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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

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

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

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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?Direct palladium-catalyzed selective monoallylation of
anilines using allylic alcohols?
Yang C-S, et al.
Tetrahedron Letters, 41(36), 7097-7100 (2000)
"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.
Helvetica Chimica Acta, 87(06), 1452-1466 (2004)

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