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Cas Database

95-53-4

95-53-4

Identification

  • Product Name:Benzenamine, 2-methyl-

  • CAS Number: 95-53-4

  • EINECS:202-429-0

  • Molecular Weight:107.155

  • Molecular Formula: C7H9N

  • HS Code:29214300

  • Mol File:95-53-4.mol

Synonyms:NSC 15348;o-Aminotoluene;o-Methylaniline;o-Methylbenzenamine;o-Tolylamine;o-Toluidine(8CI);1-Amino-2-methylbenzene;2-Amino-1-methylbenzene;2-Aminotoluene;2-Methyl-1-aminobenzene;2-Methylaniline;2-Methylbenzenamine;2-Methylphenylamine;2-Tolylamine;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT, DangerousN, FlammableF

  • Hazard Codes:T,N,F

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowedH319 Causes serious eye irritation H331 Toxic if inhaled H350 May cause cancer H400 Very toxic to aquatic life

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Artificial respiration may be needed. Refer immediately for medical attention. In case of skin contact Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer immediately for medical attention. In case of eye contact Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention. If swallowed Rinse mouth. Refer immediately for medical attention. Absorption of toxic quantities by any route causes cyanosis (blue discoloration of lips, nails, skin); nausea, vomiting, and coma may follow. Repeated inhalation of low concentrations may cause pallor, low-grade secondary anemia, fatigability, and loss of appetite. Contact with eyes causes irritation. (USCG, 1999) 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 Use dry chemical, carbon dioxide, or alcohol foam extinguishers. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Containers may explode in fire. Storage containers and parts of containers may rocket great distances, in many directions. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position ... The only respirators recommended for fire fighting are self-contained breathing apparatuses that have full facepieces and are operated in a pressure-demand or other positive-pressure mode. Special Hazards of Combustion Products: Toxic oxides of nitrogen and flammable vapors may form in fire. (USCG, 1999) 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: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

  • 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. Provision to contain effluent from fire extinguishing. Separated from strong oxidants, strong acids and food and feedstuffs. Well closed. Ventilation along the floor. Keep in the dark. Store in an area without drain or sewer access.Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. o-Toluidine must be stored to avoid contact with strong oxidizers (such as chlorine, bromine, and fluorine) because violent reactions occur. Store in tightly closed containers in a cool, well-ventilated area away from heat. Sources of ignition, such as smoking and open flames, are prohibited where o-toluidine is used, handled, or stored in a manner that could creats a potential fire or explosion hazard. A regulated, marked area should be established where this chemical is handled, used, or stored ...

  • Exposure controls/personal protection:Occupational Exposure limit valuesNIOSH considers o-toluidine to be a potential occupational carcinogen.NIOSH usually recommends that occupational exposures to carcinogens be limited to the lowest feasible concentration. Skin notation.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
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  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:2-Toluidine
  • Packaging:250g
  • Price:$ 105
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:o-Toluidine >99.0%(GC)(T)
  • Packaging:500g
  • Price:$ 57
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:o-Toluidine >99.0%(GC)(T)
  • Packaging:25g
  • Price:$ 17
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:o-Toluidine 98%
  • Packaging:25 g
  • Price:$ 10
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:o-Toluidine 98%
  • Packaging:100 g
  • Price:$ 20
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:o-Toluidine 98%
  • Packaging:1l
  • Price:$ 58.9
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:o-Toluidine solution 0.6 M in glacial acetic acid, contains thiourea as stabilizer
  • Packaging:500ml
  • Price:$ 97.1
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:o-Toluidine GR for analysis
  • Packaging:250 mL
  • Price:$ 92.7
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:o-Toluidine purum p.a., ≥99.5% (GC)
  • Packaging:500ml
  • Price:$ 91.1
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:o-Toluidine GR for analysis. CAS 95-53-4, EC Number 202-429-0, chemical formula 2-(CH )C H NH ., GR for analysis
  • Packaging:1083101000
  • Price:$ 292
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Relevant articles and documentsAll total 347 Articles be found

Henke,Brown

, p. 52 (1923)

Determination of prilocaine HCl in pharmaceutical preparations by GC-MS method

Atila, Alptug,Kadioglu, Yucel

, p. 6650 - 6654 (2014)

The novel analytical method using gas chromatography with mass spectrometry detection (GC-MS) method for determination of prilocaine HCl in pharmaceutical preparations were developed and validated. The using lidocaine HCl as the internal standard (IS) was

Rh-PVP Catalyzed Reductive Amination of Phenols by Ammonia or Amines to Cyclohexylamines under Solvent-free Conditions

Chaudhari, Chandan,Nagaoka, Katsutoshi,Nishida, Yoshihide,Rumi, Saeki,Sato, Katsutoshi,Shiraishi, Masaya

supporting information, p. 81 - 84 (2022/01/12)

Colloidal metal nanoparticles were examined for reductive amination of phenol by ammonia under mild reaction conditions. The results showed that Rh-PVP was the most active catalyst for reductive amination reaction. Linear, cyclic, and amino alcohols were used as nucleophiles and converted to primary/secondary/tertiary amines. Using this strategy, the synthesis of an industrially important chemical, N-cyclohexyl- 2-pyrrolidone was explored.

Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki–Miyaura Coupling Reaction and Nitroarene Reduction in Water

Dong, Zhenhua,Pan, Hongguo,Gao, Pengwei,Xiao, Yongmei,Fan, Lulu,Chen, Jing,Wang, Wentao

, p. 299 - 306 (2021/05/10)

An efficient and recyclable Pd nano-catalyst was developed via immobilization of Pd nanoparticles on polyimide linked covalent organic frameworks (PCOFs) that was facilely prepared through condensation of melamine and 3,3′,4,4′-biphenyltetracarboxylic dianhydride. The Pd nanoparticles (Pd NPs) catalyst was thoroughly characterized by FT-IR, XRD, SEM, TEM. Furthermore, the catalytic activity of Pd NPs catalyst was evaluated by Suzuki–Miyaura coupling reaction and nitroarene reduction in water, respectively. The excellent yields of corresponding products revealing revealed that the Pd NPs catalyst could be applied as an efficient and reusable heterogeneous catalyst for above two reactions. Graphical Abstract: [Figure not available: see fulltext.]

Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes

Fu, Lihua,Li, Dingzhong,Lu, Hao,Qiu, Renhua,Sun, Tulai,Xing, Chen,Yang, Tianbao

, (2022/01/11)

The development of green and efficient methods for hydrogenation of nitroarenes is still highly demanding in organic synthesis. Herein, we report an industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles process for the synthesis of aryl amines with good yields via hydrogenation of nitroarenes. Nine key anti-cancer drug intermediates were successfully achieved with protocol. And Osimertinib intermediate 4m can be smoothly synthesized at a 2.67 kg-scale with >99.5% HPLC purity. This protocol features cheap carbon source, highly catalytic activity, simple operation, kilogram-scalable and recyclable catalysts (eight times without observable losing activity).

Multi-functional aromatic amine compound as well as preparation method and application thereof

-

, (2021/08/14)

The invention belongs to the technical field of synthesis of aromatic amine compounds, and particularly relates to a multi-functional aromatic amine compound as well as a preparation method and application thereof. The invention provides a multi-functional aromatic amine compound and also provides a preparation method of the multi-functional aromatic amine compound. The amination reaction of aromatic carboxylic acid is catalyzed by DMAP at a relatively low temperature under the condition of no transition metal, and the method can be used for synthesizing a series of multi-functional aromatic amine compounds. The preparation method has not been reported in literature at present. The invention also provides a derivative product of arylamine and a preparation method thereof, and an application of the multi-functional aromatic amine compound in later modification of active molecules. The compound can be used for construction of optical active urea compounds and some important active molecules, and has a development prospect in synthesis of active drugs and natural products.

Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction

-

Paragraph 0111-0119, (2021/05/29)

The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.

Process route upstream and downstream products

Process route

indole
120-72-9

indole

ortho-ethylaniline
578-54-1

ortho-ethylaniline

ethyl-cyclohexane
1678-91-7

ethyl-cyclohexane

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

methyl cyclohexane
82166-21-0

methyl cyclohexane

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
With hydrogen; magnesium hydrosilicate; In various solvent(s); at 365 ℃; for 6h; under 52504.2 Torr; Product distribution; various temperature, pressure and catalyst;
19.4 % Chromat.
20.0 % Chromat.
1.3 % Chromat.
31.7 % Chromat.
13.1 % Chromat.
8.6 % Chromat.
chloroform
67-66-3,8013-54-5

chloroform

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

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

8-methylquinoline
611-32-5

8-methylquinoline

3-chloroquinoline
612-59-9

3-chloroquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 550 ℃; Further byproducts given;
56%
18%
9%
5%
chloroform
67-66-3,8013-54-5

chloroform

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

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

8-methylquinoline
611-32-5

8-methylquinoline

4-chloro-2-methylquinoline
10222-49-8

4-chloro-2-methylquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 550 ℃; Further byproducts given;
56%
9%
5%
5%
chloroform
67-66-3,8013-54-5

chloroform

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

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

3-chloroquinoline
612-59-9

3-chloroquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

N,2-dimethylaniline
611-21-2

N,2-dimethylaniline

Conditions
Conditions Yield
at 550 ℃; Further byproducts given;
56%
18%
9%
2%
chloroform
67-66-3,8013-54-5

chloroform

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

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

2-methylquinoline
91-63-4

2-methylquinoline

8-methylquinoline
611-32-5

8-methylquinoline

3-chloroquinoline
612-59-9

3-chloroquinoline

4-chloro-2-methylquinoline
10222-49-8

4-chloro-2-methylquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 550 ℃; Product distribution; other objects of study: further aniline derivatives and aminoheteroaromatic compounds;
56%
18%
9%
5%
5%
3%
C<sub>17</sub>H<sub>18</sub>N<sub>2</sub>
54683-47-5

C17H18N2

indole
120-72-9

indole

C<sub>6</sub>H<sub>4</sub>NCH<sub>2</sub>CHCCH<sub>2</sub>
491-35-0

C6H4NCH2CHCCH2

8-methylquinoline
611-32-5

8-methylquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 800 ℃; for 0.75h; under 0.004 Torr; Further byproducts given. Title compound not separated from byproducts;
40 % Chromat.
40 % Chromat.
4 % Chromat.
C<sub>17</sub>H<sub>18</sub>N<sub>2</sub>
54683-47-5

C17H18N2

C<sub>6</sub>H<sub>4</sub>NCH<sub>2</sub>CHCCH<sub>2</sub>
491-35-0

C6H4NCH2CHCCH2

8-methylquinoline
611-32-5

8-methylquinoline

aniline
62-53-3

aniline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 850 ℃; for 3h; under 0.003 Torr; Further byproducts given;
C<sub>11</sub>H<sub>17</sub>NO<sub>2</sub>Si
104824-44-4

C11H17NO2Si

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

isopropyl alcohol

isopropoxytrimethylsilane
1825-64-5

isopropoxytrimethylsilane

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
With lithium chloride; Kinetics; Thermodynamic data; Product distribution; ΔH excit;
indole
120-72-9

indole

ortho-ethylaniline
578-54-1

ortho-ethylaniline

ethyl-cyclohexane
1678-91-7

ethyl-cyclohexane

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
With hydrogen sulfide; hydrogen; MoOxNy; at 326.85 ℃; under 68255.5 Torr; Further Variations:; Catalysts; Product distribution;
45.2%
15.9%
9.3%
6.2%
methanol
67-56-1

methanol

N-(2-methylphenyl)acetamide
120-66-1

N-(2-methylphenyl)acetamide

<i>o</i>-toluidine
95-53-4

o-toluidine

N,2-dimethylaniline
611-21-2

N,2-dimethylaniline

Conditions
Conditions Yield
at 360 - 380 ℃;

Global suppliers and manufacturers

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  • Antimex Chemical Limied
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  • Aecochem Corp.
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  • Hangzhou Dingyan Chem Co., Ltd
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  • Simagchem Corporation
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  • Chemwill Asia Co., Ltd.
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  • Contact Tel:021-51086038
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  • Main Products:30
  • 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)
  • Career Henan Chemical Co
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-371-86658258
  • Emails:purchase@coreychem.com
  • Main Products:137
  • Country:China (Mainland)
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