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  2. Benzene - Wikipedia

    en.wikipedia.org/wiki/Benzene

    As benzene is ubiquitous in gasoline and hydrocarbon fuels that are in use everywhere, human exposure to benzene is a global health problem. Benzene targets the liver, kidney, lung, heart and brain and can cause DNA strand breaks and chromosomal damage, hence is teratogenic and mutagenic. Benzene causes cancer in animals including humans.

  3. Buchner ring expansion - Wikipedia

    en.wikipedia.org/wiki/Buchner_ring_expansion

    The Buchner ring expansion reaction was first used in 1885 by Eduard Buchner and Theodor Curtius [1] [2] who prepared a carbene from ethyl diazoacetate for addition to benzene using both thermal and photochemical pathways in the synthesis of cycloheptatriene derivatives. The resulting product was a mixture of four isomeric carboxylic acids ...

  4. Friedel–Crafts reaction - Wikipedia

    en.wikipedia.org/wiki/Friedel–Crafts_reaction

    Thus, synthesis of benzaldehyde through the Friedel–Crafts pathway requires that formyl chloride be synthesized in situ. This is accomplished by the Gattermann-Koch reaction , accomplished by treating benzene with carbon monoxide and hydrogen chloride under high pressure, catalyzed by a mixture of aluminium chloride and cuprous chloride .

  5. Alkyne trimerisation - Wikipedia

    en.wikipedia.org/wiki/Alkyne_trimerisation

    An alkyne trimerisation is a [2+2+2] cycloaddition reaction in which three alkyne units (C≡C) react to form a benzene ring. The reaction requires a metal catalyst. The process is of historic interest as well as being applicable to organic synthesis. [1] Being a cycloaddition reaction, it has high atom economy.

  6. Bergman cyclization - Wikipedia

    en.wikipedia.org/wiki/Bergman_cyclization

    The reaction product is a derivative of benzene. Scheme 1. Bergman cyclization. The reaction proceeds by a thermal reaction or pyrolysis (above 200 °C) forming a short-lived and very reactive para-benzyne biradical species. It will react with any hydrogen donor such as 1,4-cyclohexadiene which converts to benzene.

  7. Wulff–Dötz reaction - Wikipedia

    en.wikipedia.org/wiki/Wulff–Dötz_reaction

    The half-sandwich complex in the Dötz reaction can be demetallated to give corresponding aryl product, or it could be further employed for a nucleophilic addition to aromatic system strategy for synthesis of fully-substituted benzene ring. [14] The Dötz reaction has been employed in the syntheses of natural products, as illustrated below. [15 ...

  8. Nucleophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_aromatic...

    The mechanism of S N 2 reaction does not occur due to steric hindrance of the benzene ring. In order to attack the C atom, the nucleophile must approach in line with the C-LG (leaving group) bond from the back, where the benzene ring lies. It follows the general rule for which S N 2 reactions occur only at a tetrahedral carbon atom.

  9. Birch reduction - Wikipedia

    en.wikipedia.org/wiki/Birch_reduction

    Birch reduction of benzene, also available in animated form. The reaction is known to be third order – first order in the aromatic, first order in the alkali metal, and first order in the alcohol. [4] This requires that the rate-limiting step be the conversion of radical anion B to the cyclohexadienyl radical C. Birch reduction of anisole.