organic chemistry--please help me!!!

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Give equations to show how sulfuric acid can convert 4-methylcyclohexene into a mixture of four isomeric c7H12 compounds(including starting material). Predict the relative amounts of each isomer.

  • organic chemistry--please help me!!! -

    This is related to an interesting reaction that has been popular as a lab practical experiment in various forms for the last 20+ years.

    Addition reaction of the acid with the alkene will produce 4 methylcyclohexanol and 3 methyl cyclohexanol, both as cis/trans mixtures. These can then be dehydrated to form a mixture of 4 alkenes:

    4-methylcyclohexene
    3-methylcyclohexene
    1-methylcyclohexene
    and methylenecyclohexane

    (ignoring the optical isomers of 4-methylcyclohexene and
    3-methylcyclohexene)

    Further information and the structures are here:

    http://ochemonline.pbwiki.com/f/Dehydration_Blog.doc

  • organic chemistry--please help me!!! -

    futo

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