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108871

Sigma-Aldrich

4-Chloro-o-phenylenediamine

97%

Synonym(s):

4-Chloro-1,2-diaminobenzene

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About This Item

Linear Formula:
ClC6H3(NH2)2
CAS Number:
Molecular Weight:
142.59
Beilstein:
508472
EC Number:
MDL number:
UNSPSC Code:
12162002
eCl@ss:
39030501
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

97%

mp

70-73 °C (lit.)

SMILES string

Nc1ccc(Cl)cc1N

InChI

1S/C6H7ClN2/c7-4-1-2-5(8)6(9)3-4/h1-3H,8-9H2

InChI key

BXIXXXYDDJVHDL-UHFFFAOYSA-N

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Application

Undergoes cyclizations and cyclocondensations to form benzimidazoles.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 58, 7016-7016 (1993)
Synthesis, 446-446 (1992)
F Staedtler et al.
Mutation research, 430(1), 121-130 (1999-12-11)
The monocyclic aromatic amine 4-chloro-o-phenylenediamine (4-C-o-PDA), a known mutagen and mouse hepatocarcinogen, was tested for its in vivo mutagenic potential in the Big Blue transgenic mouse assay system. Genomic DNA was isolated from liver tissue of control and treated animals
L Soler-Niedziela et al.
Mutation research, 259(1), 43-48 (1991-01-01)
Three structurally related compounds, 4-chloro-o-phenylenediamine (COP), 4-nitro-o-phenylenediamine (NOP) and p-phenylenediamine dihydrochloride (PPD), are used in fur dyes, inks and hair coloring formulations. COP has been reported to be carcinogenic in both rats and mice. NOP and PPD are non-carcinogens, but
4-Chloro-o-phenylenediamine.
Report on carcinogens : carcinogen profiles, 10, 59-59 (2004-08-24)

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