Alkaline hydrolysis of nonphenolic β-0-4 lignin models:: Substituent effect of the A-ring on the rate

被引：6

作者：

Schultz, TP ^{[1
]}

Fisher, TH

机构：

[1] Mississippi State Univ, FWRC, Forest Prod Lab, Mississippi State, MS 39762 USA

[2] Mississippi State Univ, Dept Chem, Mississippi State, MS 39762 USA

来源：

HOLZFORSCHUNG | 2002年 / 56卷 / 06期

关键词：

alkaline hydrolysis; lignin models; nonphenolic beta-0-4 bond; substituent effects;

D O I：

10.1515/HF.2002.090

中图分类号：

S7 [林业];

学科分类号：

0829 ; 0907 ;

摘要：

Six nonphenolic beta-0-4 lignin models substituted on the phenyl A-ring [unsubstituted; 3,5-dimethoxyl; 3,4-dimethoxyl; 3-methoxyl; 4-methoxyl; and 4-methyl] were synthesized and the alkaline hydrolysis rates at 170 degreesC determined. Electron-withdrawing substituents enhanced the hydrolysis rate, but this effect was relatively minor. Over 90 % of the disappearance of the dimer could be accounted for by appearance of the B-ring phenolic product for all compounds, which suggests that minimal side reactions occurred.

引用

页码：592 / 594

页数：3

共 26 条

[1] Effect of the α- and γ-hydroxyls on the alkaline hydrolysis rate of nonphenolic β-0-4 lignin diastereomers
Criss, DL
Elder, T
Fisher, TH
Schultz, TP
HOLZFORSCHUNG, 2002, 56 (01) : 67 - 72
[2] Alkaline hydrolysis of nonphenolic β-0-4 lignin diastereomers:: Effect of the α- and γ-hydroxyls on the rate.
Schultz, TP
Criss, DL
Elder, TJ
Fisher, TH
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U175 - U175
[3] Phenoxyl substituent effect on the alkaline hydrolysis rates of β-0-4 lignin models:: A review
Schultz, TP
Fisher, TH
JOURNAL OF PULP AND PAPER SCIENCE, 1998, 24 (08): : 242 - 246
[4] Alkaline hydrolysis of nonphenolic β-0-4 model diastereomers:: Substituent effect on the leaving phenoxide
Criss, DL
Collier, WE
Fisher, TH
Schultz, TP
HOLZFORSCHUNG, 1998, 52 (02) : 171 - 174
[5] Influence of the α- and γ-hydroxyls on the alkaline hydrolysis of nonphenolic β-0-4 lignin model diastereomers.
Criss, DL
Fisher, TH
Schultz, TP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U271 - U272
[6] Alkaline hydrolysis of nonphenolic α-carbonyl β-0-4 lignin dimers substituted on the leaving phenoxide ring:: Comparison with benzylic hydroxyl analogues
Criss, DL
Fisher, TH
Schultz, TP
HOLZFORSCHUNG, 1998, 52 (01) : 57 - 60
[7] Alkaline hydrolysis of various nonphenolic beta-0-4 lignin model compounds: Substituent effect of the leaving phenoxide on increasing the reaction rate
Schultz, TP
Fisher, TH
ISWPC - 9TH INTERNATIONAL SYMPOSIUM ON WOOD AND PULPING CHEMISTRY - ORAL PRESENTATIONS, 1997, : B51 - B54
[8] Alkaline hydrolysis of nonphenolic beta-0-4 lignin model ketones.
Dexter, C
Fisher, RH
Schultz, T
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 154 - CELL
[9] Alkaline hydrolysis of nonphenolic β-O-4 lignin model dimers: Further studies of the substituent effect on the leaving phenoxide
Collier, W.E.
Fisher, T.H.
Ingram Jr., L.L.
Harris, A.L.
Schultz, T.P.
1996, (50)
[10] Alkaline hydrolysis of nonphenolic beta-O-4 lignin model dimers: Further studies of the substituent effect on the leaving phenoxide
Collier, WE
Fisher, TH
Ingram, LL
Harris, AL
Schultz, TP
HOLZFORSCHUNG, 1996, 50 (05) : 420 - 424

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