Chapter 17: Q30E (page 567)
The conversion of 3° alcohols into 3° alkyl halides under acidic conditions involves two cationic intermediates. For each reaction, draw the complete mechanism using curved arrows.
Chapter 17: Q30E (page 567)
The conversion of 3° alcohols into 3° alkyl halides under acidic conditions involves two cationic intermediates. For each reaction, draw the complete mechanism using curved arrows.
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Get started for freeCompound A, , undergoes reaction with dilute at to yield a mixture of two alkenes, . The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid. Write the reactions involved, and identify A and B.
Question:Acid-catalyzed dehydration of 2,2-dimethylcyclohexanol yields a mixture of 1,2-methylcyclohexane and isopropylidenecyclopentane. Propose a mechanism to account for the formation of both products.
How would you synthesize the following alcohols, starting with benzene and other alcohols of six or fewer carbons as your only organic reagents?
(a)
(b)
(c)
(d)
Named bombykol, the sex pheromone secreted by the female silkworm
moth has the formula C16H28O and the systematic name (10E,12Z)-
10,12-hexadecadien-1-ol. Draw bombykol, showing the correct geometry
for the two double bonds.
A problem often encountered in the oxidation of primary alcohols to acids is that esters are sometimes produced as by-products. For example, oxidation of ethanol yields acetic acid and ethyl acetate:
Propose a mechanism to account for the formation of ethyl acetate. Take into account the reversible reaction between aldehydes and alcohols:
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