Asked by Vivian
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.
Answers
Answered by
Dr Russ
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
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
Answered by
ewq
futo
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