108871
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
NACRES:
NA.23
PubChem Substance ID:
eCl@ss:
39030501
UNSPSC Code:
12162002
EC Number:
202-456-8
MDL number:
Beilstein/REAXYS Number:
508472
InChI key
BXIXXXYDDJVHDL-UHFFFAOYSA-N
InChI
1S/C6H7ClN2/c7-4-1-2-5(8)6(9)3-4/h1-3H,8-9H2
SMILES string
Nc1ccc(Cl)cc1N
assay
97%
mp
70-73 °C (lit.)
Quality Level
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Related Categories
Application
Undergoes cyclizations and cyclocondensations to form benzimidazoles.
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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The Journal of Organic Chemistry, 58, 7016-7016 (1993)
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
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
4-Chloro-o-phenylenediamine.
Report on carcinogens : carcinogen profiles, 12, 101-102 (2011-08-19)
Oz Malkesman et al.
The international journal of neuropsychopharmacology, 15(8), 1135-1148 (2011-09-13)
Research suggests that dysfunctional glutamatergic signalling may contribute to depression, a debilitating mood disorder affecting millions of individuals worldwide. Ketamine, a N-methyl-D-aspartate (NMDA) receptor antagonist, exerts rapid antidepressant effects in approximately 70% of patients. Glutamate evokes the release of D-serine
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