(-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine supplier

Name
(-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine
EINECS
CAS No. 300543-56-0
Article Data10
CAS DataBase
Density 1.158
Solubility Soluble in chloroform, methanol, and dichloromethane. Slightly soluble in water.
Melting Point 91-93oC
Formula C17H19 Cl N2
Boiling Point 409.1oC at 760 mmHg
Molecular Weight 286.804
Flash Point 193.3oC
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine;(R)-1-(p-Chlorobenzhydryl)piperazine
PSA 15.27000
LogP 3.60130

Synthetic route

: 1161573-31-4
(R)-(-)-1-[(4-chlorophenyl)phenylmethyl]piperazine N-acetyl-L-phenylalanine salt

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water at 20℃; for 12.5h; Product distribution / selectivity;	99%
With sodium hydroxide; water In ethyl acetate Product distribution / selectivity;	90%

: 943987-59-5
(-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methoxyphenyl)sulfonyl]piperazine

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methoxyphenyl)sulfonyl]piperazine With hydrogen bromide; acetic acid at 70 - 75℃; for 3h; Industry scale; Stage #2: With sodium hydroxide In water at 0 - 35℃; pH=~ 12 - ~ 14; Product distribution / selectivity; Industry scale;	92.7%

: 942283-97-8
(-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine With hydrogen bromide; acetic acid; 4-hydroxy-benzoic acid at 25℃; for 17h; Stage #2: With sodium hydroxide In water Product distribution / selectivity;	84.8%

: 821-48-7
bis-(2-chloroethyl)amine hydrochloride

: 163837-57-8
(R)-(4-chlorophenyl)(phenyl)methylamine

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: bis-(2-chloroethyl)amine hydrochloride; (R)-(4-chlorophenyl)(phenyl)methylamine With N-ethyl-N,N-diisopropylamine for 3h; Heating / reflux; Stage #2: With diethylamine at 60℃; for 5h; Heating / reflux; Stage #3: With sodium hydroxide; water pH=10 - 11;
Stage #1: bis-(2-chloroethyl)amine hydrochloride; (R)-(4-chlorophenyl)(phenyl)methylamine With N-ethyl-N,N-diisopropylamine for 3h; Reflux; Stage #2: With diethylamine at 60℃; Reflux;

: 941576-99-4
(R)-(+)-4-(4-chlorophenyl)-phenylmethyl-piperazine-1-carboxylic acid-2,2,2-trichloroethylester

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water In isopropyl alcohol at 20 - 100℃; Product distribution / selectivity;

: 1136010-90-6
C24H23ClN2O2

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water In isopropyl alcohol for 3 - 3.5h; Product distribution / selectivity; Heating / reflux;	n/a

: 1155402-57-5
C25H25ClN2O2

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water In isopropyl alcohol for 1.5h; Product distribution / selectivity; Heating / reflux;

: 1155402-66-6
C25H25ClN2O3

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water In isopropyl alcohol for 2.75h; Product distribution / selectivity; Heating / reflux;

: 1155402-68-8
C24H22ClN3O4

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water In isopropyl alcohol at 50℃; for 3.5h; Product distribution / selectivity;

: 1136010-92-8
C25H25ClN2O2

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide; water In isopropyl alcohol at 100℃; for 5h; Product distribution / selectivity;

: 1092460-01-9
(-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(phenyl)sulfonyl]piperazine

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(phenyl)sulfonyl]piperazine With hydrogen bromide; acetic acid at 25 - 60℃; for 5h; Stage #2: With water; sodium hydroxide In toluene

: 1228582-98-6
C28H37ClN2O2*H2O4S

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: C28H37ClN2O2*H2O4S With sulfuric acid In isopropyl alcohol at 20 - 90℃; Stage #2: With sodium hydroxide In di-isopropyl ether; water; isopropyl alcohol

: C28H37ClN2O2*(x)H2O4S

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Stage #1: C28H37ClN2O2*(x)H2O4S With sulfuric acid; isopropyl alcohol at 20 - 90℃; Stage #2: With sodium hydroxide In water pH=8;

: 163837-57-8
(R)-(4-chlorophenyl)(phenyl)methylamine

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / 128 - 130 °C 2: potassium hydroxide / isopropyl alcohol / 9 h / 80 - 85 °C View Scheme

: C2H2O4*C17H19ClN2

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With sodium hydroxide In water at 65 - 70℃; for 0.5h;

: 1391851-21-0
C22H27ClN2O2

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With potassium hydroxide In isopropyl alcohol at 80 - 85℃; for 9h;

: 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid In dichloromethane at 10℃; for 3h; Inert atmosphere;

: 31250-08-5
2-chloroethyl cyanomethyl ether

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinil]ethoxy]-acetonitrile dihydrochloride

Conditions

Conditions	Yield
Stage #1: 2-chloroethyl cyanomethyl ether; (R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine With sodium carbonate; potassium iodide In acetonitrile at 110 - 115℃; for 20h; Stage #2: With hydrogenchloride In acetonitrile for 0.333333h; pH=0.5 - 1;	95%

: 107-07-3
2-chloro-ethanol

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 705289-61-8
(+)-[2-[4-[(4-chlorophenyl)-phenyl methyl]-1-piperazinyl]]ethanol

Conditions

Conditions	Yield
With triethylamine at 80 - 105℃; for 5.5 - 6h; Industry scale;	90.49%
With sodium carbonate; potassium iodide In toluene for 24h; Reflux;

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 130018-77-8
levocetirizine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydride In N,N-dimethyl-formamide at 95℃; for 5h; Inert atmosphere;	86.5%

: 109-70-6
1,3-chlorobromopropane

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 942132-43-6
C20H24Cl2N2

Conditions

Conditions	Yield
With triethylamine In toluene at 55℃;	70%

: tert-butyl-[4-(5-chloromethyl-tetrahydro-furan-2-yl)-but-3-ynyloxy]-dimethyl-silane

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

A: 1-{(2S,5S)-5-[4-(tert-Butyl-dimethyl-silanyloxy)-but-1-ynyl]-tetrahydro-furan-2-ylmethyl}-4-[(R)-(4-chloro-phenyl)-phenyl-methyl]-piperazine

B: 1-{(2S,5R)-5-[4-(tert-Butyl-dimethyl-silanyloxy)-but-1-ynyl]-tetrahydro-furan-2-ylmethyl}-4-[(R)-(4-chloro-phenyl)-phenyl-methyl]-piperazine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide; toluene Heating;	A 36% B n/a

...Expand

: 144-62-7
oxalic acid

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: C2H2O4*C17H19ClN2

Conditions

Conditions	Yield
In ethanol at 5 - 20℃; Product distribution / selectivity;	16.2%
In ethanol; ethyl acetate at 5 - 20℃; Product distribution / selectivity;	n/a
In ethanol; ethyl acetate at 5 - 20℃; Product distribution / selectivity;	n/a
In isopropyl alcohol at 80 - 85℃; for 0.5h;

: C7H8N2O4

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: C24H27ClN4O3

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol

: C10H10N2O4

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: C27H29ClN4O3

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol

: 708263-47-2
C10H10N2O4

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: C27H29ClN4O3

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol

: tert-butyl-[4-(5-chloromethyl-tetrahydro-furan-2-yl)-but-3-ynyloxy]-dimethyl-silane

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

A: 1-{(2R,5S)-5-[4-(tert-Butyl-dimethyl-silanyloxy)-but-1-ynyl]-tetrahydro-furan-2-ylmethyl}-4-[(R)-(4-chloro-phenyl)-phenyl-methyl]-piperazine

B: 1-{(2R,5R)-5-[4-(tert-Butyl-dimethyl-silanyloxy)-but-1-ynyl]-tetrahydro-furan-2-ylmethyl}-4-[(R)-(4-chloro-phenyl)-phenyl-methyl]-piperazine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide; toluene Heating;

...Expand

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 299461-25-9
4-[4-(2-Bromoethoxy)phenyl]but-3-yn-1-ol

: 299461-26-0
4-[4-(2-{4-[(R)-(4-Chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-ethoxy)-phenyl]-but-3-yn-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 802982-14-5
4-[4-(3-bromo-propoxy)-phenyl]-but-3-yn-1-ol

: 299461-37-3
4-[4-(3-{4-[(R)-(4-Chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-propoxy)-phenyl]-but-3-yn-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 299461-39-5
4-[4-(4-bromo-butoxy)-phenyl]-but-3-yn-1-ol

: 4-[4-(4-{4-[(R)-(4-Chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-butoxy)-phenyl]-but-3-yn-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide

: 4480-83-5
1,4-dioxane-2,6-dione

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 1058165-14-2
R-2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)-2-oxoethoxy)acetic acid

Conditions

Conditions	Yield
Stage #1: 1,4-dioxane-2,6-dione; (R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine In acetonitrile for 12h; Heating / reflux; Stage #2: With sodium hydroxide; water In dichloromethane for 0.333333h; Stage #3: In dichloromethane; water pH=4 - 4.5; Product distribution / selectivity; Acidic conditions;
Stage #1: 1,4-dioxane-2,6-dione; (R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine With tetrabutylammomium bromide In dimethyl sulfoxide for 10h; Stage #2: With sodium hydroxide; water In Isopropyl acetate pH=10; Stage #3: In Isopropyl acetate; water pH=4 - 4.5; Product distribution / selectivity; Acidic conditions;
With tetrabutylammomium bromide In dimethyl sulfoxide for 10h; Product distribution / selectivity;

: 107-04-0
1-Bromo-2-chloroethane

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: C19H22Cl2N2

Conditions

Conditions	Yield
With triethylamine In toluene at 55℃;

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 1159975-50-4
C28H30ClN5O2S2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / toluene / 55 °C 2: potassium carbonate; triethylamine / acetone / Reflux View Scheme

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 1159975-51-5
C31H35ClN6O2S

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / toluene / 55 °C 2: potassium carbonate; triethylamine / acetone / Reflux View Scheme

(-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine Chemical Properties

Systematic Name: 1-[(4-Chlorophenyl)(phenyl)methyl]piperazine
Synonyms of (-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine (CAS NO.300543-56-0): (R)-1-(p-Chlorobenzhydryl)piperazine
CAS NO: 300543-56-0
Molecular Formula: C₁₇H₁₉ClN₂
Molecular Weight: 286.80
Molecular Structure:
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 6.48Å²
Index of Refraction: 1.592
Molar Refractivity: 83.82 cm³
Molar Volume: 247.6 cm³
Surface Tension: 44 dyne/cm
Density: 1.158 g/cm³
Flash Point: 193.3 °C
Enthalpy of Vaporization: 66.12 kJ/mol
Boiling Point: 409.1 °C at 760 mmHg
Vapour Pressure: 6.66E-07 mmHg at 25°C
SMILES: Clc1ccc(cc1)C(c2ccccc2)N3CCNCC3
InChI: InChI=1/C17H19ClN2/c18-16-8-6-15(7-9-16)17(14-4-2-1-3-5-14)20-12-10-19-11-13-20/h1-9,17,19H,10-13H2
InChIKey: UZKBSZSTDQSMDR-UHFFFAOYAS
Std. InChI: InChI=1S/C17H19ClN2/c18-16-8-6-15(7-9-16)17(14-4-2-1-3-5-14)20-12-10-19-11-13-20/h1-9,17,19H,10-13H2
Std. InChIKey: UZKBSZSTDQSMDR-UHFFFAOYSA-N

Product Name

(-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine

Synthetic route

(-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine Chemical Properties

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