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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)
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.
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
E Nikodémusz et al.
Gegenbaurs morphologisches Jahrbuch, 128(5), 753-761 (1982-01-01)
Gross and microscopic changes in response to single po. doses of avicide 3-chloro-4-methyl benzamine HCl were studied in rooks (Corvus frugilegus L.) and pheasants (Phasianus colchicus L.). The observed changes followed a dose- and survival time related pattern and rooks
John J Johnston et al.
Pest management science, 61(7), 649-659 (2005-03-05)
A probabilistic model was developed to estimate target and non-target avian mortality associated with the application of the avicide CPTH (3-chloro-p-toluidine hydrochloride) to minimize sprouting rice damage in the southern USA. CPTH exposures for individual birds were predicted by random
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