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590711

Sigma-Aldrich

4-Chloro-2-methylaniline

98%

Synonym(s):

2-Amino-5-chlorotoluene, 4-Chloro-o-toluidine

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About This Item

Linear Formula:
ClC6H3(CH3)NH2
CAS Number:
95-69-2
Molecular Weight:
141.60
Beilstein/REAXYS Number:
878505
EC Number:
202-441-6
MDL number:
MFCD00007842
UNSPSC Code:
12352100
PubChem Substance ID:
24881294
NACRES:
NA.22

Quality Level

200

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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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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"Synthesis of halogen substituted analogues of Troger?s base"
Jensen J and Warnmark K
Synthesis, 2001(12), 1873-1877 (2001)
?Direct palladium-catalyzed selective monoallylation of
anilines using allylic alcohols?
Yang C-S, et al.
Tetrahedron Letters, 41(36), 7097-7100 (2000)
"Derivatives from Isoselenocyanates: Synthesis of 2-Phenyl-6H-[5, 1, 3] benzoselenadiazocine"
Atanassov.KP, et al.
Helvetica Chimica Acta, 87(06), 1452-1466 (2004)

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