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1-(4-Chlorobenzhydryl)piperazine

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1-(4-Chlorobenzhydryl)piperazine Basic information

Product Name:
1-(4-Chlorobenzhydryl)piperazine
Synonyms:
  • 1-((4-chlorophenyl)phenylmethyl)-piperazin
  • 1-(4-CHLOROBENZYLHYDRYL) PIPERAZINE
  • (1-(p-Chloro- -phenylbenzyl)-piperazine
  • Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-
  • NSC 86164
  • 1-(4-Chloro-a-phenylbenzyl)piperazine
  • 4-(α-Piperazinobenzyl)phenyl chloride
  • 1-(4-Chlorobenzhydry)piperazine
CAS:
303-26-4
MF:
C17H19ClN2
MW:
286.8
EINECS:
206-137-4
Product Categories:
  • C15 to C30
  • Building Blocks
  • C16 to C29
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Piperazine derivates
  • API intermediates
  • Aromatics
  • Metabolites & Impurities
  • Building Blocks
  • Halogenated Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Heterocycles
  • Heterocyclic Building Blocks
  • Piperazines
  • PiperazinesHeterocyclic Building Blocks
Mol File:
303-26-4.mol
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1-(4-Chlorobenzhydryl)piperazine Chemical Properties

Melting point:
65-70 °C (lit.)
Boiling point:
178-180 °C/0.5 mmHg (lit.)
Density 
1.0912 (rough estimate)
vapor pressure 
0Pa at 25℃
refractive index 
1.5749 (estimate)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
soluble in Methanol
form 
Crystalline Powder
pka
8.99±0.10(Predicted)
color 
White to light beige
Water Solubility 
144.6mg/L at 25℃
LogP
3.4 at 25℃
CAS DataBase Reference
303-26-4(CAS DataBase Reference)
NIST Chemistry Reference
Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-(303-26-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
3
RTECS 
TL1772000
Hazard Note 
Irritant
HS Code 
29339900

MSDS

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1-(4-Chlorobenzhydryl)piperazine Usage And Synthesis

Chemical Properties

White Solid

Uses

A metabolite of Cetirizine (C281100) and Hydroxyzine. Citirizine impurity A.

Uses

Cetrizine Dihydrochloride intermediate

Preparation

Preparation of 1-[(4-chlorophenyl)phenylmethyl]piperazine. (CPMP)
About 0.5 mL of DMF, 0.1 g of KI and 10 g (0.12 mol) of piperazine were mixed with 15 mL of toluene and heated to 80oC for 0.5 h. This mixture at 80oC was mixed with 4-CBC in toluene and the temperature was maintained at 80oC for a period of 2 h followed by refluxing at the same temperature for 12h. The reaction mixture was then cooled to 20oC. The toluene layer was washed twice with 20 mL of water and treated with HCl (15 mL conc. HCl in 5mL of water) at 5-10oC. The reaction mixture was filtered and the aqueous layer was separated from the filtrate. About 10 mL of toluene and 10 mL of methylene dichloride (MDC) washes were given to the aqueous layer and neutralized with 22 mL of 30 % NaOH solution at 10oC and maintained at 20oC for 2h. The solid compound formed was filtered, sucked and dried at 50oC for 3 h.Yield: 92 %; m.p: 63-65oC.

Flammability and Explosibility

Not classified

Safety Profile

An experimental teratogen.Experimental reproductive effects. When heated todecomposition it emits very toxic fumes of NOx and Clí.

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