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trppamy1 trppamy1
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9 years ago
Compound A, C12H22O, undergoes reaction with dilute H2SO4 at 50°C to yield a mixture of two alkenes, B and C, C12H20. The major alkene product, B, gives only cyclohexanone after ozone treatment followed by reduction with zinc in acetic acid. Draw the structure of the minor alkene product, compound C.
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wrote...
9 years ago
Structure A is
....H2
.....C-CH2
...../....\
H2C....C(OH)-Cy
.....\..../
.....C-CH2
.....H2

where Cy stands for cyclohexane. Upon dehydration from reaction with sulfuric acid you get a double bond between the two cyclohexyl groups and also:

....H2
.....C-CH2
...../....\
H2C....C-Cy
.....\....//
.....C-CH2
.....H2

which is the minor olefin product.
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