31698-96-1

Basic information

• Product Name: 2-isopropyl-5-(4'-nitrophenyl)oxazole
• Synonyms: 2-isopropyl-5-(4'-nitrophenyl)oxazole
• CAS NO: 31698-96-1
• Molecular Weight: 232.239
• Mol File: 31698-96-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-isopropyl-5-(4'-nitrophenyl)oxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-isopropyl-5-(4'-nitrophenyl)oxazole(31698-96-1)
• EPA Substance Registry System: 2-isopropyl-5-(4'-nitrophenyl)oxazole(31698-96-1)

Safety Data

• Hazardous Substances Data: 31698-96-1(Hazardous Substances Data)

Upstream product

• 2736-37-0 isobutyryl bromide 
• 26086-61-3 2-azido-1-(4-nitrophenyl)ethan-1-one 
• 78-82-0 Isobutyronitrile 
• 100-19-6 (4-nitrophenyl)ethanone 

Relevant articles and documents

One-pot preparation of 2,5-disubstituted and 2,4,5-trisubstituted oxazoles from aromatic ketones with molecular iodine, oxone, and trifluoromethanesulfonic acid in nitriles

Alkyl aryl ketones were successfully converted into the corresponding 2,5-disubstituted and 2,4,5-trisubstituted oxazoles in good to moderate yields in a one-pot manner, utilizing iodine, Oxone, and trifluoromethanesulfonic acid in nitriles under transition-metal-free conditions. The present method could be used for the preparation of Oxaprozin from benzyl phenyl ketone and succinonitrile. A possible reaction mechanism was proposed in which the key intermediates were α-iodoalkyl aryl ketones and α-iodosylalkyl aryl ketones.

Iodoarene-mediated one-pot preparation of 2,5-disubstituted and 2,4,5-trisubstituted oxazoles from alkyl aryl ketones with oxone in nitriles

The reaction of alkyl aryl ketones with Oxone and trifluoromethanesulfonic acid in the presence of iodoarene in acetonitrile, propionitrile, butyronitrile, and isobutyronitrile, provided directly the corresponding 2,5-disubstituted and 2,4,5-trisubstituted oxazoles, respectively, in moderate yields. Here, reactive aryliodonium I(III) species is formed in situ by the reaction of iodoarene with Oxone and trifluoromethanesulfonic acid, and the formed aryliodonium I(III) species reacts with alkyl aryl ketone to generate β-keto iodonium species. Then, β-keto iodonium species reacts with nitrile to produce the corresponding oxazole. In principle, iodoarene works as a catalyst. However, 1 equiv of iodoarene is required because 1 equiv of reactive aryliodonium I(III) species must be formed before the reaction with alkyl aryl ketone.