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Products >> 1,4-Benzoquinone

1,4-Benzoquinone

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Description
Product Name: 1,4-Benzoquinone
Supply Ability: 8000 mt
Related proudcts 106-51-4, benzoquinone, 1,4-dioxybenzene,
Specifications 99%min
Price Term: FOB/CIF/CFR
Port of loading: ANY PORT IN CHINA
Minimum Order 1 KG
Unit Price:


1,4-Benzoquinone, commonly known as para-quinone, is a chemical compound with the formula C6H4O2. In a pure state, it forms bright-yellow crystals with a characteristic irritating odor, resembling that of chlorine, bleach, and hot plastic. This six-membered ring compound is the oxidized derivative of 1,4-hydroquinone. The molecule is multifunctional: it exhibits properties of a ketone, forming an oxime; an oxidant, forming the dihydroxy derivative; and an alkene, undergoing addition reactions, especially those typical for ¦Á,¦Â-unsaturated ketones. 1,4-Benzoquinone is sensitive toward both strong mineral acids and alkali, which cause condensation and decomposition of the compound.
Industrial routes
1,4-Benzoquinone is prepared by oxidation of diisopropylbenzene via a reaction related to the Hock rearrangement:
C6H4(CHMe2)2 + 3 O2 ¡ú C6H4O2 + 2 OCMe2 + H2O
The reaction proceeds via the bis(hydroperoxide). Acetone is a coproduct.
Another major process involves the direct hydroxylation of phenol by acidic hydrogen peroxide: C6H5OH + H2O2 ¡ú C6H4(OH)2 + H2O Both hydroquinone and catechol are produced. Subsequent oxidation of the hydroquinone gives the quinone.
Quinone was originally prepared industrially by oxidation of aniline, for example by manganese dioxide.This method is mainly practiced in PRC where environmental regulations are more relaxed.
Applications
Quinone is mainly used as a precursor to hydroquinone, which is used in photography and rubber manufacture as a reducing agent and antioxidant.
Organic synthesis
It is used as a hydrogen acceptor and oxidant in organic synthesis. 1,4-Benzoquinone serves as a dehydrogenation reagent. It is also used as a dienophile in Diels Alder reactions.
Benzoquinone reacts with acetic anhydride and sulfuric acid to give the triacetate of hydroxyquinol. This reaction is called the Thiele-Winter reaction after Johannes Thiele, who first described it in 1898, and after Ernst Winter, who further described its reaction mechanism in 1900. An application is found in t

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