66415-72-3

Basic information

• Product Name: 3-methyl-3-phenyl-2-butanone oxime
• Synonyms: 3-methyl-3-phenyl-2-butanone oxime
• CAS NO: 66415-72-3
• Molecular Weight: 177.246
• Mol File: 66415-72-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-methyl-3-phenyl-2-butanone oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-3-phenyl-2-butanone oxime(66415-72-3)
• EPA Substance Registry System: 3-methyl-3-phenyl-2-butanone oxime(66415-72-3)

Safety Data

• Hazardous Substances Data: 66415-72-3(Hazardous Substances Data)

Upstream product

• 770-85-4 2-methyl-2-phenylbutan-3-one 

Downstream Products

• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 1309380-98-0 C₁₈H₂₁NO₄S 
• 80606-26-4 3-Methyl-3-phenyl-2-butanonoxim-pikrat 

Relevant articles and documents

Dynamic path bifurcation in the Beckmann reaction: Support from kinetic analyses

The reactions of oximes to amides, known as the Beckmann rearrangement, may undergo fragmentation to form carbocations + nitriles when the migrating groups have reasonable stability as cations. The reactions of oxime sulfonates of 1-substituted-phenyl-2-propanone derivatives (7-X) and related substrates (8-X, 9a-X) in aqueous CH3CN gave both rearrangement products (amides) and fragmentation products (alcohols), the ratio of which depends on the system; the reactions of 7-X gave amides predominantly, whereas 9a-X yielded alcohols as the major product. The logk-logk plots between the systems gave excellent linear correlations with slopes of near unity. The results support the occurrence of path bifurcation after the rate-determining TS of the Beckmann rearrangement/fragmentation reaction, which has previously been proposed on the basis of molecular dynamics simulations. It was concluded that path-bifurcation phenomenon could be more common than thought and that a reactivity-selectivity argument based on the traditional TS theory may not always be applicable even to a well-known textbook organic reaction.