22912-90-9

Basic information

• Product Name: Benzenemethanol, a-(2-chloroethyl)-, acetate
• CAS NO: 22912-90-9
• Molecular Formula: C11H13ClO2
• Molecular Weight: 212.676
• Mol File: 22912-90-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-(2-chloroethyl)-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-(2-chloroethyl)-, acetate(22912-90-9)
• EPA Substance Registry System: Benzenemethanol, a-(2-chloroethyl)-, acetate(22912-90-9)

Safety Data

• Hazardous Substances Data: 22912-90-9(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 18776-12-0 3-chloro-1-phenyl-propan-1-ol 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 100306-34-1 3-chloro-1-phenylpropanol 
• 100306-33-0 (1R)-3-chloro-1-phenylpropanol 

Relevant articles and documents

Lipase-catalyzed synthesis of both enantiomers of 3-chloro-1-arylpropan-1- ols

The lipase-catalyzed synthesis of both enantiomers of 3-chloro-1-(4- fluorophenyl)propan-1-ol, 3-chloro-1-(4-iodophenyl)propan-1-ol, and 3-chloro-1-phenylpropan-1-ol is described. The procedure is based on the enantiomer-selective acylation of the racemic alcohols in presence of lipase from Pseudomonas fluorescens (LAK) followed by the lipase from Candida rugosa (CRL) mediated hydrolysis of previously obtained enantiomerically enriched 1-aryl-3-chloropropyl esters. For the production of enantiopure (S)-1-aryl-3-chloropropan-1-ols (99% ee, 34-42% yield) the reactions were stopped at higher conversions than the theoretical optimum of 50%, while for enantiopure (R)-1-aryl-3-chloropropyl acetates (99% ee) the reactions were stopped at lower conversions. The latter compounds were enzymatically hydrolyzed into the corresponding (R)-1-aryl-3-chloropropan-1-ols (97-99% ee, 18-24% yield). The absolute configuration of the resolution products was determined by VCD measurements combined with quantum chemical calculations. Georg Thieme Verlag Stuttgart - New York.