NEW CARBONYL COMPOUNDS FROM DEHYDROGENATION OF P-CRESOL

被引：17

作者：

CHEN, CL

CONNORS, WJ

SHINKER, WM

机构：

[1] Forest Products Laboratory, Forest Service, U. S. Department of Agriculture

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 10期

关键词：

D O I：

10.1021/jo01262a035

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chemical one-electron-type oxidation of p-cresol with ferric chloride yielded a previously unreported diphenyl ether 4 and three new ketonic trimers 5, 6, and 7, the structures of which are related to Pummerer’s ketone 1,which was also formed in the reaction mixture as were the known compounds 2 and 3. When p-cresol was oxidized enzymatically by peroxidase and peroxide, 5 was the only new unknown compound which could be isolated. © 1969, American Chemical Society. All rights reserved.

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页码：2966 / &

相关论文

共 16 条

[1]

ALLEN CFH, 1955, J ORG CHEM, V20, P306, DOI 10.1021/jo01121a006

[2] EFFECT OF HYPERCONJUGATION ON GEMINAL SPIN-SPIN COUPLING CONSTANT [J].

BARFIELD, M ;

GRANT, DM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (13) :1899-&

[3]

BARTON DHR, 1955, CHEM IND-LONDON, P1039

[4] ON MECHANISM OF ELECTRON IMPACT INDUCED ELIMINATION OF KETENE IN CONJUGATED CYCLOHEXENONES AND CORRELATIONS WITH PHOTOCHEMISTRY [J].

BURLINGAME, AL ;

FENSELAU, C ;

RICHTER, WJ ;

DAUBEN, WG ;

SHAFFER, GW ;

VIETMEYE.ND .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (13) :3346-+

[5] MASS SPECTRA OF NAPHTHOQUINONES . VITAMIN K1(20) [J].

DIMARI, SJ ;

SUPPLE, JH ;

RAPOPORT, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (06) :1226-&

[6] STUDIES IN MASS SPECTROMETRY .4. MASS SPECTRA OF HYDROXYTHIOPHENS AND THOLACTONES [J].

GRIGG, R ;

JAKOBSEN, HJ ;

LAWESSON, SO ;

SARGENT, MV ;

SCHROLL, G ;

WILLIAMS, DH .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1966, (04) :331-&

[7] THE OXIDATION OF MONOHYDRIC PHENOLS BY ALKALINE FERRICYANIDE [J].

HAYNES, CG ;

TURNER, AH ;

WATERS, WA .

JOURNAL OF THE CHEMICAL SOCIETY, 1956, (AUG) :2823-2831

[8]

KIRBY GW, 1964, J CHEM SOC, P4655

[9] Dehydration of rho-cresol. (VIII. announcement on the oxidation of phenoles.) [J].

Pummerer, R ;

Puttfarcken, H ;

Schopflocher, P .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1925, 58 :1808-1820

[10]

PUMMERER R, 1913, BER, V47, P1472