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528854

Sigma-Aldrich

4-Chloro-3-methylaniline

98%

Synonym(s):

4-Chloro-m-toluidine

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About This Item

Linear Formula:
ClC6H3(CH3)NH2
CAS Number:
7149-75-9
Molecular Weight:
141.60
MDL number:
MFCD00066332
UNSPSC Code:
12352100
PubChem Substance ID:
24877620

Quality Level

200

Assay

98%

mp

82-86 °C (lit.)

SMILES string

Cc1cc(N)ccc1Cl

InChI

1S/C7H8ClN/c1-5-4-6(9)2-3-7(5)8/h2-4H,9H2,1H3

InChI key

HIHCTGNZNHSZPP-UHFFFAOYSA-N

General description

4-Chloro-3-methylaniline is halogenated aniline. It undergoes diazotization reaction with fluoroboric acid to afford 4-chloro-3-tolylphosphonic acid and bis(4-chloro-3-tolyl)phosphinic acid.

Application

4-Chloro-3-methylaniline may be used to synthesize:
  • 4-chloro-3-tolylphosphonic acid
  • bis(4-chloro-3-tolyl)phosphinic acid
  • 4-chloro-3-methylbenzenesulfonyl chloride
  • N-(4-chloro-3-methylphenyl)succinamic acid

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
1439915V
BCBF8743V
1439915
10198PJ
19726EE

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Dialkyl Esters of Acylphosphonic Acids1
Berlin K, et al.
The Journal of Organic Chemistry, 30(4), 1265-1267 (1965)
N-(4-Chloro-3-methylphenyl) succinamic acid.
Chaithanya U, et al.
Acta Crystallographica Section E, Structure Reports Online, 68(7), o2003-o2003 (2012)
Irreversible enzyme inhibitors. CLXXVIII. Active-site-directed irreversible inhibitors of dihydrofolate reductase derived from 1-(4-benzyloxy-3-chlorophenyl)-4, 6-diamino-1, 2-dihydro-2, 2-dimethyl-s-triazine with a terminal sulfonyl fluoride.
Baker BR and Ashton WT.
Journal of Medicinal Chemistry, 13(6), 1161-1165 (1970)
Problems of Orientation in Arylphosphonic Acids. I. 3-Chloro-4-tolylphosphonic Acid1.
Freedman LD and Doak GO.
The Journal of Organic Chemistry, 30(4), 1263-1265 (1965)
Fourier transform infrared and FT-Raman spectral analysis and ab initio calculations for 4-chloro-2-methylaniline and 4-chloro-3-methylaniline.
Arjunan V and Mohan S.
Journal of Molecular Structure, 892(1), 289-299 (2008)

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