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1-(4-Chlorobenzhydryl)piperazine

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
1-(4-Chlorobenzhydryl)piperazine Structure
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)
Fp >230 °F
storage temp. 2-8°C
solubility soluble in Methanol
form Crystalline Powder
pka8.99±0.10(Predicted)
color White to light beige
Water Solubility 144.6mg/L at 25℃
LogP3.4 at 25℃
CAS DataBase Reference303-26-4(CAS DataBase Reference)
NIST Chemistry ReferencePiperazine, 1-[(4-chlorophenyl)phenylmethyl]-(303-26-4)
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 Information
ProviderLanguage
1-(4-Chlorobenzhydryl)piperazine English
SigmaAldrich English
ACROS English
1-(4-Chlorobenzhydryl)piperazine Usage And Synthesis
Chemical PropertiesWhite Solid
UsesA metabolite of Cetirizine (C281100) and Hydroxyzine. Citirizine impurity A.
UsesCetrizine Dihydrochloride intermediate
PreparationPreparation 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 ExplosibilityNotclassified
Safety ProfileAn experimental teratogen.Experimental reproductive effects. When heated todecomposition it emits very toxic fumes of NOx and Clí.
2,6-Dimethylpiperazine DIMETHYLTHEXYLSILYL CHLORIDE Clocinizine N,N'-Dimethylpiperazine HYDROXYZINE PAMOATE Meclozine tert-Butyldimethylsilyl chloride 4-[(4-CHLOROPHENYL)PHENYLMETHYL]-1-PIPERAZINEETHANOL DIHYDROCHLORIDE 1-Methylpiperazine 2-Methylpiperazine 4-(Chloromethyl)benzoic acid Piperazine 2-Benzhydrylpiperidine Vinylbenzyl chloride 1-(4-Chlorobenzhydryl)piperazine 1-BENZHYDRYLPIPERAZINE 1,2-DIMETHYLHYDRAZINE DIHYDROCHLORIDE 2-Diphenylmethylpiperidine hydrochloride
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