Compound A has molecular formula C5H10. Hydroboration-oxidation of compound A produces a pair of enantiomers, compounds B and C. When treated with HBr, compound A is converted into compound D, which is a tertiary alkyl bromide. When treated with 03 followed by DMS, compound A is converted into compounds E and F. Compound E has three carbon atoms, while compound F has only two carbon atoms. Identify the structures of compounds A, B, C, D, E, and F. 08.38A Draw compound A:

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
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Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...
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Compound A has molecular formula C5H10. Hydroboration-oxidation of compound A produces a pair of enantiomers, compounds B
and C. When treated with HBr, compound A is converted into compound D, which is a tertiary alkyl bromide. When treated with 03
followed by DMS, compound A is converted into compounds E and F. Compound E has three carbon atoms, while compound F has only
two carbon atoms. Identify the structures of compounds A, B, C, D, E, and F.
08.38A
Draw compound A:
Transcribed Image Text:Compound A has molecular formula C5H10. Hydroboration-oxidation of compound A produces a pair of enantiomers, compounds B and C. When treated with HBr, compound A is converted into compound D, which is a tertiary alkyl bromide. When treated with 03 followed by DMS, compound A is converted into compounds E and F. Compound E has three carbon atoms, while compound F has only two carbon atoms. Identify the structures of compounds A, B, C, D, E, and F. 08.38A Draw compound A:
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