ON THE OXIDATION OF 3-ETHYLPENTANE UNDER GIF(IV) AND GIF(ORSAY) CONDITIONS

被引:8
作者
BARTON, DHR
DOLLER, D
OZBALIK, N
BALAVOINE, G
GREF, A
BOIVIN, J
机构
[1] UNIV PARIS 11,INST CHIM MOLEC ORSAY,CNRS,LA 225,F-91405 ORSAY,FRANCE
[2] ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1016/S0040-4039(00)94553-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of 3-ethylpentane under GifIV (and GoAggII) conditions affords, as major product, 3-acetylpentane and not diethylketone as previously reported. The discrepancy is explained by radical chain autoxidation in presence of a weak tertiary CH bond. © 1990.
引用
收藏
页码:353 / 356
页数:4
相关论文
共 14 条
[1]   FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .10. A COMPARATIVE-STUDY OF CHEMICAL AND ELECTROCHEMICAL PROCESSES (GIF AND GIF-ORSAY SYSTEMS) IN PYRIDINE, IN ACETONE AND IN PYRIDINE-CO-SOLVENT MIXTURES [J].
BALAVOINE, G ;
BARTON, DHR ;
BOIVIN, J ;
GREF, A ;
LECOUPANEC, P ;
OZBALIK, N ;
PESTANA, JAX ;
RIVIERE, H .
TETRAHEDRON, 1988, 44 (04) :1091-1106
[2]  
BARTON DHR, 1986, NEW J CHEM, V10, P387
[3]  
BARTON DHR, 1989, NEW J CHEM, V13, P177
[4]   CARBONIUM ION-SILANE HYDRIDE TRANSFER REACTIONS .5. TERT ALKYL CATIONS [J].
CAREY, FA ;
TREMPER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (06) :758-&
[5]   STEREOCHEMICAL AND MECHANISTIC STUDIES OF THE SUICIDE EVENT IN BIOMIMETIC P-450 OLEFIN EPOXIDATION [J].
COLLMAN, JP ;
HAMPTON, PD ;
BRAUMAN, JI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (24) :7861-7862
[6]   THE ORGANOMETALLIC CHEMISTRY OF ALKANES [J].
CRABTREE, RH .
CHEMICAL REVIEWS, 1985, 85 (04) :245-269
[7]   ALIPHATIC HYDROXYLATION CATALYZED BY IRON PORPHYRIN COMPLEXES [J].
GROVES, JT ;
NEMO, TE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (20) :6243-6248
[8]  
GROVES JT, 1983, J AM CHEM SOC, V108, P7836
[9]  
Hill C. L., 1989, ACTIVATION FUNCTIONA
[10]  
MCMURRY TJ, 1985, CYTOCHROME P450 STRU, P1