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Sigma-Aldrich

N-Methyl-3-chloroaniline

97%

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About This Item

Linear Formula:
ClC6H4NHCH3
CAS Number:
Molecular Weight:
141.60
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.5840 (lit.)

bp

243-244 °C (lit.)

density

1.156 g/mL at 25 °C (lit.)

SMILES string

CNc1cccc(Cl)c1

InChI

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

InChI key

WFGYSQDPURFIFL-UHFFFAOYSA-N

General description

N-Methyl-3-chloroaniline, also known as 3-chloro-N-methylaniline, is a secondary amine. It can undergo C3 borylation in the presence of an iridium catalyst.

Application

N-Methyl-3-chloroaniline may be used as a starting material in the preparation of:2
  • N

  • -(2-bromoethyl)-N-methyl-3-chloroaniline
  • 2-[2-(N-methyl-3-chloroanilino)ethyl]-1,3-isoindolinedione
  • N1-(3-chlorophenyl)-N1-methyl-1,2-ethanediamine dihydrochloride

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

>230.0 °F - closed cup

flash_point_c

> 110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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A Traceless Directing Group for C-H Borylation.
Preshlock SM
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 125(49), 13153-13157 (2013)
Effect of modifications of the alkylpiperazine moiety of trazodone on 5HT2A and alpha1 receptor binding affinity.
Giannangeli, M
Medicinal Chemistry, 42 (3), 336-345 (1999)
M Giannangeli et al.
Journal of medicinal chemistry, 42(3), 336-345 (1999-02-13)
A series of triazolopyridine derivatives (compounds 2a-l) were synthesized in order to explore the effect of modifications of the alkylpiperazine moiety of trazodone (fragment A) on binding affinity for 5HT2A and alpha1 receptors. All of the synthesized compounds show a

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