68285-26-7

Basic information

• Product Name: Benzenemethanamine, 2-chloro-a-methyl-,(S)-
• Synonyms: (S)-1-(2-CHLOROPHENYL)ETHANAMINE-HCl;(alphaS)-2-Chloro-alpha-methylbenzenemethanamine;(S)-2-Chloro-alpha-methylbenzenemethanamine;(1S)-1-(2-CHLOROPHENYL)ETHAN-1-AMINE-HCL;(1S)-1-(2-CHLOROPHENYL)ETHAN-1-AMINE;Benzenemethamine, 2-chloro-a-methyl-,(S)-;Benzenemethanamine, 2-chloro-a-methyl-,(S)-;Benzenemethanamine, 2-chloro-α-methyl-, (αS)-
• CAS NO: 68285-26-7
• Molecular Formula: C₈H₁₀ClN
• Molecular Weight: 155.6247
• Product Categories: API intermediates
• Mol File: 68285-26-7.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 217.4 °C at 760 mmHg
• Flash Point: 93.3 °C
• Appearance: /
• Density: 1.122
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.50±0.10(Predicted)
• CAS DataBase Reference: Benzenemethanamine, 2-chloro-a-methyl-,(S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, 2-chloro-a-methyl-,(S)-(68285-26-7)
• EPA Substance Registry System: Benzenemethanamine, 2-chloro-a-methyl-,(S)-(68285-26-7)

Safety Data

• Hazardous Substances Data: 68285-26-7(Hazardous Substances Data)

Usage

General Description

Benzenemethanamine, 2-chloro-a-methyl-,(S)-, also known as S-(+)-2-chloro-α-methylbenzylamine, is a chemical compound with the molecular formula C9H12ClN. It is an organic compound and belongs to the class of alpha-methylbenzylamine. Benzenemethanamine, 2-chloro-a-methyl-,(S)- has a chiral center and exists as a pair of enantiomers, with the (S)-enantiomer being the naturally occurring form. It is widely used in organic synthesis and pharmaceutical research. Benzenemethanamine, 2-chloro-a-methyl-,(S)- has potential applications in the pharmaceutical industry for the development of drugs and medications.

Upstream product

• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 83834-86-0 N-[1-(2-chloro-phenyl)-ethyl]-formamide 
• 13524-04-4 2'-chloro-sec-phenethyl alcohol 
• 39959-67-6 1-(2-Chloro-phenyl)-ethylamine 
• 121443-77-4 N-<(S)-1-phenylethyl>(trimethylsilyl)amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 87227-77-8 bishydrochloride salt of cis-1,4-diamino-but-2-ene 
• 124-20-9 N-(3-aminopropyl)-1,4-diaminobutane 
• 109-73-9 N-butylamine 
• 1149756-73-9 2-methylpropane-2-sulfinic acid [1-(2-chlorophenyl)ethylidene]amide 
• 1239016-36-4 (R)-2-(2-chlorophenyl)propanoic acid 
• 2856-63-5 2-Chlorophenylacetonitrile 

Downstream Products

• 39959-67-6 (R)-α-(o-chlorophenyl)ethylamine 
• 121443-78-5 (1S)-N-Trimethylsilyl-1-(2-chlorophenyl)ethylamine 
• 127733-51-1 2-{[(E)-(R)-1-(2-Chloro-phenyl)-ethylimino]-methyl}-phenol 
• 121443-80-9 (S)-N-<1-(2-Chlorophenyl)ethyl>-2-(3,4-dimethoxyphenyl)acetamide 
• 126017-87-6 5-Allyl-1-[(S)-1-(2-chloro-phenyl)-ethyl]-pyrrolidin-2-one 
• 126017-77-4 1-[(S)-1-(2-Chloro-phenyl)-ethyl]-piperidine-2,6-dione 
• 121443-91-2 (S)-N-<1-(2,6-Dichlorophenyl)ethyl>-N-<2-(3,4-dimethoxyphenyl)ethyl>(3,4-dimethoxyphenyl)acetamide 
• 121443-87-6 N-[(S)-1-(2-Chloro-phenyl)-ethyl]-2-(3,4-dimethoxy-phenyl)-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide 
• 121443-90-1 (S)-N-<1-(2,6-Dichlorophenyl)ethyl>-N-<2-(3,4-dimethoxyphenyl)ethyl>-2-methylpropanamide 

Relevant articles and documents

Direct reductive amination of ketones with ammonium salt catalysed by Cp*Ir(iii) complexes bearing an amidato ligand

A series of half-sandwich Ir(iii) complexes1-6bearing an amidato bidentate ligand were conveniently synthesized and applied to the catalytic Leuckart-Wallach reaction to produce racemic α-chiral primary amines. With 0.1 mol% of complex1, a broad range of ketones, including aryl ketones, dialkyl ketones, cyclic ketones, α-keto acids, α-keto esters and diketones, could be transformed to their corresponding primary amines with moderate to excellent yields (40%-95%). Asymmetric transformation was also attempted with chiral Ir complexes3-6, and 16% ee of the desired primary amine was obtained. Despite the unsatisfactory enantio-control achieved so far, the current exploration might stimulate more efforts towards the discovery of better chiral catalysts for this challenging but important transformation.

Reductive amination of ketonic compounds catalyzed by Cp*Ir(III) complexes bearing a picolinamidato ligand

Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low temperature and exhibits excellent chemoselectivity toward primary amines.

Substituent effects on chiral resolutions of derivatized 1-phenylalkylamines by heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin GC stationary phase

Chiral resolutions of trifluoroacetyl-derivatized 1-phenylalkylamines with different type and position of substituent were investigated by capillary gas chromatography by using heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin diluted in OV-1701 as a chiral stationary phase. The influence of column temperature on retention and enantioselectivity was examined. All enantiomers of meta-substituted analytes as well as fluoro-substituted analytes could be resolved. Temperature had a favorable influence on enantioselectivity for small amines with substituents at the ortho-position. The type of substituent at the stereogenic center of amines also had a crucial effect as the ethyl group led to poor enantioseparation. Among all analytes studied, trifluoroacetyl-derivatized 1-(2′-fluorophenyl)ethylamine exhibited baseline resolution with the shortest analysis time.