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N1-(4-Chlorophenyl)benzene-1,2-diamine

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N1-(4-Chlorophenyl)benzene-1,2-diamine Basic information

Product Name:
N1-(4-Chlorophenyl)benzene-1,2-diamine
Synonyms:
  • 2-AMINO-4'-CHLORODIPHENYLAMINE
  • TIMTEC-BB SBB003366
  • N-(4-CHLOROPHENYL)-1,2-PHENYLENEDIAMINE
  • N-(4-chlorophenyl)benzene-1,2-diamine
  • N-(4-CHLOROPHENYL)-1,2-BENZENEDIAMINE
  • (2-aminophenyl)(4-chlorophenyl)amine(SALTDATA: FREE)
  • 1,2-Benzenediamine, N-(4-chlorophenyl)-
  • N1-(4-Chlorophenyl)benzene-1,2-diaMine
CAS:
68817-71-0
MF:
C12H11ClN2
MW:
218.68
EINECS:
272-391-8
Mol File:
68817-71-0.mol
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N1-(4-Chlorophenyl)benzene-1,2-diamine Chemical Properties

Melting point:
117-119 °C(lit.)
Boiling point:
357.0±27.0 °C(Predicted)
Density 
1.288±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
4.90±0.10(Predicted)
InChI
InChI=1S/C12H11ClN2/c13-9-5-7-10(8-6-9)15-12-4-2-1-3-11(12)14/h1-8,15H,14H2
InChIKey
WEUBIWJPIRTWDF-UHFFFAOYSA-N
SMILES
C1(NC2=CC=C(Cl)C=C2)=CC=CC=C1N
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2921599090

MSDS

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N1-(4-Chlorophenyl)benzene-1,2-diamine Usage And Synthesis

Uses

N-(4-Chlorophenyl)-1,2-phenylenediamine is a reagent in the synthesis of clofazimine analogs as antileishmanials and antiplasmodials.

Uses

N-(4-Chlorophenyl)-1,2-phenylenediamine (2-Amino-4′-chlorodiphenylamine) was used in preparation of N-(p-chloro)phenylbenzimidazolin-2-one and monoaminophenazine dyes.

Synthesis

To a mixture of EtOH (100 ml) and NH4C1 saturated solution (15 ml), N-(4-chlorophenyl)-2-nitrobenzenamine (5.0 g, 20.1 mmol) was added, followed by iron powder (4.0 g). The reaction mixture was heated at 70 °C for 2h. The solid was filtered, and the filtrate was extracted by EA (100 mL x 3) and dried over Na2S04. After the solvent was removed, the mixture was purified by Combi-flash (PE: EA = 5 : 1) to give N1-(4-Chlorophenyl)benzene-1,2-diamine (4.1 g, 93.2 percent) as a light yellow solid.

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