532427-64-8

Basic information

• Product Name: Ethanone, 1-[(2R,3R)-2,3-dimethyloxiranyl]-, rel- (9CI)
• Synonyms: Ethanone, 1-[(2R,3R)-2,3-dimethyloxiranyl]-, rel- (9CI)
• CAS NO: 532427-64-8
• Molecular Formula: C6H10O2
• Molecular Weight: 114.1424
• Product Categories: ACETYLGROUP
• Mol File: 532427-64-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-[(2R,3R)-2,3-dimethyloxiranyl]-, rel- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[(2R,3R)-2,3-dimethyloxiranyl]-, rel- (9CI)(532427-64-8)
• EPA Substance Registry System: Ethanone, 1-[(2R,3R)-2,3-dimethyloxiranyl]-, rel- (9CI)(532427-64-8)

Safety Data

• Hazardous Substances Data: 532427-64-8(Hazardous Substances Data)

Upstream product

• 565-62-8 3-methylpent-3-en-2-one 
• 4587-00-2 2-acetyl-2-methyloxirane 
• 83750-07-6 4-chloro-3-hydroxy-3-methylbutan-2-one 
• 1567-73-3 (E)-3-methylpent-3-en-2-one 
• 1567-72-2 (Z)-3-methyl-3-penten-2-one 
• 2747-53-7 (E)-3-methylpent-3-en-2-ol 

Downstream Products

• 102626-21-1 chloro-6-methylbenzene-2,4-dicarboxaldehyde 
• 13523-20-1 3-Phenylmercapto-4-hydroxy-3-methylpentan-2-on 

Relevant articles and documents

Polymer-supported Oxone and tert-butyl hydroperoxide: new reagents for the epoxidation of α,β-unsaturated aldehydes and ketones

Efficient, mild and selective epoxidation of α,β-unsaturated aldehydes and ketones was performed using polyvinylpyrrolidonesupported Oxone (Oxone/PVP) and ButOOH/PVP.

REACTION OF ACETYLOXIRANES WITH ACETONITRILE

2-Acetyloxiranes react with acetonitrile in the presence of equimolar amounts of Lewis acids.It was established that the use of boron trifluoride etherate or sulfuric acid as the catalyst leads to 2,7- and 3,6-diepoxy-1,5-dioxocanes, the use of aluminum trichloride, as well as stannic chloride, leads to the corresponding chlorohydrins, while the use of gaseous boron trifluoride leads to 2-oxazolines in satisfactory yields.It is shown that the reaction is regio- and stereospecific and that the resulting substituted 2-methyl-5-acetyl-2-oxazolines have a cis configuration.

SYNTHESIS OF 2-ALKYLTHIO-5-ACETYL-2-OXAZOLINES

The reaction of 2-acetyloxiranes with alkyl thiocyanates in the presence of Lewis acids (BF3, AlCl3) has given 2-alkylthio-5-acetyl-2-oxazolines (yields 40-60percent).It has been shown that the reaction of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-2,3-dimethyloxirane with alkyl thiocyanates takes place stereospecifically and leads to cis-2-alkylthio-5-acetyl-2-oxazolines.