Dehydration products of 2-methylisoborneol

被引:24
作者
Schumann, R
Pendleton, P
机构
基金
澳大利亚研究理事会;
关键词
2-methylisoborneol; MIB; dehydration products; mass spectra;
D O I
10.1016/S0043-1354(96)00330-2
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
7-Methylenebornane and 2-methyl-2-bornene have previously been identified as dehydration or degradation products of 2-methylisoborneol (MIB), a compound responsible for taste and odour problems in various water environments. Previously, the identification of these products has been based on mass spectral analysis only. The dehydration of MIB under a variety of conditions was reinvestigated and the products fully characterised by H-1 and C-13 n.m.r. and GC-MS. Comparison of EI mass spectra of the dehydration products of MIB with those published previously indicate that earlier assignments of MIB dehydration products are incorrect. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1243 / 1246
页数:4
相关论文
共 14 条
[1]   SYNTHESIS AND CHIROPTICAL PROPERTIES OF SOME ASYMMETRIC PLANAR CISOID DIENES [J].
BURGSTAHLER, AW ;
BOGER, DL ;
NAIK, NC .
TETRAHEDRON, 1976, 32 (03) :309-315
[2]   C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES .47. C-13 SPECTRA OF SOME EXO-METHYLENECYCLOALKANES AND EXO-NORBORNANES [J].
GROVER, SH ;
STOTHERS, JB .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (04) :589-595
[3]  
LAPALME R, 1979, CAN J CHEM, V57, P305
[4]   MUSTY ODOR IN CHRONICALLY OFF-FLAVORED CHANNEL CATFISH - ISOLATION OF 2-METHYLENEBORNANE AND 2-METHYL-2-BORNENE [J].
MARTIN, JF ;
FISHER, TH ;
BENNETT, LW .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1988, 36 (06) :1257-1260
[5]   OFF-FLAVOR IN THE CHANNEL CATFISH (ICTALURUS-PUNCTATUS) DUE TO 2-METHYLISOBORNEOL AND ITS DEHYDRATION PRODUCTS [J].
MARTIN, JF ;
BENNETT, LW ;
GRAHAM, WH .
WATER SCIENCE AND TECHNOLOGY, 1988, 20 (8-9) :99-105
[6]  
MCLAFFERTY FW, 1993, INTERPRETATION MASS, P69
[7]   DEHYDRATION PRODUCTS OF 2-METHYLISOBORNEOL ARE NOT RESPONSIBLE FOR OFF-FLAVOR IN THE CHANNEL CATFISH [J].
MILLS, OE ;
CHUNG, SY ;
JOHNSEN, PB .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1993, 41 (10) :1690-1692
[8]  
MORRIS DG, 1975, J CHEM SOC P2, V6, P539
[9]   BIODEGRADATION OF 2-METHYLISOBORNEOL BY GRAVEL SAND FILTRATION [J].
SUMITOMO, H .
WATER SCIENCE AND TECHNOLOGY, 1992, 25 (02) :191-198
[10]   WITTIG-TYPE REACTION OF DIMETALLATED CARBODIANION SPECIES AS PRODUCED BY ZINC REDUCTION OF GEM-POLYHALOGEN COMPOUNDS IN THE PRESENCE OF LEWIS-ACIDS [J].
TAKAI, K ;
HOTTA, Y ;
OSHIMA, K ;
NOZAKI, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (06) :1698-1702