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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:
878505
EC Number:
202-441-6
MDL number:
MFCD00007842
UNSPSC Code:
12352100
PubChem Substance ID:
24881294
NACRES:
NA.22

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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.)

functional group

chloro

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[1]
  • N-allylated derivative via palladium-catalyzed selective monoallylation with allyl alcohol[2]
  • N-(4-chloro-2-methylphenyl)benzamide via reaction with benzoyl chloride[3]

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

255.2 °F - closed cup

Flash Point(C)

124 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV8034
MKCW6747
MKCT8312
MKCS9869
MKCQ9406

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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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