Piperazine,1-[bis(4-chlorophenyl)methyl]- supplier

Name
1-(4,4'-DICHLOROBENZHYDRYL)PIPERAZINE
EINECS
CAS No. 27469-61-0
Article Data12
CAS DataBase
Density 1.237 g/cm³
Solubility
Melting Point 107 °C
Formula C₁₇H₁₈Cl₂N₂
Boiling Point 425.4 °C at 760 mmHg
Molecular Weight 321.249
Flash Point 211.1 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Piperazine,1-[bis(p-chlorophenyl)methyl]- (6CI,8CI);1-[Bis(4-chlorophenyl)methyl]piperazine;4-[Bis(4-chlorophenyl)methyl]piperazine;NCI 142496;NSC 142496;
PSA 15.27000
LogP 4.25470

Synthetic route

: 154544-61-3
ethyl <4-(bis (4-chlorophenyl) methyl)-1-piperazinyl> carboxylate

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 72h; Heating;	96%

: 119-56-2
(4-chlorophenyl)phenylmethanol

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

Conditions

Conditions	Yield
In dichloromethane	88.4%
In dichloromethane	88.4%
In dichloromethane	88.4%
In dichloromethane	88.4%
In dichloromethane	88.4%

: 110-85-0
piperazine

: 782-08-1
chlorobis(4-chlorophenyl)methane

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

Conditions

Conditions	Yield
In acetonitrile at 90℃; for 16h;	74%
In acetonitrile Reflux;	68%
In acetonitrile for 2h; Heating;	60%

: 90-97-1
4,4'-dichlorobenzophenone

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 98 percent / SOCl2 / cyclohexane / 24 h / Heating 2: 19 percent / K2CO3 / tetrahydrofuran / 14 h / Heating 3: 96 percent / 10percent aq. NaOH / methanol / 72 h / Heating View Scheme
Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C 2: acetonitrile / Reflux View Scheme

: 782-08-1
chlorobis(4-chlorophenyl)methane

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 19 percent / K2CO3 / tetrahydrofuran / 14 h / Heating 2: 96 percent / 10percent aq. NaOH / methanol / 72 h / Heating View Scheme

: 90-98-2
4,4'-Dichlorobenzophenone

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaBH4 / methanol 2: 98 percent / SOCl2 / cyclohexane / 24 h / Heating 3: 19 percent / K2CO3 / tetrahydrofuran / 14 h / Heating 4: 96 percent / 10percent aq. NaOH / methanol / 72 h / Heating View Scheme
Multi-step reaction with 3 steps 1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.5 h / 0 °C 2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C 3: acetonitrile / Reflux View Scheme

: 2942-59-8
2-chloronicotinic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-chloropyridin-3-yl)methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	99%

: 6313-54-8
2-chloroisonicotinic acid,

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-chloropyridin-4-yl)methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	98%

: 213774-42-6
N-(2-Hydroxyethyl)-5-chloropentanesulfonamide

: 7285-11-2
chloroform methanol

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: N-(2-hydroxyethyl)-5-[4-[bis(4-chlorophenyl)methyl]-1-piperazinyl]pentanesulfonamide

Conditions

Conditions	Yield
In water; N-ethyl-N,N-diisopropylamine	97.5%

...Expand

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 116465-48-6
2,5‐difluoro‐4‐nitrobenzoic acid

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2,5-difluoro-4-nitrophenyl)methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	96%

: 213774-30-2
N-(2-Hydroxyethyl)-6-chlorohexanesulfonamide

: 7285-11-2
chloroform methanol

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: N-(2-hydroxyethyl)-6-[4-[bis(4-chlorophenyl)methyl]-1-piperazinyl]hexanesulfonamide

Conditions

Conditions	Yield
In water; N-ethyl-N,N-diisopropylamine	92.2%

...Expand

: 4298-52-6
2-ethynyl-thiophene

: 50-00-0
formaldehyd

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 105314-56-5
1--4-<3-(2-thienyl)-2-propynyl>piperazine

Conditions

Conditions	Yield
copper(II) sulfate In tetrahydrofuran for 5.75h; Heating;	91%

...Expand

: 35730-09-7
2,5-difluorobenzoyl chloride

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: {4-[bis-(4-chlorophenyl)-methyl]piperazin-1-yl}-(2,5-difluorophenyl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	90%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 403-43-0
4-fluorobenzoyl chloride

: {4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}-(4-fluorophenyl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	90%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 1711-07-5
3-fluorobenzoyl chloride

: {4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}-(3-fluorophenyl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	90%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 393-52-2
2-Fluorobenzoyl chloride

: {4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}-(2-fluorophenyl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	90%

: [3-(diphenylmethyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]acetic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 1-benzhydryl-3-(2-{4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}-2-oxoethyl)imidazolidin-2-one

Conditions

Conditions	Yield
Stage #1: [3-(diphenylmethyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]acetic acid; 1-(4,4'-dichloro-benzhydryl)-piperazine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 5h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water	89%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 5006-22-4
Cyclobutanecarbonyl chloride

: {4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}cyclobutylmethanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	88%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 638-29-9
n-valeryl chloride

: 1-{4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}pentan-1-one

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	85%

: 590-93-2
2-Butynoic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 1-(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)but-2-yn-1-one

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	82%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 2251-65-2
3-(Trifluoromethyl)benzoyl chloride

: {4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}-(3-trifluoromethylphenyl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	81%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 471-25-0
Propiolic acid

: 1-(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)prop-2-yn-1-one

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;	81%

: 49609-84-9
2-Chloronicotinoyl chloride

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-chloropyridin-3-yl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	79%

: 5-methyl-4-nitroisoxazole-3-carbonyl chloride

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 1360705-96-9
(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(5-methyl-4-nitroisoxazol-3-yl)methanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h;	74%

: 5683-31-8
3-(trimethylsilyl)prop-2-ynoic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 1-(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)-3-(trimethylsilyl)prop-2-yn-1-one

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide at 20℃; for 1h;	74%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 1794-48-5
1-bromo-3-phenylprop-2-yne

: 137242-74-1
1--4-(3-phenyl-2-propynyl)piperazine

Conditions

Conditions	Yield
With sodium carbonate; potassium iodide In toluene for 1.5h;	72%

: 785-56-8
3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: {4-[bis-(4-chlorophenyl)methyl]piperazin-1-yl}-(3,5-ditrifluoromethylphenyl)methanone

Conditions

Conditions	Yield
With dmap; triethylamine In 1,2-dichloro-ethane at 20℃;	72%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 501-53-1
benzyl chloroformate

: 1028991-80-1
benzyl 4-(bis(4-chlorophenyl)methyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	70%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 3970-35-2
2-chloro-3-nitrobezoic acid

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-chloro-3-nitrophenyl)methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	64%

: 107-93-7
(E)-but-2-enoic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: (E)-1-(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)but-2-en-1-one

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	63%

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 98-89-5
Cyclohexanecarboxylic acid

: 1028991-49-2
C24H28Cl2N2O

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃;	62%

: 32315-10-9
bis(trichloromethyl) carbonate

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: 93496-85-6
methyl d,l-2-hydroxy-3,3,3-trifluoropropionate

: 1446817-38-4
1,1,1-trifluoro-3-methoxy-3-oxopropan-2-yl 4-(bis(4-chlorophenyl)methyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; methyl d,l-2-hydroxy-3,3,3-trifluoropropionate With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Stage #2: 1-(4,4'-dichloro-benzhydryl)-piperazine In dichloromethane for 2h;	62%

...Expand

: 7304-32-7
2-fluoro-5-nitrobenzoic acid

: 27469-61-0
1-(4,4'-dichloro-benzhydryl)-piperazine

: (4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-fluoro-5-nitrophenyl)methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	59%

Piperazine,1-[bis(4-chlorophenyl)methyl]- Specification

The Piperazine,1-[bis(4-chlorophenyl)methyl]-, with the CAS registry number 27469-61-0, is also known as 4-[Bis(4-chlorophenyl)methyl]piperazine. This chemical's molecular formula is C₁₇H₁₈Cl₂N₂ and molecular weight is 321.24. What's more, its systematic name is 1-[bis(4-chlorophenyl)methyl]piperazine.

Physical properties of Piperazine,1-[bis(4-chlorophenyl)methyl]- are: (1)ACD/LogP: 4.04; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 6.48 Å²; (7)Index of Refraction: 1.599; (8)Molar Refractivity: 88.71 cm³; (9)Molar Volume: 259.5 cm³; (10)Surface Tension: 45.7 dyne/cm; (11)Density: 1.237 g/cm³; (12)Flash Point: 211.1 °C; (13)Enthalpy of Vaporization: 68.01 kJ/mol; (14)Boiling Point: 425.4 °C at 760 mmHg; (15)Vapour Pressure: 1.91E-07 mmHg at 25°C.

Preparation: this chemical can be prepared by 4,4'-dichloro-benzhydryl chloride, piperazine by heating. This reaction will need solvent acetonitrile with the reaction time of 2 hours. The yield is about 60%.

Uses of Piperazine,1-[bis(4-chlorophenyl)methyl]-: it can be used to produce 1-[bis-(4-chloro-phenyl)-methyl]-4-(3-thiophen-2-yl-prop-2-ynyl)-piperazine by heating. It will need solvent tetrahydrofuran with the reaction time of 345 min. This reaction will also need catalyst anhydrous CuSO₄. The yield is about 95%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(cc1)C(c2ccc(Cl)cc2)N3CCNCC3
(2)InChI: InChI=1S/C17H18Cl2N2/c18-15-5-1-13(2-6-15)17(21-11-9-20-10-12-21)14-3-7-16(19)8-4-14/h1-8,17,20H,9-12H2
(3)InChIKey: PTLFMGDNZYQISN-UHFFFAOYSA-N

Product Name

1-(4,4'-DICHLOROBENZHYDRYL)PIPERAZINE

Synthetic route

Piperazine,1-[bis(4-chlorophenyl)methyl]- Specification

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