Revisiting the mechanism of β-O-4 bond cleavage during acidolysis of lignin IV: Dependence of acidolysis reaction on the type of acid

Journal of Wood Science

Volumn 57, Issue 3, 2011, Pages 219-225

  Imai, Takaaki ^a   Yokoyama, Tomoya ^a   Matsumoto, Yuji ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

Alkyl aryl ether; HBr; HCl; Lignin

Indexed keywords

CHLORINE COMPOUNDS; ETHERS; KETONES; LIGNIN; MOLECULES; REACTION INTERMEDIATES;

2-METHOXYPHENOL; ACIDOLYSIS REACTIONS; ALKYL ARYL ETHERS; HYDRIDE TRANSFERS; HYDROXYMETHYL GROUPS; LIGNIN MODEL COMPOUND; PREDOMINANT REACTIONS; QUANTITATIVE FORMATION;

BROMINE COMPOUNDS;

EID: 79959246256     PISSN: 14350211     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10086-010-1166-6     Document Type: Article

References (18)

1. Adler E, Pepper JM, Eriksoo E (1957) Action of mineral acid on lignin and model substances of guaiacylglycerol-β-aryl ether type. Ind Eng Chem 49(9): 1391-1392.
2. Lundquist K (1970) Acid degradation of lignin II: Separation and identification of low molecular weight phenols. Acta Chem Scand, 24(3): 889-907.
3. Lundquist K, Ericsson L (1970) Acid degradation of lignin III: Formation of formaldehyde. Acta Chem Scand 24(10): 3681-3686.
4. Lundquist K, Lundgren R (1972) Acid degradation of lignin, part VII: The cleavage of ether bonds. Acta Chem Scand 26(5): 2005-2023.
5. Lundquist K (1973) Acid degradation of lignin, part VIII: Low molecular weight phenols from acidolysis of birch lignin. Acta Chem Scand 27(7): 2597-2606.
6. Yasuda S, Terashima N, Ito T (1981) Chemical structures of sulfuric acid lignin II: Chemical structures of condensation products from arylglycerol-β-aryl ether type structures. Mokuzai Gakkaishi 27(3): 216-222.
7. Ito T, Terashima N, Yasuda S (1981) Chemical structures of sulfuric acid lignin III: Reaction of arylglycerol-β-aryl ether with five percent sulfuric acid. Mokuzai Gakkaishi 27(6): 484-490.
8. Yasuda S, Terashima N, Ito T (1981) Chemical structures of sulfuric acid lignin IV: Reaction of arylglycerol-β-aryl ether with seventy-two percent sulfuric acid. Mokuzai Gakkaishi 27(12): 879-884.
9. 13C] with seventy-two percent sulfuric acid. Mokuzai Gakkaishi 28(6): 383-387.
10. Yasuda S, Terashima N, Kaneko H (1982) Chemical structures of hydrochloric acid lignin II: Reaction of arylglycerol-β-aryl ether with hydrochloric acid. Mokuzai Gakkaishi 28(9): 570-576.
11. 2-enol ethers in the acid-catalyzed hydrolysis of erythro-veratrylglycerol-β-(2-methoxyphenyl) ether. J Wood Chem Technol 3(2): 223-243.
12. Yasuda S, Adachi K, Terashima N, Ota K (1985) Chemical structures of sulfuric acid lignin VIII: Reactions of 1, 2-diaryl-1, 3-propanediol and pinoresinol with sulfuric acid. Mokuzai Gakkaishi 31(2): 125-131.
13. Karlsson O, Lundquist K, Meuller S, Westlid K (1988) On the acidolytic cleavage of arylglycerol β-aryl ethers. Acta Chem Scand B 42(1): 48-51.
14. 2 type model compounds. Holzforschung 62(2): 164-168.
15. 2 type model compound. J Wood Chem Technol 30(3): 269-282.
16. 3 type model compound. J Wood Chem Technol (In Press).
17. Adler E, Lindgren BO, Saeden U (1952) The β-guaiacyl ether of α-veratrylglycerol as a lignin model. Svensk Papperstidn 57(7): 245-254.
18. Lundquist K, Hedlund K (1967) Acid degradation of lignin I: The formation of ketones of the guaiacylpropane series. Acta Chem Scand 21(7): 1750-1754.