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

Synonym(s):2-Amino-4′-chlorodiphenylamine

CAS NO.：68817-71-0
Empirical Formula: C12H11ClN2
Molecular Weight: 218.68
MDL number: MFCD00007686
EINECS: 272-391-8
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-24 18:12:18

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

What is N1-(4-Chlorophenyl)benzene-1,2-diamine?

The Uses of N1-(4-Chlorophenyl)benzene-1,2-diamine

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

The Uses of N1-(4-Chlorophenyl)benzene-1,2-diamine

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.

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

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

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

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.