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Cas Database

Name	(-)-4-Chlorobenzhydrylamine	EINECS	N/A
CAS No.	163837-57-8	Density	1.175g/cm³
PSA	141.08000	LogP	1.96580
Solubility	N/A	Melting Point	N/A
Formula	C₁₃H₁₂ClN	Boiling Point	336.8 °C at 760 mmHg
Molecular Weight	217.698	Flash Point	194.3 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	(-)-4-Chlorobenzhydrylamine;(-)-[(4-Chlorophenyl)phenylmethyl]amine;(R)-a-(4-Chlorophenyl)benzylamine;	Article Data	19

(-)-4-Chlorobenzhydrylamine Synthetic route

: (-)-(R)-Phenyl N-(4-chlorobenzhydryl)carbamate

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

Conditions

Conditions	Yield
With lithium hydroxide; water In acetonitrile at 50℃; for 3h; Hydrolysis;	100%

: 898231-59-9
(R)-N-((4-chlorophenyl)(phenyl)methyl)-N’,N’-dimethylsulfamide

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

Conditions

Conditions	Yield
With Trimethylenediamine for 0.5h; Microwave irradiation; enantioselective reaction;	99%
With Trimethylenediamine for 2h; microwave irradiation;	96%

: 1000693-79-7
(R)-N-tert-butyloxycarbonyl-α-(4-chlorophenyl)benzylamine

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

Conditions

Conditions	Yield
With hydrogenchloride In methanol; dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	95%
With hydrogenchloride In dichloromethane; ethyl acetate at 0℃; Schlenk technique;	88%

: 1174154-53-0
(R)-N-((4-chlorophenyl)(phenyl)methyl)benzamide

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

Conditions

Conditions	Yield
Stage #1: (R)-N-((4-chlorophenyl)(phenyl)methyl)benzamide With triphenyl phosphite; chlorine; triethylamine In chloroform at -30℃; for 3h; Inert atmosphere; Stage #2: With propan-1-ol In chloroform at -30 - 20℃; for 3h; Inert atmosphere; Stage #3: With water In methanol at 20℃; for 12h; optical yield given as %ee;	80%

: 28022-43-7
p-chlorobenzhydrylamine

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

Conditions

Conditions	Yield
With L-Tartaric acid at 30 - 90℃; Inert atmosphere;	70%
With sodium tetrahydroborate; porcine kidney D-amino acid oxidase variant I230A/R283G In aq. buffer at 30℃; for 1h; pH=9; Enzymatic reaction; stereoselective reaction;	46.2%

: 960-71-4
triphenylborane

: (1S,3S,4R)-2-(4-chlorophenylmethyl)-3-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-2-thioniabicyclo[2.2.1]heptane tetrafluoroborate

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

Conditions

Conditions	Yield
Stage #1: triphenylborane; (1S,3S,4R)-2-(4-chlorophenylmethyl)-3-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-2-thioniabicyclo[2.2.1]heptane tetrafluoroborate With lithium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane at 5℃; for 5h; Stage #2: With hydroxylamine-O-sulfonic acid	68%

: 28022-43-7
p-chlorobenzhydrylamine

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

B: 134-85-0
4-chlorobenzophenone

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

Conditions

Conditions	Yield
With hydrogenchloride; borane-ammonia complex In aq. phosphate buffer at 37℃; pH=7.8;	A n/a B n/a C 45%

: phenylmagnesium bromide

: 336105-23-8
(R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide

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

B: 163837-32-9
(S)-4-chloro-α-phenyl-benzenemethanamine

Conditions

Conditions	Yield
Stage #1: phenylmagnesium bromide; (R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide In diethyl ether at -20℃; Stage #2: With hydrogenchloride In methanol at 22℃;
Stage #1: phenylmagnesium bromide; (R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide In toluene Stage #2: With hydrogenchloride In methanol

: 474654-18-7
(R)-(+)-N-[(4-chlorophenyl)(phenyl)methyl]formamide

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

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 50℃; for 4h;

: phenylmagnesium bromide

: 2-Methyl-butane-2-sulfinic acid 1-(4-chloro-phenyl)-meth-(E)-ylideneamide

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

B: 163837-32-9
(S)-4-chloro-α-phenyl-benzenemethanamine

Conditions

Conditions	Yield
Stage #1: phenylmagnesium bromide; 2-Methyl-butane-2-sulfinic acid 1-(4-chloro-phenyl)-meth-(E)-ylideneamide In toluene Stage #2: With hydrogenchloride In methanol

(-)-4-Chlorobenzhydrylamine Specification

The (-)-4-Chlorobenzhydrylamine, with CAS registry number 163837-57-8, has the systematic name of 1-(4-chlorophenyl)-1-phenylmethanamine. Besides this, it is also called benzenemethanamine, 4-chloro-α-phenyl. And the chemical formula od this chemical is C₁₃H₁₂ClN.

Physical properties of (-)-4-Chlorobenzhydrylamine: (1)ACD/LogP: 3.39; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 3.24 Å²; (7)Index of Refraction: 1.607; (8)Molar Refractivity: 64 cm³; (9)Molar Volume: 185.2 cm³; (10)Polarizability: 25.37×10^-24cm³; (11)Surface Tension: 45.8 dyne/cm; (12)Enthalpy of Vaporization: 58 kJ/mol; (13)Vapour Pressure: 0.000109 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(cc1)C(N)c2ccccc2
(2)InChI: InChI=1/C13H12ClN/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9,13H,15H2
(3)InChIKey: XAFODXGEQUOEKN-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C13H12ClN/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9,13H,15H2
(5)Std. InChIKey: XAFODXGEQUOEKN-UHFFFAOYSA-N

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