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

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

Uses

Used in Pharmaceutical Industry:
2-Chloro-4-methylaniline is used as an intermediate for the preparation of reverse transcriptase inhibitors of HIV-1. These inhibitors play a crucial role in the treatment and management of the human immunodeficiency virus (HIV) by blocking the activity of reverse transcriptase, an enzyme essential for the virus's replication.
Used in Environmental Analysis:
2-Chloro-4-methylaniline is utilized in the determination of aniline derivatives in environmental water samples. This is achieved through an on-line combination of supported liquid membrane extraction and liquid chromatography, which allows for the efficient and accurate identification and quantification of these potentially harmful substances in water sources.
Additionally, 2-Chloro-4-methylaniline is employed in the determination of amines in environmental water samples using gas chromatography-mass spectrometry (GC-MS). This technique is vital for monitoring and controlling water quality, as it helps identify and quantify amine compounds that may be present due to industrial or agricultural activities, which can have adverse effects on the environment and human health.

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 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 67-66-3 chloroform 
• 112160-74-4 acetic acid-(2,4,N-trichloro-anilide) 
• 106-49-0 p-toluidine 
• 103-89-9 4-Methylacetanilide 
• 38939-88-7 2-chloro-4-methyl-1-nitrobenzene 
• 7647-01-0 hydrogenchloride 
• 99237-41-9 glyoxal-bis-(N-p-tolyl oxime ) 
• 7664-93-9 sulfuric acid 
• 64-17-5 ethanol 
• 1013511-26-6 benzenesulfonic acid-(2-chloro-4-methyl-anilide) 
• 7732-18-5 water 

Downstream Products

• 18931-78-7 N-(2-chloro-4-methylphenyl)acetamide 
• 19655-46-0 8-chloro-6-methylquinoline 
• 134504-56-6 3-hydroxy-[2]naphthoic acid-(2-chloro-4-methyl-anilide) 
• 109413-03-8 (2-chloro-4-methyl-anilino)-methanesulfonic acid ; sodium-salt 
• 57878-93-0 2-chloro-4-methyl-phenyl isothiocyanate 
• 6579-45-9 2-chloro-4-methyl-α-isonitrosoacetanilide 
• 849522-41-4 2-nitro-toluene-4-sulfonic acid-(2-chloro-4-methyl-anilide) 

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 nitroarenes to anilines using FeCl 3·6H2O/indium

Reduction of a variety of nitroaromatic compounds to the corresponding anilines occurs chemoselectively in high yields upon treatment with a new reduction system consisting of FeCl3·6H2O/indium in aqueous methanol.

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.