1309380-90-2

Basic information

• Product Name: C₁₈H₂₁NO₄S
• CAS NO: 1309380-90-2
• Molecular Weight: 347.435
• Mol File: 1309380-90-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₈H₂₁NO₄S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₈H₂₁NO₄S(1309380-90-2)
• EPA Substance Registry System: C₁₈H₂₁NO₄S(1309380-90-2)

Safety Data

• Hazardous Substances Data: 1309380-90-2(Hazardous Substances Data)

Upstream product

• 59115-82-1 3-para-methylphenyl-2-butanone 
• 1309381-12-1 3-(p-methylphenyl)-2-butanone oxime 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 

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.