39959-67-6

Basic information

• Product Name: 1-(2-chlorophenyl)ethanamine
• Synonyms: 1-(2-chlorophenyl)ethanamine(SALTDATA: HCl);BenzeneMethanaMine, 2-chloro-.alpha.-Methyl-;2-Chloro-α-MethylbenzylaMine;IVK/0049183;NSC173076
• CAS NO: 39959-67-6
• Molecular Formula: C₈H₁₀ClN
• Molecular Weight: 155.63
• Product Categories: Amines and Anilines;API intermediates
• Mol File: 39959-67-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 217.4 °C at 760 mmHg
• Flash Point: 93.3 °C
• Appearance: /
• Density: 1.122 g/cm³
• Vapor Pressure: 0.133mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.50±0.10(Predicted)
• CAS DataBase Reference: 1-(2-chlorophenyl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chlorophenyl)ethanamine(39959-67-6)
• EPA Substance Registry System: 1-(2-chlorophenyl)ethanamine(39959-67-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 39959-67-6(Hazardous Substances Data)

Usage

General Description

1-(2-Chlorophenyl)ethanamine, also known as 2-Chlorophenethylamine, is a chemical compound with the molecular formula C8H10ClN. It is an organic compound with a phenethylamine structure, consisting of a benzene ring with a chlorine substitution and an amino group attached to the ethyl chain. It is commonly used in the synthesis of various pharmaceuticals and research chemicals, and also has the potential for use as a psychoactive drug due to its structural similarity to amphetamines and potential effects on the central nervous system. Additionally, 1-(2-Chlorophenyl)ethanamine can act as a precursor in the production of many other organic compounds and is used in medical research and biochemical studies.

InChI:InChI=1/C8H10ClN/c1-6(10)7-4-2-3-5-8(7)9/h2-6H,10H2,1H3

Upstream product

• 13524-04-4 2'-chloro-sec-phenethyl alcohol 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 1239016-36-4 (R)-2-(2-chlorophenyl)propanoic acid 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 1149756-73-9 2-methylpropane-2-sulfinic acid [1-(2-chlorophenyl)ethylidene]amide 
• 39959-67-6 1-(2-Chloro-phenyl)-ethylamine 
• 83834-86-0 N-[1-(2-chloro-phenyl)-ethyl]-formamide 
• 87227-77-8 bishydrochloride salt of cis-1,4-diamino-but-2-ene 

Downstream Products

• 68285-26-7 (S)-α-(o-chlorophenyl)ethylamine 
• 39959-67-6 (R)-α-(o-chlorophenyl)ethylamine 
• 1131737-05-7 1-(2,6-dichlorophenyl)ethan-1-amine 
• 1637437-40-1 C₂₁H₁₉ClN₄O 

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.

N-Alkylation of Aqueous Ammonia with Alcohols Leading to Primary Amines Catalyzed by Water-Soluble N-Heterocyclic Carbene Complexes of Iridium

A new catalytic system for the N-monoalkylation of aqueous ammonia with a variety of alcohols was developed. Water-soluble dicationic complexes of iridium bearing N-heterocyclic carbene and diammine ligands exhibited high catalytic activity for this type of reaction on the basis of hydrogen-transfer processes without generating harmful or wasteful byproducts. Various primary amines were efficiently synthesized by using safe, inexpensive, and easily handled aqueous ammonia as a nitrogen source. For example, the reaction of 1-(4-methylphenyl)ethanol with aqueous ammonia in the presence of a water-soluble N-heterocyclic carbene complex of iridium at 150 °C for 40 h gave 1-(4-methylphenyl)ethylamine in 83 % yield.