance of the Pd-phosphine system. The presence of zwitterions could contribute to stabilize transition states and active catalytic Pd intermediates. The beneficial effect of the zwitterions was found to be most pronounced, when low amount of a strong acid (MeSO3H) was used with respect to palladium (below 2 equiv.). Under these conditions, phosphine ligand alkylation and reaction vessel corrosion are also anticipated to be less severe.

Para Hydrogen Induced Polarization in Hydrogenation Reactions Catalyzed by Ruthenium-Phosphine Complexes

Kirss, Rein U.,Eisenschmid, Thomas C.,Eisenberg, Richard

, p. 8564 - 8566 (1988)

-

Ethene hydromethoxycarbonylation catalyzed by cis-[Pd(SO 4)(PPh3)2]/H2SO4/PPh 3

Cavinato, Gianni,Facchetti, Sarah,Toniolo, Luigi

, p. 180 - 185 (2010)

The neutral precursor cis-[Pd(SO4)(PPh3)2] turns into an active catalyst for the hydromethoxycarbonylation of ethene when used in combination with H2SO4 and PPh3. The influence of the following operating conditions on the catalytic activity have been studied: (i) H2SO4/Pd ratio; (ii) PPh3/Pd ratio; (iii) total pressure with CO/ethene = 1/1; (iv) pressure of one gas at constant pressure of the other; (v) H2O concentration; (vi) temperature. At 100 °C a TOF = 2168 h-1 has been achieved when the catalytic system is used in the ratios Pd/H2SO4/P = 1/107/18 (mol/mol), under 6 bar (CO/E = 1/1), H2O concentration 0.16% in MeOH by weight. After catalysis and upon addition of LiCl, trans-[Pd(COEt)Cl(PPh3)2], which is related to the Pd-H catalytic cycle, has been isolated. Cis-[Pd(SO 4)(PPh3)2] in CD2Cl2/MeOH reacts with CO to give a PdCOOMe complex (related to the carbomethoxy mechanism ), which neither inserts ethene, nor gives methyl propanoate (MP). In the presence of H2O and H2SO4 the carbomethoxy complex is unstable giving a Pd-H complex, which yields catalysis to MP in the presence of CO and ethene. The Pd-H and Pd-COOMe catalytic cycles are discussed on the basis of the influence of the operating conditions on the TOF and of NMR evidences.

Acid-Promoter-Free Ethylene Methoxycarbonylation over Ru-Clusters/Ceria: The Catalysis of Interfacial Lewis Acid-Base Pair

An, Jinghua,Wang, Yehong,Lu, Jianmin,Zhang, Jian,Zhang, Zhixin,Xu, Shutao,Liu, Xiaoyan,Zhang, Tao,Gocyla, Martin,Heggen, Marc,Dunin-Borkowski, Rafal E.,Fornasiero, Paolo,Wang, Feng

, p. 4172 - 4181 (2018)

The interface of metal-oxide plays pivotal roles in catalytic reactions, but its catalytic function is still not clear. In this study, we report the high activity of nanostructured Ru/ceria (Ru-clusters/ceria) in the ethylene methoxycarbonylation (EMC) re

-

Uchida,Bando

, p. 953 (1956)

-

Borate esters as alternative acid promoters in the palladium-catalyzed methoxycarbonylation of ethylene

Ferreira, Alta C.,Crous, Renier,Bennie, Linette,Meij, Anna M. M.,Blann, Kevin,Bezuidenhoudt, Barend C. B.,Young, Desmond A.,Green, Mike J.,Roodt, Andreas

, p. 2273 - 2275 (2007)

(Chemical Equation Presented) Out with convention! The use of borosalicylic acid, derived from boric and salicylic acids, as the acid promoter in the methoxycarbonylation of ethylene to give methyl propionate has been investigated (see scheme). Not only w

Mizoroki et al.

, p. 479,480, 481 (1979)

Magnetically-separable Fe3O4@SiO2@SO4-ZrO2 core-shell nanoparticle catalysts for propanoic acid esterification

Tai, Zhijun,Isaacs, Mark A.,Durndell, Lee J.,Parlett, Christopher M.A.,Lee, Adam F.,Wilson, Karen

, p. 137 - 141 (2018)

Monodispersed, sulfated zirconia encapsulated magnetite nanoparticles were synthesized as magnetically-separable solid acid catalysts. Catalyst nanoparticles are prepared via coating preformed 80 nm Fe2O3 particles with a 15 nm SiO2 protective coating prior to growth of a uniform 28 nm ZrO2 shell. The thickness of the ZrO2 shell in resulting Fe3O4@SiO2@ZrO2 nanoparticles was controlled by adjusting the zirconium butoxide to Lutensol AO5 ratio, with 1:10 found as the optimal ratio to produce monodispersed ZrO2 coated nano-spheres. Sulfation using an ammonium sulfate precursor is less corrosive towards the core-shell structure of Fe3O4@SiO2@ZrO2 nanoparticles leading to superior sulfated materials compared to those obtained using H2SO4. Resulting Fe3O4@SiO2@SO4-ZrO2 solid acid catalysts exhibit high activity for propanoic acid esterification with methanol, far exceeding that of conventional sulfated zirconia nanoparticles, while being amenable to facile magnetic separation.

TRANSITION METAL CATALYSED INTERACTION OF ETHYLENE AND ALKYL FORMATES

Isnard, P.,Denise, B.,Sneeden, R. P. A.,Cognion, J. M.,Durual, P.

, p. 135 - 140 (1983)

Methyl propionate may be obtained by the homogeneous ruthenium catalysed interaction of ethylene and methyl formate.Product formation probably involves an initial fragmentation of the formate to free or ligand CO.

Homolytic Bond Strength and Radical Generation from (1-Carbomethoxyethyl)pentacarbonylmanganese(I)

Morales-Cerrada, Roberto,Fliedel, Christophe,Gayet, Florence,Ladmiral, Vincent,Améduri, Bruno,Poli, Rinaldo

, (2019)

Compound (1-carbomethoxyethyl)pentacarbonylmanganese(I), [MnR(CO)5] (R = CHMeCOOMe, 1), was synthesized from K+[Mn(CO)5]– and methyl 2-bromopropionate and isolated in pure form. Upon thermal activation, the Mn–R bond is homolytically cleaved and the resulting 1-carbomethoxyethyl radical is able to initiate the polymerization of methyl acrylate (MA). A kinetic study of the decomposition of 1 in the presence of tris(trimethylsilyl)silane, TTMSS (10 equiv., saturation conditions) at 70, 65 and 60 °C yielded the T-dependent activation rate constant, ka, which allowed the calculation of the activation enthalpy (ΔH? = 35.3 ± 2.8 kcal mol–1) and entropy (ΔS? = 27.2 ± 8.1 cal mol–1 K–1) through the use of the Eyring relationship. The ΔH? value can be taken as an upper limit for the thermodynamic bond dissociation enthalpy, which was estimated as 36.9 kcal mol–1 by DFT calculations. The higher thermal stability of 1 relative to that of simpler R derivatives that form stronger Mn–R bonds can be attributed to more difficult CO dissociation, precluding the decomposition by β-H elimination.

Effective recovery of acetic acid from wood vinegar by reactive distillation using tungstophosphoric acid-active carbon catalyst

Li, Shuangming,Yang, Xuejiao,Chen, Jiaxiang,Wang, Xiujuan,Li, Wenxiu,Yu, Sansan

, p. 7311 - 7314 (2014)

The recovery of acetic acid from wood vinegar by reactive distillation using tungstophosphoric acid-active carbon as catalyst has been studied. Methyl acetate is obtained as esterification product at the top of column. The loading capacity of tungstophosphoric acid on active carbon was optimized using batch distillation. In addition, the influence of various factors such as feed flow rate, MeOH vapor rate, rectifying section height and reflux ratio, on the conversion rate of acetic acid were investigated by using a model solution. A 71.94% recovery of acetic acid is obtained from wood vinegar under the following optimal conditions: loading capacity 33%, feed flow rate 60 g/h, MeOH vapor rate 114 g/h, rectifying section height 250 mm and reflux ratio 9:1.

High-Performance RuCl3 Catalyst Systems for Hydro-Esterification of Methyl Formate and Ethylene

Li, Yan-Ru,Xu, Zhong-Ning,Bai, Bing,Wang, Zhi-Qiao,Guo, Guo-Cong

, p. 769 - 774 (2019)

RuCl3 catalyst system has many advantages for the hydro-esterification of methyl formate and ethylene to methyl propionate. However, the unsatisfied performance restricts the development of this route. In this work, high-performance RuCl3 catalyst systems (RuCl3-[PPN]Cl-Et4NI and RuCl3-NaI) are firstly reported for this reaction. In RuCl3-[PPN]Cl-Et4NI catalyst system, the conversion of methyl formate and the selectivity to methyl propionate are 93.9% and 90.9% at mild reaction conditions (165°C, 2.5 MPa), respectively. Noticeably, a simple inorganic RuCl3-NaI catalyst system achieves 88.8% conversion of methyl formate and 97.6% selectivity to methyl propionate (86.7% yield) at same conditions. NaI, as a promoter, may inhibit the decomposition of methyl formate and be conducive to the formation of methyl propionate. The effects of solvents and promoters are investigated in detail. In addition, the reaction mechanism has been also analyzed. It is hoped to lay a certain foundation for further industrial application.

Method for synthesizing ester through catalytic esterification of ionic liquid

-

Paragraph 0028-0030; 0035-0039, (2021/06/22)

The invention relates to a method for synthesizing ester through catalytic esterification of ionic liquid. The method comprises the following step: carrying out an esterification reaction on carboxylic acid and an organic matter containing a hydroxyl group under the catalysis of the ionic liquid to obtain an esterification product, wherein the general formula of the ionic liquid is [Bu3PR]N(CF3SO2)2, and R is a C8-C16 straight chain or branched chain alkyl group. According to the above technical scheme, the method for synthesizing the ester through catalytic esterification of the ionic liquid is high in catalyst catalytic activity, high in reaction selectivity, few in by-products, high in reaction rate and high in catalyst recycling performance.

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He

, p. 4327 - 4337 (2021/05/31)

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Light-Responsive, Reversible Emulsification and Demulsification of Oil-in-Water Pickering Emulsions for Catalysis

Li, Zhiyong,Shi, Yunlei,Zhu, Anlian,Zhao, Yuling,Wang, Huiyong,Binks, Bernard P.,Wang, Jianji

supporting information, p. 3928 - 3933 (2020/12/18)

Pickering emulsions are an excellent platform for interfacial catalysis. However, developing simple and efficient strategies to achieve product separation and catalyst and emulsifier recovery is still a challenge. Herein, we report the reversible transition between emulsification and demulsification of a light-responsive Pickering emulsion, triggered by alternating between UV and visible light irradiation. The Pickering emulsion is fabricated from Pd-supported silica nanoparticles, azobenzene ionic liquid surfactant, n-octane, and water. This phase behavior is attributed to the adsorption of azobenzene ionic liquid surfactant on the surface of the nanoparticles and the light-responsive activity of ionic liquid surfactant. The Pickering emulsion can be used as a microreactor that enables catalytic reaction, product separation as well as emulsifier and catalyst recycling. Catalytic hydrogenation of unsaturated hydrocarbons at room temperature and atmospheric pressure has been performed in this system to demonstrate product separation and emulsifier and catalyst re-use.

Manganese-Mediated C-C Bond Formation: Alkoxycarbonylation of Organoboranes

Van Putten, Robbert,Filonenko, Georgy A.,Krieger, Annika M.,Lutz, Martin,Pidko, Evgeny A.

supporting information, p. 674 - 681 (2021/04/02)

Alkoxycarbonylations are important and versatile reactions that result in the formation of a new C-C bond. Herein, we report on a new and halide-free alkoxycarbonylation reaction that does not require the application of an external carbon monoxide atmosphere. Instead, manganese carbonyl complexes and organo(alkoxy)borate salts react to form an ester product containing the target C-C bond. The required organo(alkoxy)borate salts are conveniently generated from the stoichiometric reaction of an organoborane and an alkoxide salt and can be telescoped without purification. The protocol leads to the formation of both aromatic and aliphatic esters and gives complete control over the ester's substitution (e.g., OMe, OtBu, OPh). A reaction mechanism was proposed on the basis of stoichiometric reactivity studies, spectroscopy, and DFT calculations. The new chemistry is particularly relevant for the field of Mn(I) catalysis and clearly points to a potential pathway toward irreversible catalyst deactivation.

Iron-catalysed 1,2-aryl migration of tertiary azides

Wei, Kaijie,Yang, Tonghao,Chen, Qing,Liang, Siyu,Yu, Wei

supporting information, p. 11685 - 11688 (2020/10/19)

1,2-Aryl migration of α,α-diaryl tertiary azides was achieved by using the catalytic system of FeCl2/N-heterocyclic carbene (NHC) SIPr·HCl. The reaction generated aniline products in good yields after one-pot reduction of the migration-resultant imines.

Process route upstream and downstream products

Process route

methanol
67-56-1

methanol

4-nitrophenyl propionate
1956-06-5

4-nitrophenyl propionate

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

Conditions
Conditions Yield
With dmap; at 20 ℃; other reagent; relative rate;
methanol
67-56-1

methanol

4-nitrophenyl propionate
1956-06-5

4-nitrophenyl propionate

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

propionic acid
802294-64-0,79-09-4

propionic acid

Conditions
Conditions Yield
With fluorinated oligomer with 8-hydroxyquinolyl segments; In 1,4-dioxane; phosphate buffer; at 30 ℃; for 2h; pH=9.2; Kinetics;
methanol
67-56-1

methanol

ethene
74-85-1

ethene

carbon monoxide
201230-82-2

carbon monoxide

Dimethyl oxalate
553-90-2

Dimethyl oxalate

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
Conditions Yield
With cis-[Pd(NO3)2(PPh3)2]; p-benzoquinone; at 55 ℃; for 1h; under 38002.6 Torr; Autoclave;
acrylic acid methyl ester
292638-85-8,9003-21-8,96-33-3

acrylic acid methyl ester

isopropyl alcohol
67-63-0,8013-70-5

isopropyl alcohol

isopropyl propionate
637-78-5

isopropyl propionate

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

Conditions
Conditions Yield
With hydrogen; In water; at 23 ℃; under 760.051 Torr; Overall yield = ~ 100 %Chromat.; chemoselective reaction;
25 %Chromat.
methyl ester (3-hydroxy) propionic acid
6149-41-3

methyl ester (3-hydroxy) propionic acid

methanol
67-56-1

methanol

propan-1-ol
71-23-8

propan-1-ol

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

acrylic acid methyl ester
292638-85-8,9003-21-8,96-33-3

acrylic acid methyl ester

trimethyleneglycol
504-63-2

trimethyleneglycol

Conditions
Conditions Yield
With 1-butyl-3-methylimidazolium tetracarbonylcobaltate; hydrogen; at 165 ℃; for 10h; under 78757.9 Torr; Autoclave;
methyl ester (3-hydroxy) propionic acid
6149-41-3

methyl ester (3-hydroxy) propionic acid

propan-1-ol
71-23-8

propan-1-ol

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

trimethyleneglycol
504-63-2

trimethyleneglycol

Conditions
Conditions Yield
With hydrogen; In methanol; at 153 - 160 ℃; under 23272.3 - 38787.1 Torr;
methyl propyl ether
557-17-5

methyl propyl ether

Methoxyacetone
5878-19-3

Methoxyacetone

Methyl formate
107-31-3

Methyl formate

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

methoxyacetaldehyde
10312-83-1

methoxyacetaldehyde

propyl methanoate
110-74-7

propyl methanoate

3-methoxy-1-propanal
2806-84-0

3-methoxy-1-propanal

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

Conditions
Conditions Yield
With hydroxyl; oxygen; at 19.84 ℃; under 760.051 Torr; Kinetics; Gas phase;
acetic acid methyl ester
79-20-9

acetic acid methyl ester

Methoxyacetone
5878-19-3

Methoxyacetone

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

ethyl acetate
141-78-6

ethyl acetate

Conditions
Conditions Yield
beim Behandeln im UV-Licht;
Dimethyl ether
115-10-6,157621-61-9

Dimethyl ether

propionic acid
802294-64-0,79-09-4

propionic acid

poly(methacrylic acid)
79-41-4,25087-26-7,50867-57-7

poly(methacrylic acid)

acetic acid methyl ester
79-20-9

acetic acid methyl ester

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

acetic acid
64-19-7,77671-22-8

acetic acid

pentan-3-one
96-22-0

pentan-3-one

isobutyric Acid
79-31-2

isobutyric Acid

Conditions
Conditions Yield
With oxygen; aluminum oxide; at 330 ℃; Product distribution / selectivity;
Dimethyl ether
115-10-6,157621-61-9

Dimethyl ether

propionic acid
802294-64-0,79-09-4

propionic acid

poly(methacrylic acid)
79-41-4,25087-26-7,50867-57-7

poly(methacrylic acid)

acetic acid methyl ester
79-20-9

acetic acid methyl ester

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

acetic acid
64-19-7,77671-22-8

acetic acid

Ethyl propionate
105-37-3,20741-13-3

Ethyl propionate

acrylic acid
79-10-7

acrylic acid

pentan-3-one
96-22-0

pentan-3-one

isobutyric Acid
79-31-2

isobutyric Acid

butyric acid
107-92-6

butyric acid

Conditions
Conditions Yield
With oxygen; aluminum oxide; at 350 ℃; Product distribution / selectivity;

Global suppliers and manufacturers

Global( 71) 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)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:30
  • Country:China (Mainland)
  • EAST CHEMSOURCES LIMITED
  • Business Type:Manufacturers
  • Contact Tel:86-532-81906761
  • Emails:josen@eastchem-cn.com
  • Main Products:97
  • Country:China (Mainland)
  • Shaanxi BLOOM TECH Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-29-86470566
  • Emails:sales@bloomtechz.com
  • Main Products:80
  • Country:China (Mainland)
  • Career Henan Chemical Co
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-371-86658258
  • Emails:purchase@coreychem.com
  • Main Products:137
  • 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 554-12-1
Post Buying Request Now
close
Remarks: The blank with*must be completed