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590711

Sigma-Aldrich

4-Chloro-2-methylaniline

98%

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Synonym(s):
2-Amino-5-chlorotoluene, 4-Chloro-o-toluidine
Linear Formula:
ClC6H3(CH3)NH2
CAS Number:
Molecular Weight:
141.60
Beilstein/REAXYS Number:
878505
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

refractive index

n20/D 1.583 (lit.)

bp

241 °C (lit.)

mp

24-27 °C (lit.)

density

1.19 g/mL at 25 °C (lit.)

SMILES string

Cc1cc(Cl)ccc1N

InChI

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

InChI key

CXNVOWPRHWWCQR-UHFFFAOYSA-N

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1 of 4

This Item
101621236322A45653
4-Chloro-2-methylaniline 98%

590711

4-Chloro-2-methylaniline

3-Chloro-2-methylaniline 99%

101621

3-Chloro-2-methylaniline

2-Chloro-4-aminotoluene 98%

236322

2-Chloro-4-aminotoluene

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

density

1.19 g/mL at 25 °C (lit.)

density

1.185 g/mL at 25 °C (lit.)

density

1.167 g/mL at 25 °C

density

-

mp

24-27 °C (lit.)

mp

2 °C (lit.)

mp

24-25 °C (lit.)

mp

35-37 °C (lit.)

refractive index

n20/D 1.583 (lit.)

refractive index

n20/D 1.588 (lit.)

refractive index

n20/D 1.584 (lit.)

refractive index

-

bp

241 °C (lit.)

bp

115-117 °C/10 mmHg (lit.)

bp

237-238 °C (lit.)

bp

-

Application

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 toluene
  • N-allylated derivative via palladium-catalyzed selective monoallylation with allyl alcohol
  • N-(4-chloro-2-methylphenyl)benzamide via reaction with benzoyl chloride

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Muta. 2

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

255.2 °F - closed cup

flash_point_c

124 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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"Synthesis of halogen substituted analogues of Troger?s base"
Jensen J and Warnmark K
Synthesis, 2001(12), 1873-1877 (2001)
"Derivatives from Isoselenocyanates: Synthesis of 2-Phenyl-6H-[5, 1, 3] benzoselenadiazocine"
Atanassov.KP, et al.
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?Direct palladium-catalyzed selective monoallylation of
anilines using allylic alcohols?
Yang C-S, et al.
Tetrahedron Letters, 41(36), 7097-7100 (2000)

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