95-69-2 Usage
Chemical Properties
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 95-69-2 differently. You can refer to the following data:
1. Intermediate.
2. 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 tolueneN-allylated derivative via palladium-catalyzed selective monoallylation with allyl alcoholN-(4-chloro-2-methylphenyl)benzamide via reaction with benzoyl chloride
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 95-69-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 95-69:
(4*9)+(3*5)+(2*6)+(1*9)=72
72 % 10 = 2
So 95-69-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H8ClN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H3
95-69-2Relevant articles and documents
METHOD OF REDUCING AROMATIC NITRO COMPOUNDS
-
Paragraph 0328, (2022/02/26)
A method for reducing a substrate selected from 2-methyl-5-nitropyridine and methyl 4-(2-fluoro-3-nitrobenzyl)piperazine-1-carboxylate is provided catalysed by a nitroreductase and a disproportionation agent.
High yielding electrophilic amination with lower order and?higher order organocuprates: Application of acetone O-(4-Chlorophenylsulfonyl)oxime in the construction of the C?N bond at room temperature
Duran, Serdar,Korkmaz, Adem
, p. 2077 - 2087 (2021/05/27)
Electrophilic amination reaction was performed with lower order and?higher order organocuprates using acetone O-(4-Chlorophenylsulfonyl)oxime (1). It was proceeded smoothly at room temperature in the presence of organocuprates to provide the corresponding primary amines in good yields with 10 and 60 min, respectively. The primary amine yields of the electrophilic amination of bromomagnesium organocyanocuprates and dibromomagnesium diorganocyanocuprates were obtained 52–72% and 58–83%, respectively. We observed that higher order organocuprates were more successful than lower order organocuprates in the synthesis of functionalized arylamines by electrophilic amination.
Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst
Dinh, Andrew N.,Maddox, Sean M.,Vaidya, Sagar D.,Saputra, Mirza A.,Nalbandian, Christopher J.,Gustafson, Jeffrey L.
, p. 13895 - 13905 (2020/11/03)
We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chemistry to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approximately 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.
