615-65-6

Basic information

• Product Name: 2-Chloro-4-methylaniline
• Synonyms: 3-CHLORO-4-AMINOTOLUENE;4-AMINO-3-CHLOROTOLUENE;2-CHLORO-P-TOLUIDINE;2-CHLORO-4-METHYLANILINE;2-CHLORO-4-TOLUIDINE;1-AMINO-2-CHLORO-4-METHYLBENZENE;2-Chlor-4-toluidin;2-chlor-4-toluidin(czech)
• CAS NO: 615-65-6
• Molecular Formula: C₇H₈ClN
• Molecular Weight: 141.6
• EINECS: 210-440-7
• Product Categories: Intermediates of Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds;API Intermediate
• Mol File: 615-65-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 7 °C(lit.)
• Boiling Point: 223-225 °C(lit.)
• Flash Point: 211 °F
• Appearance: Clear yellow to pale brown/Liquid
• Density: 1.151 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.103mmHg at 25°C
• Refractive Index: n20/D 1.575(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: methanol: soluble
• PKA: 3.09±0.10(Predicted)
• BRN: 774514
• CAS DataBase Reference: 2-Chloro-4-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-methylaniline(615-65-6)
• EPA Substance Registry System: 2-Chloro-4-methylaniline(615-65-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22-33
• Safety Statements: 36/37-37/39-26-45-36/37/39
• RIDADR: UN 3429 6.1/PG 3
• WGK Germany: 3
• RTECS: XU5110000
• F: 8-9-23
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 615-65-6(Hazardous Substances Data)

Usage

Description

2-Chloro-4-methylaniline was used in determination of aniline derivatives in environmental water samples using on-line combination of supported liquid membrane extraction and liquid chromatography. It was also used in determination of amines in environmental water samples by gas chromatography–mass spectrometry. It is an intermediate used to prepare reverse transcriptase inhibitors of HIV-1.

Chemical Properties

Different sources of media describe the Chemical Properties of 615-65-6 differently. You can refer to the following data:
1. clear yellow to pale brown liquid
2. The chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.

Uses

Different sources of media describe the Uses of 615-65-6 differently. You can refer to the following data:
1. 2-Chloro-4-methylaniline is an intermediate used to prepare reverse transcriptase inhibitors of HIV-1.
2. 2-Chloro-4-methylaniline was used in determination of aniline derivatives in environmental water samples using on-line combination of supported liquid membrane extraction and liquid chromatography. It was also used in determination of amines in environmental water samples by gas chromatography–mass spectrometry.

Safety Profile

Poison by ingestion. A severe eye and skin irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of Cland NOx. See also other chloro toluidine entries.

Potential Exposure

Most of the isomers are used in dyestuff manufacture. The 3-chloro-para isomer is used to kill birds. It is marketed as pelleted bait for control of bird populations.

Shipping

UN2239 Chlorotoluidines, solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3429 Chlorotoluidines, liquid, Hazard Class: 6.1; Labels: 6.1- Poisonous materials

Incompatibilities

Incompatible with oxidizers, strong acids; chloroformates, and acid anhydrides, isocyanates, aldehydes forming fire and explosive hazards.

InChI:InChI=1/C7H8ClN/c1-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 18931-78-7 N-(2-chloro-4-methylphenyl)acetamide 
• 38939-88-7 2-chloro-4-methyl-1-nitrobenzene 
• 7647-01-0 hydrogenchloride 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 1013511-26-6 benzenesulfonic acid-(2-chloro-4-methyl-anilide) 
• 7732-18-5 water 
• 34648-99-2 4-chloro-2-methyl-5-nitroaniline 
• 108-41-8 1-chloro-3-methylbenzene 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 106-49-0 p-toluidine 
• 99237-41-9 glyoxal-bis-(N-p-tolyl oxime ) 

Downstream Products

• 19655-46-0 8-chloro-6-methylquinoline 
• 134504-56-6 3-hydroxy-[2]naphthoic acid-(2-chloro-4-methyl-anilide) 
• 57730-36-6 (2-Chloro-4-methyl-phenyl)-(2,4-dinitro-6-trifluoromethyl-phenyl)-amine 
• 1513-25-3 2-chloro-1-fluoro-4-methylbenzene 
• 5375-97-3 2-chloro-4-methylthiophenol 
• 71233-09-5 3-benzoyl-1-(2-chloro-4-methylphenyl)-2-thiourea 
• 112079-91-1 tritertiobutyl-2,4,6 (chloro-2 methyl-4 anilino)-4 cyclohexadiene-2,5 one-1 
• 132342-26-8 4-[2-(2-Chloro-4-methyl-phenylamino)-acetylamino]-2-oxo-1,2-dihydro-pyrimidine-5-carboxylic acid ethyl ester 
• 84389-41-3 N-(2-Chloro-4-methylphenyl)-5,6-dihydro-2,4-diphenylnaphtho<1,2-b>pyridinium triflate 
• 5465-33-8 2-chloro-4-methyl-6-nitroaniline 
• 93359-88-7 4-amino-3-chlorobenzaldehyde 
• 116632-42-9 2-chloro-1-iodo-4-methylbenzene 
• 100959-58-8 2-amino-3-chloro-5-methylbenzenesulphonic acid 
• 38939-88-7 2-chloro-4-methyl-1-nitrobenzene 

Relevant articles and documents

Nitrogen-doped graphene-activated iron-oxide-based nanocatalysts for selective transfer hydrogenation of nitroarenes

Nanoscaled iron oxides on carbon were modified with nitrogen-doped graphene (NGr) and found to be excellent catalysts for the chemoselective transfer hydrogenation of nitroarenes to anilines. Under standard reaction conditions, a variety of functionalized and structurally diverse anilines, which serve as key building blocks and central intermediates for fine and bulk chemicals, were synthesized in good to excellent yields.

A facile reduction of aromatic nitro compounds to aromatic amines with bis(cyclopentadienyl)titanium(IV) dichloride-indium system

Cp2TiCl2/In system was found to be a new reagent for reducing various aromatic nitro compounds to the corresponding aromatic amines in good yields under mild and neutral conditions.