213990-63-7

Basic information

• Product Name: (S)-2-Chlorophenylglycinol
• Synonyms: (S)-b-AMino-2-chloro-benzeneethanol;(2S)-2-AMINO-2-(2-CHLOROPHENYL)ETHAN-1-OL;(S)-2-Amino-2-(2-chlorophenyl)ethanol;(2S)-2-AMINO-2-(2-CHLOROPHENYL)ETHAN-1-OL HCl;(2S)-2-amino-2-(2-chlorophenyl)ethanol
• CAS NO: 213990-63-7
• Molecular Formula: C₈H₁₀ClNO
• Molecular Weight: 171.6241
• Mol File: 213990-63-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 63-64 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 318.7±27.0 °C(Predicted)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.36±0.10(Predicted)
• CAS DataBase Reference: (S)-2-Chlorophenylglycinol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Chlorophenylglycinol(213990-63-7)
• EPA Substance Registry System: (S)-2-Chlorophenylglycinol(213990-63-7)

Safety Data

• Hazardous Substances Data: 213990-63-7(Hazardous Substances Data)

Usage

General Description

(S)-2-Chlorophenylglycinol is a chemical compound with the molecular formula C8H9ClO2. It is a chiral compound with a molecular weight of 170.61 g/mol. (S)-2-Chlorophenylglycinol is a derivative of phenylglycinol and contains a chlorine atom attached to the phenyl ring. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. (S)-2-Chlorophenylglycinol has also been studied for its potential use in the development of new drugs with pharmacological activities. The compound is available commercially and is used in research and industrial applications.

Upstream product

• 141315-50-6 (S)-2-amino-(2-chlorophenyl)ethanoic acid 

Downstream Products

• 1429656-50-7 (S)-N-(p-tolylsulfonyl)-2-(2-chlorophenyl)aziridine 

Relevant articles and documents

Enantioselective Copper Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The copper(I) catalyzed alkyne-azide cycloaddition (CuAAC), a click reaction, is one of the most powerful catalytic reactions developed during the last two decades. Conducting CuAAC enantioselectively would add a third dimension to this reaction and would

Asymmetric aminohydroxylation of substituted styrenes: Applications in the synthesis of enantiomerically enriched arylglycinols and a diamine

The catalytic asymmetric aminohydroxylation of a variety of styrene derivatives and vinyl aromatics using osmium tetroxide in conjunction with alkaloid-derived ligands [e.g. (DHQ)2PHAL or (DHQD)2-PHAL] and haloamine salts of alkyl carbamates (e.g. ethyl carbamate or tert-butyl carbamate) has been investigated. By observing the effect of different aromatic substituents and alkyl carbamates on the regioselectivity, yield and enantioselectivity of the aminohydroxylation reactions, a number of conclusions have been reached: (i) the 1-aryl-2-hydroxyethylamine regioisomers were obtained as the major products in reasonable yield and high (≤87%) enantiomeric excess; (ii) tert-butyl carbamate was superior to ethyl carbamate in terms of yield, enantioselectivity and ease of removal of the N-protecting group; (iii) high (≥96%) enantioselectivity was observed with a 4-methoxy-substituted styrene whereas ortho-substituted styrenes gave lower enantioselectivities; (iv) chiral ligands (DHQ)2PHAL and (DHQD)2PHAL gave essentially equal and opposite senses and degrees of asymmetric induction; (v) regioselectivity was ligand dependent with better regioselectivity (and therefore higher isolated yields) obtained with (DHQ)2PHAL than with (DHQD)2PHAL. The products of the aminohydroxylation reactions were used to prepare enantiomerically enriched arylglycinols and a chiral diamine.