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Merck

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
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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

Application

Undergoes cyclizations and cyclocondensations to form benzimidazoles.

pictograms

Health hazardExclamation mark

signalword

Warning

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)
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
4-Chloro-o-phenylenediamine.
Report on carcinogens : carcinogen profiles, 12, 101-102 (2011-08-19)
Synthesis, 446-446 (1992)
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

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