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Benzoquinone

  1. K. Thomas Finley

Published Online: 15 APR 2006

DOI: 10.1002/14356007.a03_571.pub2

Ullmann's Encyclopedia of Industrial Chemistry

Ullmann's Encyclopedia of Industrial Chemistry

How to Cite

Finley, K. T. 2006. Benzoquinone. Ullmann's Encyclopedia of Industrial Chemistry. .

Author Information

  1. State University of New York, Brockport, New York, United States

Publication History

  1. Published Online: 15 APR 2006

Chemistry Terms

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Abstract

Benzoquinones, possessing two α,β-unsaturated carbonyl groups in a six-carbon atom ring, represent a uniquely important synthetic unit. Their centrality in the preparation of such important commercial substances as dyes and pharmaceuticals has resulted in extensive study of a variety of synthons. In living matter benzoquinones are ubiquitous and vital to human metabolism. Quinones are of special interest to biochemists and to both synthetic and theoretical organic chemists. The types of reactions most often reported are: nucleophilic addition, photochemical, cycloaddition, electrophilic addition, radical alkylation, electrochemical, oxidation, and nucleophilic substitution. The synthesis of quinones is usually accomplished through oxidation of phenols or anilines. A wide variety of oxidants has been used, but quinones of higher oxidation potential are often the reagent of choice. Quinones of low molecular weight should be treated with care in their storage and handling. The literature reviewed is through August, 2005.

The article contains sections titled:

1.Introduction
2.Physical Properties
3.Chemical Properties
4.Production of 1,4-Benzoquinone
5.Uses
6.Toxicology

Featured Compounds

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  1. 1 - 11
Compound 9
Molecular Weight:264.297
Molecular Formula:C13H12O4S
InChIKey:XNDLYNCUKYXHBL-UHFFFAOYSA-N
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Compound 8
Molecular Weight:264.297
Molecular Formula:C13H12O4S
InChIKey:ZLRHPVWVLZMDAJ-UHFFFAOYSA-N
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Compound 3
Molecular Weight:122.1213
Molecular Formula:C7H6O2
InChIKey:VTWDKFNVVLAELH-UHFFFAOYSA-N
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Compound 2
Molecular Weight:108.0948
Molecular Formula:C6H4O2
InChIKey:WOAHJDHKFWSLKE-UHFFFAOYSA-N
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Compound 5
Molecular Weight:227.004
Molecular Formula:C8Cl2N2O2
InChIKey:HZNVUJQVZSTENZ-UHFFFAOYSA-N
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Compound 11
Molecular Weight:415.418
Molecular Formula:C16H21N3O8S
InChIKey:PBSYQNUIZQXWAE-UWVGGRQHSA-N
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Compound 1
Molecular Weight:108.0948
Molecular Formula:C6H4O2
InChIKey:AZQWKYJCGOJGHM-UHFFFAOYSA-N
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Compound 10
Molecular Weight:307.323
Molecular Formula:C10H17N3O6S
InChIKey:RWSXRVCMGQZWBV-WDSKDSINSA-N
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Compound 7
Molecular Weight:164.2011
Molecular Formula:C10H12O2
InChIKey:KEQHJBNSCLWCAE-UHFFFAOYSA-N
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Compound 4
Molecular Weight:245.875
Molecular Formula:C6Cl4O2
InChIKey:UGNWTBMOAKPKBL-UHFFFAOYSA-N
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Compound 6
Molecular Weight:208.984
Molecular Formula:C6H2Cl2O4
InChIKey:IPPWILKGXFOXHO-UHFFFAOYSA-N
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  1. 1 - 11