2-Chloro-4-methylaniline Chemical Properties

Melting point:

7 °C (lit.)

Boiling point:

223-225 °C (lit.)

Density 

1.151 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.575(lit.)

Flash point:

211 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

methanol: soluble

form 

Liquid

pka

3.09±0.10(Predicted)

color 

Clear yellow to pale brown

BRN 

774514

Stability:

Acid Sensitive, Light Sensitive

InChI

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

InChIKey

XGYLSRFSXKAYCR-UHFFFAOYSA-N

SMILES

Cc1ccc(N)c(Cl)c1

CAS DataBase Reference

615-65-6(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 2-chloro-4-methyl-(615-65-6)

EPA Substance Registry System

Benzenamine, 2-chloro-4-methyl- (615-65-6)

Safety Information

Hazard Codes 

Xn

Risk 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

Hazard Note 

Harmful

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214200

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Chronic 3
Eye Dam. 1
Skin Irrit. 2

Hazardous Substances Data

615-65-6(Hazardous Substances Data)

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Chloro-4-methylaniline Usage And Synthesis

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

clear yellow to pale brown liquid

Chemical Properties

The chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.

Uses

2-Chloro-4-methylaniline is an intermediate used to prepare reverse transcriptase inhibitors of HIV-1.

Uses

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.

Synthesis

The substrate 3-chloro-4-nitrotoluene was dissolved in MeOH (HPLC grade, 0.1 M). At room temperature in the presence of 0.5 mol% SiliaCat Hydrogenation was carried out in the presence of Pd0. The resulting mixture was degassed twice, replacing the vacuum with H2 each time. The reaction mixture was attached to a hydrogen balloon. The reaction mixture was stirred for 2 hours. The catalyst was recovered by filtration. Rinse with MeOH and dry under vacuum. The filtrate was concentrated by GC/MS analysis to give the product.

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.

2-Chloro-4-methylaniline(615-65-6)Related Product Information

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