41870-82-0

Basic information

• Product Name: 2-Amino-1-(4-chlorophenyl)ethan-1-ol
• Synonyms: 2-Amino-1-(4-chlorophenyl)ethan-1-ol;AKOS BBV-002955;4-Chloro-beta-hydroxyphenethylamine 95%;2-Amino-1-(4-chlorophenyl)ethan-1-ol, 4-Chloro-beta-hydroxyphenethylamine;alpha-(Aminomethyl)-4-chlorobenzyl alcohol 95%;BENZENEMETHANOL, α-(AMINOMETHYL)-4-CHLORO-;alpha-(Aminomethyl)-4-chlorobenzylalcohol95%
• CAS NO: 41870-82-0
• Molecular Formula: C₈H₁₀ClNO
• Molecular Weight: 171.6241
• Mol File: 41870-82-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 93-96
• Appearance: /
• CAS DataBase Reference: 2-Amino-1-(4-chlorophenyl)ethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-1-(4-chlorophenyl)ethan-1-ol(41870-82-0)
• EPA Substance Registry System: 2-Amino-1-(4-chlorophenyl)ethan-1-ol(41870-82-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 41870-82-0(Hazardous Substances Data)

Usage

General Description

2-Amino-1-(4-chlorophenyl)ethan-1-ol, also known as 4-Chloro-α-methylbenzylamine, is a chemical compound with the molecular formula C8H10ClNO. It is a derivative of phenethylamine and has a structure similar to amphetamines. 2-Amino-1-(4-chlorophenyl)ethan-1-ol is mainly used as a raw material in the synthesis of pharmaceuticals and research chemicals. It is also used in the production of organic compounds and may have potential applications in medicine and industry due to its unique chemical properties. However, it is important to handle this chemical with care as it can be hazardous if not used properly.

Upstream product

• 13014-48-7 4-chlorobenzoyl cyanide 
• 99074-23-4 cyano(4-chlorophenyl)methyl acetate 
• 122-01-0 4-chloro-benzoyl chloride 
• 1073-67-2 4-vinylbenzyl chloride 
• 104-88-1 4-chlorobenzaldehyde 
• 89979-04-4 1-(4-chlorophenyl)-2-nitroethanol 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 861929-21-7 rac-2-azido-1-(4-chlorophenyl)ethanol 
• 2788-86-5 4-Chlorostyrene oxide 
• 127118-87-0 C₁₀H₈ClNO₃ 
• 13312-83-9 4-chloromandelonitrile 

Downstream Products

• 3876-10-6 5-(4-chloro-phenyl)-4,5-dihydro-oxazol-2-ylamine 
• 17528-87-9 2-(4-chlorophenyl)-2-chloroethylamine hydrochloride 
• 875305-45-6 [rac]-(4-tert-butyl-benzyl)-[2-(4-chloro-phenyl)-2-hydroxy-ethyl]-amine 
• 939757-24-1 rac-tert-butyl [2-(4-chlorophenyl)-2-hydroxyethyl]carbamate 
• 55275-63-3 N-(4-chloro-β-hydroxy-phenethyl)-benzamide 

Relevant articles and documents

Chiral-Organotin-Catalyzed Kinetic Resolution of Vicinal Amino Alcohols

A highly efficient kinetic resolution of racemic amino alcohols has been achieved for the first time with a chiral tin catalyst. A chiral organotin compound with 3,4,5-trifluorophenyl groups at the 3,3′-positions of the binaphthyl framework enabled this transformation with excellent yield and high enantioselectivity. The process tolerates aryl- and alkyl-substituted amino alcohols and a variety of other substrates, affording the corresponding products in high enantioselectivity and with s factors up to >500.

Use of a Catalytic Chiral Leaving Group for Asymmetric Substitutions at sp3-Hybridized Carbon Atoms: Kinetic Resolution of β-Amino Alcohols by p-Methoxybenzylation

A catalytic strategy was developed for asymmetric substitution reactions at sp3-hybridized carbon atoms by using a chiral alkylating agent generated in situ from trichloroacetimidate and a chiral phosphoric acid. The resulting chiral p-methoxybenzyl phosphate selectively reacts with β-amino alcohols rather than those without a β-NH functionality. The use of an electronically and sterically tuned chiral phosphoric acid enables the kinetic resolution of amino alcohols through p-methoxybenzylation with good enantioselectivity.

One-pot combination of enzyme and Pd nanoparticle catalysis for the synthesis of enantiomerically pure 1,2-amino alcohols

One-pot combinations of sequential catalytic reactions can offer practical and ecological advantages over classical multi-step synthesis schemes. In this context, the integration of enzymatic and chemo-catalytic transformations holds particular potential for efficient and selective reaction sequences that would not be possible using either method alone. Here, we report the one-pot combination of alcohol dehydrogenase-catalysed asymmetric reduction of 2-azido ketones and Pd nanoparticle-catalysed hydrogenation of the resulting azido alcohols, which gives access to both enantiomers of aromatic 1,2-amino alcohols in high yields and excellent optical purity (ee >99%). Furthermore, we demonstrate the incorporation of an upstream azidolysis and a downstream acylation step into the one-pot system, thus establishing a highly integrated synthesis of the antiviral natural product (S)-tembamide in 73% yield (ee >99%) over 4 steps. Avoiding the purification and isolation of intermediates in this synthetic sequence leads to an unprecedentedly low ecological footprint, as quantified by the E-factor and solvent demand.