91157-51-6

Basic information

• Product Name: 5-Phenyl-3-tert-butyl-Δ²-isoxazoline
• Synonyms: 5-Phenyl-3-tert-butyl-Δ²-isoxazoline
• CAS NO: 91157-51-6
• Molecular Weight: 203.284
• Mol File: 91157-51-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-Phenyl-3-tert-butyl-Δ²-isoxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Phenyl-3-tert-butyl-Δ²-isoxazoline(91157-51-6)
• EPA Substance Registry System: 5-Phenyl-3-tert-butyl-Δ²-isoxazoline(91157-51-6)

Safety Data

• Hazardous Substances Data: 91157-51-6(Hazardous Substances Data)

Upstream product

• 797802-44-9 1-tert-butyl-2-phenylcyclopropane 
• 74903-82-5 (1Z)-N-hydroxy-2,2-dimethylpropanimidoyl chloride 
• 637-91-2 2,2-dimethylpropionaldehyde oxime 
• 100-42-5 styrene 
• 3273-26-5 1-chloro-2,2-dimethyl-propan-1-one oxime 
• 27143-81-3 tert-butyl nitrile oxide 
• 110-83-8 cyclohexene 

Downstream Products

• 5397-27-3 tert-butyl 3-hydroxy-3-phenylpropionate 
• 184303-05-7 [[2,2-Dimethyl-1-(2-oxo-2-phenyl-ethyl)-propyl]-(toluene-4-sulfonyl)-amino]-acetic acid benzyl ester 
• 42052-52-8 1-hydroxy-4,4-dimethyl-1-phenylpentan-3-one 

Relevant articles and documents

New aspects of nitrosation of arylcyclopropanes: Nitrosation of phenylcyclopropanes with bulky alkyl substituents in the small ring

It has been shown for the first time that nitrosation of phenylcyclopropanes with bulky alkyl substituents in the small ring proceeds predominantly with attack of the nitrosonium cation on the benzyl carbon atom of the cyclopropane ring with intermediate

Reduction of Substituted Δ2-Isoxazolines. Synthesis of β-Hydroxy Acid Derivatives

Three separate methods are reported for the formation of β-hydroxy acid derivatives from readily available substituted Δ2-isoxazolines.Cycloaddition of 2,2-dimethylpropanenitrile oxide with a variety of olefins followed by reductive cleavage produces α '-tert-butyl β-hydroxy ketones.These are cleaved to β-hydroxy tert-butyl esters by Baeyer-Villiger oxidation with peroxytrifluoroacetic acid.In the second approach, α ',β-dihydroxy ketones are generated via cycloaddition of olefins with the nitrile oxide generated from 2--2-methyl-1-nitropropane followed by reductive ring opening.Standard periodic acid cleavage gives β-hydroxy acids.Finally, 3-methoxy-substituted Δ2-isoxazolines, readily available via benzenesulfonylcarbonitrile oxide-olefin cycloaddition and methoxide displacement, are directly reduced to β-hydroxy esters.