141525-32-8

Basic information

• Product Name: 5-Isoxazolemethanol, 4,5-dihydro-3,4-diphenyl-, trans-
• CAS NO: 141525-32-8
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.301
• Mol File: 141525-32-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 5-Isoxazolemethanol, 4,5-dihydro-3,4-diphenyl-, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Isoxazolemethanol, 4,5-dihydro-3,4-diphenyl-, trans-(141525-32-8)
• EPA Substance Registry System: 5-Isoxazolemethanol, 4,5-dihydro-3,4-diphenyl-, trans-(141525-32-8)

Safety Data

• Hazardous Substances Data: 141525-32-8(Hazardous Substances Data)

Upstream product

• 698-16-8 benzohydroximoyl chloride 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 1221447-22-8 (E)-1,2-diphenyl-but-3-en-1-one oxime 
• 873-67-6 benzonitrile oxide 
• 104-55-2 3-phenyl-propenal 

Relevant articles and documents

Cobalt-catalyzed aerobic oxidative cyclization of β,γ- unsaturated oximes

Cobalt complex Co(nmp)2 can efficiently catalyze the aerobic oxidative 5-exo cyclization of β,γ-unsaturated oximes to afford isoxazolines. The key cyclization step involves the generation of carbon-centred radicals. The products are largely dep

Cycloadditions of nitrile oxides to α,β-unsaturated aldehydes. Frontier orbital interactions and secondary orbital interactions at work in determining regiochemistry

The regiochemistry of the cycloadditions of nitrile oxides to crotonaldehyde and cinnamaldehyde has been determined and is dictated by frontier orbital interactions and secondary orbital interactions as well. In cycloadditions to α,β-unsaturated compounds the directive effect of the frontier orbital interactions can be diverted by steric drifts and secondary orbital interactions. (C) 2000 Elsevier Science Ltd.

First successful metal coordination control in 1,3-dipolar cycloadditions. High-rate acceleration and regio- and stereocontrol of nitrile oxide cycloadditions to the magnesium alkoxides of allylic and homoallylic alcohols

The first successful control of stereo- and regioselectivity in 1,3-dipolar cycloadditions by metal coordination is described. The presence of magnesium ions dramatically accelerates nitrile oxide dipolar cycloadditions to allylic alcohols, improving both the regio- and stereoselectivity of the reaction. For example, cycloadditions to terminal allylic alcohols bearing α-chirality produce syn-stereoisomers of 2-isoxazolines selectively, and reactions involving the magnesium alkoxides of internal allylic alcohols are exclusively regioselective in favor of 5-hydroxymethyl-2-isoxazolines. Metal alkoxides other than magnesium, such as lithium, zinc, and aluminum alkoxides, are less effective. These reactions involve the formation of activated intermediates in which a nitrile oxide and an allylic alkoxide coordinate to the magnesium ion. Theoretical calculations indicate that the formation of the coordinated intermediates enhances the rate of cycloaddition and also improves the syn-selectivity.