932-96-7

Basic information

• Product Name: 4-Chloro-N-methylaniline
• Synonyms: N-(P-CHLOROBENZYL)METHYLAMINE;4-chloro-n-methyl-benzenamin;4-Chloro-N-methylbenzenamine;Aniline, p-chloro-N-methyl-;N-(4-Chlorophenyl)-N-methylamine;N-Methyl-4-chloroaniline;N-Methyl-p-chloroaniline;p-chloro-n-methyl-anilin
• CAS NO: 932-96-7
• Molecular Formula: C₇H₈ClN
• Molecular Weight: 141.6
• EINECS: 213-262-8
• Product Categories: Benzene derivatives;Amines;C7;Nitrogen Compounds
• Mol File: 932-96-7.mol
• Article Data: 129

Chemical Properties

• Boiling Point: 239 °C(lit.)
• Flash Point: 125 °F
• Appearance: clear yellow to yellow-brown liquid
• Density: 1.169 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0372mmHg at 25°C
• Refractive Index: n20/D 1.584(lit.)
• Storage Temp.: Flammables area
• PKA: pK1: 3.9(+1) (25°C)
• BRN: 2205846
• CAS DataBase Reference: 4-Chloro-N-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-N-methylaniline(932-96-7)
• EPA Substance Registry System: 4-Chloro-N-methylaniline(932-96-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 10-36/37-36/37/38-20/21/22
• Safety Statements: 16-26-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: CX9857900
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 932-96-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H8ClN/c1-9-7-4-2-6(8)3-5-7/h2-5,9H,1H3

Upstream product

• 112160-74-4 acetic acid-(2,4,N-trichloro-anilide) 
• 100-61-8 N-methylaniline 
• 32368-26-6 p-Chloro-N-methyltrifluoroacetanilide 
• 7647-01-0 hydrogenchloride 
• 6880-03-1 N-Methyl-N-phenyl-O-benzylhydroxylamine 
• 106-47-8 4-chloro-aniline 
• 141814-27-9 2-(2-Methoxyethoxy)ethyl methyl carbonate 
• 698-69-1 4-chloro-N,N-dimethylaniline 
• 109-72-8 n-butyllithium 
• 1430333-36-0 C₁₆H₁₄ClNOS 
• 67-56-1 methanol 
• 21368-28-5 4-chlorobenzoyl azide 
• 74-11-3 para-chlorobenzoic acid 
• 208176-50-5 N-(4-chlorophenyl)-N-cyclopropylmethylamine 

Downstream Products

• 99187-64-1 N-(4-chloro-phenyl)-N,N',N'-trimethyl-urea 
• 67103-25-7 C₁₈H₁₅ClN₂O₄ 
• 64062-72-2 3-(2-Methoxy-aethoxy-carbonyl-amino)-phenyl-N-methyl-4-chlor-carbanilat 
• 125519-88-2 N-(4-chlorophenyl)-N,2-dimethylcyclohex-1-en-1-amine 
• 155886-46-7 2-<2-amino>acetylaminobenzoesaeure 
• 186789-60-6 methyl 3-((4-chlorophenyl)(methyl)amino)-3-oxopropanoate 
• 15950-17-1 4-chloro-N-methyl-2-nitroaniline 
• 272109-88-3 (4-bromo-phenylsulfanylmethyl)-(4-chloro-phenyl)-methyl-amine 
• 272109-85-0 (4-chloro-phenyl)-methyl-p-tolylsulfanylmethyl-amine 
• 272109-87-2 (4-chloro-phenyl)-(4-chloro-phenylsulfanylmethyl)-methyl-amine 
• 169543-35-5 (N-methyl-4-chloroanilinomethyl)-(4-chlorophenyl)-ketone 

Relevant articles and documents

CO2-tuned highly selective reduction of formamides to the corresponding methylamines

We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.

Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes

Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(O^N^C^N)] under visible-light (410 nm) irradiation, affording anti-Markovnikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt(O^N^C^N)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.

Synthesis of N-Alkyl Anilines from Arenes via Iron-Promoted Aromatic C-H Amination

We report both an intermolecular C-H amination of arenes to access N-methylanilines and an intramolecular variant for the synthesis of tetrahydroquinolines. A newly developed, highly electrophilic aminating reagent was key for the direct synthesis of unprotected N-methylanilines from simple arenes. The reactions display a broad functional group tolerance and employ catalytic amounts of a benign iron salt under mild reaction conditions.