56751-12-3

Basic information

• Product Name: (R)-2-CHLORO-1-PHENYLETHANOL
• Synonyms: R(-)-ALPHA-(CHLOROMETHYL)BENZENEMETHANOL;(R)-(-)-2-CHLORO-1-PHENYLETHANOL;(R)-2-CHLORO-1-PHENYLETHANOL;(r)-(-)-α-(chloromethyl)benzenemethanol;(R)-(-)-2-CHLORO-1-PHENYLETHANOL: CHIPROS 98%, EE 98%;(R)-(+)-2-chloro-1-phenylethyl alcohol;(1R)-2-Chloro-1-phenyl-ethanol;(R)-(-)-2-CHLORO-1-PHENYLETHANOL: CHIPROS
• CAS NO: 56751-12-3
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.61
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds
• Mol File: 56751-12-3.mol
• Article Data: 195

Chemical Properties

• Boiling Point: 110°C 6mm
• Flash Point: >230 °F
• Appearance: /
• Density: 1.185 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.552(lit.)
• Storage Temp.: 2-8°C
• PKA: 13.21±0.20(Predicted)
• BRN: 4306747
• CAS DataBase Reference: (R)-2-CHLORO-1-PHENYLETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-CHLORO-1-PHENYLETHANOL(56751-12-3)
• EPA Substance Registry System: (R)-2-CHLORO-1-PHENYLETHANOL(56751-12-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 23-24/25
• RIDADR: 2810
• WGK Germany: 3
• PackingGroup: III
• Hazardous Substances Data: 56751-12-3(Hazardous Substances Data)

Usage

Description

(R)-2-CHLORO-1-PHENYLETHANOL is an organic compound that serves as a crucial building block in the synthesis of various pharmaceuticals and chemicals. It is characterized by its unique molecular structure, which includes a chiral center and a chlorine atom, making it an essential component in the development of specific drugs and molecules.

Uses

Used in Pharmaceutical Industry:
(R)-2-CHLORO-1-PHENYLETHANOL is used as a key building block for the synthesis of 3,5-Dihydroxy Hexanoate, which is an important side chain in the cholesterol-reducing drug Atorvastatin (A791750). This application is significant because it contributes to the development of a medication that helps lower cholesterol levels, reducing the risk of cardiovascular diseases.

Upstream product

• 532-27-4 1-chloroacetophenone 
• 829-23-2 2-chloro-1-phenylethyl acetate 
• 53432-39-6 (R)-1,1,1-trichloro-2-phenylethan-2-ol 
• 1674-30-2 1-phenyl-2-chloroethanol 
• 204581-95-3 (S)-4-Phenyl-[1,3,2]dioxathiolane 2-oxide 
• 5177-66-2 1-ethoxyvinyl acetate 
• 20780-53-4 (R)-Styrene oxide 
• 108-24-7 acetic anhydride 
• 63318-61-6 α-Aethoxyacrylsaeuremethylester 
• 108-05-4 vinyl acetate 
• 108-22-5 Isopropenyl acetate 
• 64-18-6 formic acid 
• 876-27-7 4-chlorophenyl acetate 
• 97-72-3 2-Methylpropionic anhydride 

Downstream Products

• 20780-53-4 (R)-Styrene oxide 
• 134625-72-2 (R)-2-azido-1-phenylethanol 
• 33942-01-7 (-)-(R)-2-Chloro-1-phenyl-1-acetoxyethane 
• 107171-75-5 (R)-2-(benzylamino)-1-phenylethan-1-ol 
• 817622-17-6 (S)-2-(5-bromo-2-methoxyphenoxy)-2-phenylethanol 
• 817622-26-7 (R)-2-(5-bromo-2-methoxyphenoxy)-1-phenylethanol 
• 913289-26-6 Methyl-carbamic acid (R)-2-chloro-1-phenyl-ethyl ester 
• 204574-76-5 (1R)-1-phenyl-2-(phenylseleno)ethanol 
• 121053-49-4 (R)-(+)-1-phenyl-2-(phenylthio)ethan-1-ol 
• 950478-21-4 (R)-1-phenyl-2-(phenylsulfonyl)ethyl acrylate 
• 120886-82-0 (R)-1-phenyl-2-(phenylsulfonyl)ethanol 
• 936251-88-6 methyl {[(1R)-1-phenyl-2-(phenylseleno)ethyl]oxy}acetate 
• 936251-89-7 {[(1R)-1-phenyl-2-(phenylseleno)ethyl]oxy}acetaldehyde 
• 944125-07-9 (5S)-phenyltetrahydrofuran-3-ol 

Relevant articles and documents

Synthesis and evaluation of a chiral heterogeneous transfer hydrogenation catalyst

A polymer bound transfer hydrogenation catalyst has been developed based on Noyori's (1S,2S)- or (1R,2R)-N-(p-tolylsulfonyl)-1,2- diphenylethylenediamine. The ruthenium catalysed reduction of acetophenone was examined and the activity of the catalyst was found to be dependent on the type of polymer used. The catalyst was found to be reusable and retained high ee's when HCO2H:Et3N was used as the hydrogen donor.

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

Enantiocomplementary C–H Bond Hydroxylation Combining Photo-Catalysis and Whole-Cell Biocatalysis in a One-Pot Cascade Process

Enantiocomplementary hydroxylation of alkyl aromatics through a one-pot photo-biocatalytic cascade reaction is described. The photoredox process is implemented in aqueous phase with O2 as oxidant and the subsequent (R)- or (S)-selective bioreduction is performed by whole cell system without the addition of the expensive cofactor (NADPH). This mild, operationally simple protocol transforms a wide variety of readily available aromatic compounds into valuable chiral alcohols with high yield (up to 90 %) and stereoselectivity (up to 99 %), thereby displaying important potentials in organic synthesis.

Enhanced activity and modified substrate-favoritism of Burkholderia cepacia lipase by the treatment with a pyridinium alkyl-PEG sulfate ionic liquid

Three types of pyridinium salts, i.e., 1-ethylpyridin-1-ium cetyl-PEG10 sulfate (PYET), 1-butylpyridin-1-ium cetyl-PEG10 sulfate (PYBU), and 1-(3-methoxypropyl)pyridin-1-ium cetyl-PEG10 sulfate (PYMP), have been prepared and evaluated for their activation property of Burkholderia cepacia lipase by comparison to the control IL-coated enzymes, 1-butyl-2,3-dimethylimidazolium cetyl-PEG10 sulfate-coated lipase PS (IL1-PS). Among the tested pyridinium salt-coated lipases, the PYET-coated lipase PS (PYET-PS) exhibited the best results; the transesterification of 1-(pyridin-2-yl)ethanol, 1-(pyridin-3-yl)ethanol, 1-(pyridin-4-yl)ethanol, or 4-phenylbut-3-en-2-ol proceeded faster than those of the IL1-PS-catalyzed reaction while maintaining an excellent enantioselectivity (E > 200). This improved efficiency was found to be dependent on the increased Kcat value.