142763-10-8

Basic information

• Product Name: (R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL
• Synonyms: (R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL;(R)-1-(3-Chlorophenyl)-2-chloroethanol;(R)-2-Chloro-1chlorophenyl)ethanol;(R)-2-chloro-1-(4-chlorophenyl)ethanol;(R)-2-chloro-1-(3-chlorophenyl)ethano
• CAS NO: 142763-10-8
• Molecular Formula: C₈H₈Cl₂O
• Molecular Weight: 191.05
• Mol File: 142763-10-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 110-120 °C
• Boiling Point: 285 ºC
• Flash Point: 119 ºC
• Appearance: /
• Density: 1.328
• Vapor Pressure: 0.00138mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.94±0.20(Predicted)
• CAS DataBase Reference: (R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL(142763-10-8)
• EPA Substance Registry System: (R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL(142763-10-8)

Safety Data

• Hazardous Substances Data: 142763-10-8(Hazardous Substances Data)

Usage

Description

(R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL is an organic compound characterized by its chlorinated structure, featuring a chiral center that gives it the (R)-configuration. It is a key intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
(R)-2-CHLORO-1-(3-CHLOROPHENYL)ETHANOL is used as a key intermediate in the synthesis of benzimidazolyl pyridinones, which are known as IGF (Insulin-like Growth Factor) kinase inhibitors. These inhibitors play a crucial role in the development of targeted therapies for cancer treatment, as they help regulate the activity of IGF kinase, a protein that is often overexpressed in various types of cancer cells, contributing to tumor growth and progression.

InChI:InChI=1/C8H8Cl2O/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4,8,11H,5H2/t8-/m0/s1

Upstream product

• 21886-56-6 3-chlorophenacyl chloride 
• 99-02-5 3'-Chloroacetophenone 
• 108-05-4 vinyl acetate 
• 106262-93-5 (+)-2-chloro-1-(3-chlorophenyl)ethanol 
• 84553-19-5 m-(2-Chlorethinyl)-chlorbenzol 
• 20697-04-5 3-chlorostyrene oxide 

Downstream Products

• 169032-01-3 (1R)-2-amino-1-(3-chloro-phenyl)-ethanol hydrochloride 
• 166256-69-5 (R)-1-(3-chlorophenyl)-1-hydroxy-2-iodoethane 
• 138908-40-4 CL 316243 
• 139013-14-2 5-{(R)-2-[(R)-5-(3-Chloro-phenyl)-2-oxo-oxazolidin-3-yl]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid diethyl ester 
• 138908-58-4 [R-(R*,R*)]-5-(3-chlorophenyl)-3-[2-(3,4-dimethoxylphenyl)-1-methyl-ethyl]-oxazolidin-2-one 
• 142796-56-3 (R)-5-(3-Chloro-phenyl)-3-[(R)-2-(3,4-dihydroxy-phenyl)-1-methyl-ethyl]-oxazolidin-2-one 
• 142796-55-2 (R)-1-(3-Chloro-phenyl)-2-[(R)-2-(3,4-dimethoxy-phenyl)-1-methyl-ethylamino]-ethanol 
• 20697-04-5 (R)-meta-chlorostyrene oxide 

Relevant articles and documents

Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins

A concurrent cascade combining the use of a gold(I) N-heterocyclic carbene (NHC) and an alcohol dehydrogenase (ADH) is disclosed for the synthesis of highly valuable enantiopure halohydrins in an aqueous medium and under mild reaction conditions. The meth

Preparation of (R)-2-chloro-1-(m-chlorophenyl)ethanol by Lipozyme TL IM-catalyzed second resolution

(R)-2-Chloro-1-(m-chlorophenyl)ethanol, a precursor of (R)-3-chlorostyrene oxide which is the key chiral intermediate for the preparation of several β3-adrenergic receptor agonists was prepared in 40% yield and 99% ee by the Lipozyme TL IM-catalyzed second resolution of the corresponding racemate in the presence of vinyl acetate.

Novel 1H-(benzimidazol-2-yl)-1H-pyridin-2-one inhibitors of insulin-like growth factor I (IGF-1R) kinase

A novel class of 1H-(benzimidazol-2-yl)-1H-pyridin-2-one inhibitors of insulin-like growth factor I (IGF-1R) kinase is described. This report discusses the SAR of 4-(2-hydroxy-2-phenylethylamino)-substituted pyridones with improved IGF-1R potency.