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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
Pricing and availability is not currently available.

Quality Level

100

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[1] and cyclocondensations[2] 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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR4733
0000104510
0000083436
0000068176
0000062347

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The Journal of Organic Chemistry, 58, 7016-7016 (1993)
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
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
A F McFee et al.
Environmental and molecular mutagenesis, 14(4), 207-220 (1989-01-01)
Three pairs of structurally similar carcinogenic/non-carcinogenic chemicals were tested for in vivo genotoxic activity in B6C3F1 mice. The carcinogenic/non-carcinogenic pairs, respectively, were o-toluidine hydrochloride/o-anthranilic acid, 4-chloro-o-phenylenediamine/4-nitro-o-phenylenediamine, and 3-(chloromethyl)pyridine hydrochloride/2-(chloromethyl)pyridine hydrochloride. Bone marrow cells from mice given intraperitoneal injections of up
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