Chemical Properties
The chloromethylanilines are colorless or
white crystalline solids or liquids, some have a mild
fishy odor.
Chemical Properties
clear brown liquid
Uses
4-Chloro-2-methylaniline may be used in the synthesis of the following:
- 2,8-dichloro-4,10-dimethyl-6H,12H-5,11-methanodibenzo[b,f]-diazocine via reaction with paraformaldehyde in toluene
- N-allylated derivative via palladium-catalyzed selective monoallylation with allyl alcohol
- N-(4-chloro-2-methylphenyl)benzamide via reaction with benzoyl chloride
Definition
ChEBI: 4-Chloro-ortho-toluidine is a member of monochlorobenzenes.
General Description
Gray to white solid with a weak fishy odor. Sinks in water. Freezing point is 77°F.
Air & Water Reactions
May be sensitive to prolonged exposure to air and light. Insoluble in water.
Reactivity Profile
4-Chloro-2-methylaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents. . A halogenated amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Hazard
Toxic by ingestion and inhalation. Probable
carcinogen.
Health Hazard
Inhalation, ingestion, or skin contact causes bluish tint in fingernails, lips, and ears. Headache, drowsiness, and nausea also occur. Contact with eyes causes irritation.
Fire Hazard
Special Hazards of Combustion Products: Toxic oxides of nitrogen and hydrochloric acid fumes may form.
Safety Profile
Confirmed carcinogen.
Poison by ingestion and subcutaneous
routes. Human mutation data reported. In
the presence of copperpI) chloride catalyst
decomposition occurs above 239'C. When
heated to decomposition it emits toxic
fumes of Cland NOx. See also other chloro
toluidme 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.
Carcinogenicity
p-Chloro-o-toluidine and its hydrochloride salt are reasonably anticipated to be human carcinogens based on limited evidence of carcinogenicity from studies in humans and evidence of carcinogenicity from studies in experimental animals.
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.
