Events The 11th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 11th International Electronic Conference on Synthetic Organic Chemistry

Published date

30 Nov, 2007

Citation

Michail N. Filippov, Victor E. Selichev, Vladimir N. Bulavka, Comparative Study of Classical and Modified Clemmensen Reduction of Anthraquinone and Alizarin with Amalgamated and Non-amalgamated zinc: What “hexahydroanthracene” Clemmensen have Obtained?, in Proceedings of The 11th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2007, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-11-01325

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Comparative Study of Classical and Modified Clemmensen Reduction of Anthraquinone and Alizarin with Amalgamated and Non-amalgamated zinc: What “hexahydroanthracene” Clemmensen have Obtained?

Michail N. Filippov ¹

Victor E. Selichev ¹

Vladimir N. Bulavka ²

1. N. S. Kurnakov Institute of General and Inorganic Chemistry RAS, Leninsky ave. 31, Moscow, Russian Federation

2. Scientific-Research Phototechnical Institute - Slavich, Ltd., Mendeleev sq. 2, bldg. 39-a, Pereslavl-Zalesskiy, Yaroslavl region, 152020, Russian Federation

Abstract

The comparative study for reduction of anthraquinone and alizarin with zinc dust and zinc amalgam was conducted. Both reactions gives 9,10-dihydroanthracene, 1,2,3,4-tetrahydroanthracene, and 1,2,3,4,4a,9,9a,10-octahydroanthracene mixtures as reaction products. No any hexahydroanthracene isomers were detected by GC-MS.

Keywords

Clemmensen reaction

Clemmensen reduction

zinc dust

zinc amalgam

anthraquinone

alizarin

dihydroanthracene

tetrahydroanthracene

hexahydroanthracene

octahydroanthracene

New Product of Pyromellitic Anhydride Condensation with 1,2-phenylenediamine

Unexpected Reduction of Ethyl 3-phenylquinoxaline-2-carboxylate 1,4-di-N-oxide Derivatives by Amines