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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:
95-83-0
Molecular Weight:
142.59
Beilstein:
508472
EC Number:
202-456-8
MDL number:
MFCD00011691
UNSPSC Code:
12162002
eCl@ss:
39030501
PubChem Substance ID:
24846834
NACRES:
NA.23

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
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335,H351

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Journal of Organic Chemistry, 58, 7016-7016 (1993)
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, 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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