ELECTRO-ORGANIC REACTIONS .13. ANODIC-ACETOXYLATION OF METHYL OLEATE

被引:5
作者
ADAMS, C [1 ]
FRANKEL, EN [1 ]
UTLEY, JHP [1 ]
机构
[1] UNIV LONDON, QUEEN MARY COLL, DEPT CHEM, LONDON E1 4NS, ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 02期
关键词
D O I
10.1039/p19790000353
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient anodic mono- and di-acetoxylation of methyl oleate is described. Acetoxylation is consecutive and conditions may be adjusted to give a maximum of either 60% monoacetoxylation or 85% diacetoxylation. Both mono- and di-substituted products are a complex mixture of isomers but the products of exhaustive electrolysis are mainly 9,10-diacetoxyoctadec-7- or -11-enoate. A mechanistic rationalisation is proposed.
引用
收藏
页码:353 / 356
页数:4
相关论文
共 20 条
[1]   ELECTRO-ORGANIC REACTIONS .12. ANODIC-OXIDATION OF ALICYCLIC UNSATURATED CARBOXYLIC-ACIDS [J].
ADAMS, C ;
JACOBSEN, N ;
UTLEY, JHP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (10) :1071-1076
[2]  
ARZOUMANIDIS GG, 1973, J ORG CHEM, V28, P4443
[3]   KINETIC RATE CONSTANTS DETERMINED BY A DIGITAL COMPUTER [J].
BUTTERFIELD, RO .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1969, 46 (09) :429-+
[4]   MECHANISM OF KOLBES ELECTROSYNTHESIS .2. CHARGING CURVE PHENOMENA [J].
DICKENSON, T ;
WYNNEJONES, WF .
TRANSACTIONS OF THE FARADAY SOCIETY, 1962, 58 (470) :388-&
[5]   MECHANISM OF KOLBES ELECTROSYNTHESIS .3. THEORETICAL DISCUSSION [J].
DICKINSON, T ;
WYNNEJONES, WF .
TRANSACTIONS OF THE FARADAY SOCIETY, 1962, 58 (470) :400-&
[6]   MECHANISM OF KOLBES ELECTROSYNTHESIS .1. ANODE POTENTIAL PHENOMENA [J].
DICKINSON, T ;
WYNNEJONES, WF .
TRANSACTIONS OF THE FARADAY SOCIETY, 1962, 58 (470) :382-&
[7]   SOME ADVANTAGES OF USING A MERCURY CATHODE IN THE KOLBE ELECTRO-SYNTHESIS [J].
DINHNGUYEN, N .
ACTA CHEMICA SCANDINAVICA, 1958, 12 (03) :585-586
[8]   PALLADIUM(II) CATALYZED AROMATIC ACETOXYLATION .1. FACTORS INFLUENCING NUCLEAR ACETOXYLATION OF P-XYLENE [J].
EBERSON, L ;
GOMEZGON.L .
ACTA CHEMICA SCANDINAVICA, 1973, 27 (04) :1162-1174
[9]   PALLADIUM (II) CATALYZED AROMATIC ACETOXYLATION .3. REACTION BETWEEN PD(II) COMPLEXES AND ORGANIC ELECTRON-TRANSFER REDUCTANTS [J].
EBERSON, L ;
GOMEZGON.L .
ACTA CHEMICA SCANDINAVICA, 1973, 27 (04) :1255-1267
[10]   PALLADIUM (II) CATALYZED AROMATIC ACETOXYLATION .2. NUCLEAR ACETOXYLATION OF AROMATIC-COMPOUNDS - REVERSAL OF USUAL ISOMER DISTRIBUTION PATTERN IN AROMATIC SUBSTITUTION [J].
EBERSON, L ;
GOMEZGON.L .
ACTA CHEMICA SCANDINAVICA, 1973, 27 (04) :1249-1254