4-Chloro-2-methylaniline

4-Chloro-2-methylaniline Basic information
Product Name:4-Chloro-2-methylaniline
Synonyms:fastredtrobase;Ipsilon;Kako Red TR Base;kakoredtrbase;Kambamine Red TR;kambamineredtr;Mitsui Red TR Base;mitsuiredtrbase
CAS:95-69-2
MF:C7H8ClN
MW:141.6
EINECS:202-441-6
Product Categories:Anilines, Aromatic Amines and Nitro Compounds
Mol File:95-69-2.mol
4-Chloro-2-methylaniline Structure
4-Chloro-2-methylaniline Chemical Properties
Melting point 24-27 °C (lit.)
Boiling point 241 °C (lit.)
density 1.19 g/mL at 25 °C (lit.)
refractive index n20/D 1.583(lit.)
Fp 211 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), Methanol (Slightly)
Water Solubility Practically insoluble in water
pkapK1:3.385(+1) (25°C)
form neat
color White or colorless to Brown
BRN 878505
Stability:Air Sensitive
CAS DataBase Reference95-69-2(CAS DataBase Reference)
IARC2A (Vol. 77, 99) 2010
NIST Chemistry ReferenceBenzenamine, 4-chloro-2-methyl-(95-69-2)
EPA Substance Registry System4-Chloro-2-methylaniline (95-69-2)
Safety Information
Hazard Codes T,N
Risk Statements 45-23/24/25-50/53-68
Safety Statements 53-45-60-61
RIDADR UN 2239 6.1/PG 3
WGK Germany 3
RTECS XU5000000
8-10
HazardClass 6.1(b)
PackingGroup III
HS Code 29214300
Hazardous Substances Data95-69-2(Hazardous Substances Data)
MSDS Information
ProviderLanguage
5-Chloro-2-aminotoluene English
SigmaAldrich English
ACROS English
4-Chloro-2-methylaniline Usage And Synthesis
Chemical PropertiesThe chloromethylanilines are colorless or white crystalline solids or liquids, some have a mild fishy odor.
Chemical Propertiesclear brown liquid
UsesIntermediate.
Uses4-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
DefinitionChEBI: 4-Chloro-ortho-toluidine is a member of monochlorobenzenes.
General DescriptionGray to white solid with a weak fishy odor. Sinks in water. Freezing point is 77°F.
Air & Water ReactionsMay be sensitive to prolonged exposure to air and light. Insoluble in water.
Reactivity Profile4-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.
HazardToxic by ingestion and inhalation. Probable carcinogen.
Health HazardInhalation, ingestion, or skin contact causes bluish tint in fingernails, lips, and ears. Headache, drowsiness, and nausea also occur. Contact with eyes causes irritation.
Fire HazardSpecial Hazards of Combustion Products: Toxic oxides of nitrogen and hydrochloric acid fumes may form.
Safety ProfileConfirmed 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 ExposureMost 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.
Carcinogenicityp-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.
ShippingUN2239 Chlorotoluidines, solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3429 Chlorotoluidines, liquid, Hazard Class: 6.1; Labels: 6.1- Poisonous materials
IncompatibilitiesIncompatible with oxidizers, strong acids; chloroformates, and acid anhydrides, isocyanates, aldehydes forming fire and explosive hazards.
Methyl 3,3',5,5'-Tetramethylbenzidine dihydrochloride ALTRENOGEST toluidine 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide CHLORO-TOLUIDINE N-[1-(2-bromophenyl)ethyl]-4-chloro-2-methylaniline N-[1-(4-bromophenyl)ethyl]-3-chloro-4-methylaniline 4-Bromo-3-chloro-2-methylaniline 3-Amino-6-bromo-2,4-dichlorotoluene N-[(5-bromothiophen-2-yl)methyl]-5-chloro-2-methylaniline N-[1-(2-bromophenyl)ethyl]-5-chloro-2-methylaniline N-[1-(2H-1,3-benzodioxol-5-yl)ethyl]-5-chloro-2-methylaniline AMINO ACIDS N-[(5-bromo-2-fluorophenyl)methyl]-3-chloro-2-methylaniline N-[1-(1,3-benzothiazol-2-yl)ethyl]-2-chloro-4-methylaniline N-[1-(1-benzofuran-2-yl)ethyl]-3-chloro-2-methylaniline N-[1-(2-bromophenyl)ethyl]-3-chloro-2-methylaniline

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