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163837-57-8

Basic Information
CAS No.: 163837-57-8
Name: (-)-ALPHA-(4-CHLOROPHENYL)BENZYLAMINE (+)-TARTRATE SALT
Article Data: 19
Molecular Structure:
Molecular Structure of 163837-57-8 ((-)-ALPHA-(4-CHLOROPHENYL)BENZYLAMINE (+)-TARTRATE SALT)
Formula: C13H12ClN
Molecular Weight: 217.698
Synonyms: (-)-4-Chlorobenzhydrylamine;(-)-[(4-Chlorophenyl)phenylmethyl]amine;(R)-a-(4-Chlorophenyl)benzylamine;
Density: 1.175g/cm3
Boiling Point: 336.8 °C at 760 mmHg
Flash Point: 194.3 °C
PSA: 141.08000
LogP: 1.96580
Synthetic route

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

163837-57-8

(R)-(4-chlorophenyl)(phenyl)methylamine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
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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