28547-49-1

Basic information

• Product Name: (+/-)-1-acetoxy-3-chloro-3-phenylpropane
• Synonyms: (+/-)-1-acetoxy-3-chloro-3-phenylpropane
• CAS NO: 28547-49-1
• Molecular Weight: 212.676
• Mol File: 28547-49-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+/-)-1-acetoxy-3-chloro-3-phenylpropane(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-1-acetoxy-3-chloro-3-phenylpropane(28547-49-1)
• EPA Substance Registry System: (+/-)-1-acetoxy-3-chloro-3-phenylpropane(28547-49-1)

Safety Data

• Hazardous Substances Data: 28547-49-1(Hazardous Substances Data)

Upstream product

• 122-72-5 3-phenylpropyl acetate 
• 100-42-5 styrene 
• 75-09-2 dichloromethane 
• 10534-59-5 tetrabutylammonium acetate 
• 75-36-5 acetyl chloride 
• 4436-23-1 2-phenyloxetane 
• 71-43-2 benzene 

Relevant articles and documents

Silver-Catalyzed C(sp3)-H Chlorination

A silver-catalyzed chlorination of benzylic, tertiary, and secondary C(sp3)-H bonds was developed. The reaction proceeded with as low as 0.2 mol % catalyst loading at room temperature under air atmosphere with synthetically useful functional group compatibility. The regioselectivity and reactivity tendencies suggest that the chlorination proceeded through a radical pathway, but an intermediate alkylsilver species cannot be ruled out.

Kinetic resolution of primary alcohols having remote stereogenic centers: lipase mediated kinetic resolution of (±)-3-chloro-3-arylpropanols

Kinetic resolutions of (±)-3-chloro-3-arylpropanols by lipase mediated acetylation are described for the first time. Acetylation with CCL provided the best enantioselectivity amongst the enzymes used. Enantiomerically enriched products were obtained with up to 78% ee after two successive lipase-catalyzed acetylations. Different substituents on the aromatic ring and bromide, instead of chloride, on the substrates were found to have no drastic influence on the enantioselectivity of the reaction.