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Sigma-Aldrich

2-Chloro-4-aminotoluene

98%

Synonym(s):

3-Chloro-4-methylaniline, 3-Chloro-p-toluidine, 4-Amino-2-chlorotoluene

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About This Item

Linear Formula:
ClC6H3(CH3)NH2
CAS Number:
95-74-9
Molecular Weight:
141.60
Beilstein:
636511
EC Number:
202-446-3
MDL number:
MFCD00007773
UNSPSC Code:
12352100
PubChem Substance ID:
24854163
NACRES:
NA.22

Assay

98%

form

solid

refractive index

n20/D 1.584 (lit.)

bp

237-238 °C (lit.)

mp

24-25 °C (lit.)

density

1.167 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Cc1ccc(N)cc1Cl

InChI

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

InChI key

RQKFYFNZSHWXAW-UHFFFAOYSA-N

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Application

2-Chloro-4-aminotoluene has been used in the preparation of 2-chloro-4-cyanotoluene by Sandmeyer reaction with cuprous cyanide.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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119. Synthesis of nuclear amidino-derivatives of 5-aminoacridine.
Goldberg AA and Kelly W.
Journal of the Chemical Society, 637-641 (1947)
Randal S Stahl et al.
Journal of agricultural and food chemistry, 50(4), 732-738 (2002-02-07)
A method using a deuterated surrogate of the avicide 3-chloro-p-toluidine hydrochloride (CPTH) was developed to quantify the CPTH residues in the gastrointestinal (GI) tract and breast muscle tissues in birds collected in CPTH-baited sunflower and rice fields. This method increased
Angshuman Bagchi et al.
Computational biology and chemistry, 30(3), 227-232 (2006-05-25)
Microbial redox reactions involving inorganic sulfur compounds in the environment are one of the major reactions of the global sulfur cycle. These reactions are mediated by phylogenetically diverse prokaryotes containing the sulfur oxidizing gene cluster (sox). The sox gene cluster
David A Goldade et al.
Journal of agricultural and food chemistry, 52(26), 8074-8080 (2004-12-23)
Ring-labeled [14C]-3-chloro-4-methylaniline hydrochloride (250 microg per bird) was delivered to 21 red-winged blackbirds (Agelaius phoeniceus) and 21 dark-eyed juncos (Junco hyemalis) via oral gavage, and the distribution and excretion of radioactivity were determined at 15 and 30 min and 1
J C Hurley et al.
Journal of agricultural and food chemistry, 47(7), 2904-2907 (1999-12-20)
Stabilization of the avicide 3-chloro-p-toluidine (CPTH) on rice baits by pseudo latex polymeric coating and beta-cyclodextin inclusion was investigated. When CPTH-treated rice baits were exposed to sunlight, the CPTH formed colored compounds, which exacerbated problems with bait acceptance and efficacy.
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