159487-82-8

Basic information

• Product Name: 3-phenyl-[60]fullereno[1',2':4,5]isoxazoline
• Synonyms: 3-phenyl-[60]fullereno[1',2':4,5]isoxazoline
• CAS NO: 159487-82-8
• Molecular Weight: 839.783
• Mol File: 159487-82-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-phenyl-[60]fullereno[1',2':4,5]isoxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-[60]fullereno[1',2':4,5]isoxazoline(159487-82-8)
• EPA Substance Registry System: 3-phenyl-[60]fullereno[1',2':4,5]isoxazoline(159487-82-8)

Safety Data

• Hazardous Substances Data: 159487-82-8(Hazardous Substances Data)

Upstream product

• 99685-96-8 fullerene-C₆₀ 
• 934-16-7 phenylhydroxamoyl chloride 
• 70743-33-8 C₁₀H₁₃NO₂ 
• 74613-80-2 C₁₆H₁₇NO₂ 
• 74613-79-9 2-methoxy-1,2-diphenylethanone oxime 
• 932-90-1 Benzaldoxime 
• 5585-14-8 3,4-diphenyl-furazan 2-oxide 

Downstream Products

• 1129-37-9 4-nitrobenzaldehyde oxime 

Relevant articles and documents

Cycloaddition of C60 fullerene to stable 2-RSO2-benzonitrile oxides

The interaction of stable 2-RSO2-benzonitrile oxides 1a-c (R = Ph, Bu1, or PhMeN) with C60 fullerene proceeds at the double (6,6)-bond of fullerene as the [3+2] cycloaddition to form the corresponding isoxazolines 2a-c. The molecular structure of compound 2b was established by X-ray structural analysis. The interaction of C60 fullerene with 2-(5-methyl-4-nitrothiophene)carbonitrile sulfide, which was obtained by thermolysis of 5-(5′-methyl-4′-nitro-2′-thienyl)-1,3,4-oxathiazol-2-one, affords only unstable products.

Generation of nitrile oxides from oximes using t -BuOI and their cycloaddition

tert-Butyl hypoiodite (t-BuOI) was found to be a powerful reagent for the cycloaddition of oximes and alkenes/alkynes, leading to the formation of a variety of isoxazolines or isoxazoles under mild conditions.

Highly efficient retro-cycloaddition reaction of isoxazolino[4,5:1,2][60]- and -[70]fullerenes

(Chemical Equation Presented) Isoxazolino[4,5:1,2][60]- and -[70]fullerenes undergo an efficient retro-cycloaddition reaction to pristine fullerene by thermal treatment in the presence of an excess of a dienophile and Cu(II) catalysis, which can be selectively used in the presence of malonate or pyrrolidine cycloadducts. Trapping experiments using N-phenylmaleimide as dipolarophile have shown that the reaction mechanism occurs by thermal removal of the nitrile oxide 1,3-dipole, in a process which is favored by the presence of Cu(II) as the catalyst. The ESI-MS study supports the observed retrocycloaddition process for both C60 and C70 derivatives. In contrast to previous electrochemical retrocycloaddition processes observed in fulleropy-rrolidines, isoxazolinofullerenes were stable under oxidative conditions.