The reactions of 3,6-di-tert-butyl-1,2-benzoquinone and 3,6-di-tert-butylcatechol with tert-butyl hydroperoxide

被引：3

作者：

Glushakova, VN ^{[1
]}

Skorodumova, NA ^{[1
]}

Nevodchikov, VI ^{[1
]}

Abakumova, LG ^{[1
]}

Makarenko, NP ^{[1
]}

Cherkasov, VK ^{[1
]}

Druzhkov, NO ^{[1
]}

机构：

[1] Russian Acad Sci, GA Razuvaev Inst Organomet Chem, Nizhnii Novgorod 603600, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 1999年 / 48卷 / 05期

关键词：

tert-butyl hydroperoxide; 3,6-di-tert-butyt-1,2-benzoquinone; 3,6-di-tert-butylcatechol; alkylperoxy radicals; alkyloxy radicals; semiquinone radicals;

D O I：

10.1007/BF02494640

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of 3,6-di-tert-butyl-1,2-benzoquinone and 3,6-di-tert-butylcatechol with tert-butyl hydroperoxide in aprotic solvents leads to the generation of semiquinone (SQ(.)H), alkylperoxy (ROO.), and alkyloxy radicals. The reaction of SQ(.)H and ROO. produces 2, 5-di-tert-butyl-6-hydroxy-1,4-benzoquinone, 3,6-di-tert-butyl-1-oxacyclohepta-3, 5-diene-2,7-dione, and 2,5-di-tert-butyl-3,6-dihydroxy-1,4-benzoquinone, The radical generated from solvent attacks SQ(.)H at position 4 with C-C bond formation. 4-Benzyl-2,5-di-tert-butyl-6-hydroxycyclohexa-2,5-diene-1-dione produced in this way is transformed into 4-benzyl-3,6-di-tert-butyl-1,2-benzoquinone under the reaction conditions.

引用

页码：934 / 937

页数：4

共 17 条

[1] The reaction of 3,6-di-tert-butyl-1,2-benzoquinone and 3,6-di-tert-butylcatechol withtert-butyl hydroperoxide
V. N. Glushakova
N. A. Skorodumova
V. I. Nevodchikov
L. G. Abakumova
N. P. Makarenko
V. K. Cherkasov
N. O. Druzhkov
Russian Chemical Bulletin, 1999, 48 : 934 - 937
[2] ESR study of the thermal decomposition of di-tert-butoxy-tert-butyl alumotrioxide formed in the reaction of tri-tert-butoxyaluminum with tert-butyl hydroperoxide
Stepovik, LP
Martinova, IM
Dodonov, VA
Cherkasov, VK
RUSSIAN CHEMICAL BULLETIN, 2002, 51 (04) : 638 - 644
[3] Dechlorination of diphenyl chlorophosphate with tin and sodium 3,6-di-tert-butyl-ortho-semiquinones
Rakhimov, Rakhim R.
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[4] Di(tert-butylperoxy)triphenylbismuth and the triphenylbismuth-tert-butyl hydroperoxide system as efficient oxidants of alcohols
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RUSSIAN CHEMICAL BULLETIN, 1998, 47 (04) : 659 - 662
[5] Oxidation of 2,6-di-tert-butylphenol with tert-butyl hydroperoxide catalyzed by iron phthalocyanine tetrasulfonate in a methanol-water mixture
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[6] Reactions of hydroxyl-containing compounds with tert-butyl hydroperoxide in the presence of chromium tetra-tert-butoxide
Stepovik, L. P.
Zaburdaeva, E. A.
Fukin, G. K.
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RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2015, 85 (11) : 2547 - 2559
[7] Selective epoxidation of allyl acetate with tert-butyl hydroperoxide over MoO3/MgO
Shimura, K
Kanai, H
Utani, K
Matsuyama, K
Imamura, S
APPLIED CATALYSIS A-GENERAL, 2005, 283 (1-2) : 117 - 124
[8] Sulfide oxygenation by tert-butyl hydroperoxide with mononuclear (Me3TACN)Mn catalysts
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[9] Epoxidation of allyl acetate with tert-butyl hydroperoxide catalyzed by MoO3/TiO2
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APPLIED CATALYSIS A-GENERAL, 2003, 247 (02) : 185 - 191
[10] Oxidation of anisoles to p-benzoquinone monoketals catalyzed by a ruthenium complex of 1,4,7-trimethyl-1,4,7-triazacyclononane with tert-butyl hydroperoxide
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Yip, WP
Yu, WY
Che, CM
CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (6-7) : 521 - 526

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