Problem

a.  The cis and trans isomers of 1–bromo-4-tert-butylcyclohexane react at different rates...

a.  The cis and trans isomers of 1–bromo-4-tert-butylcyclohexane react at different rates with KOC(CH3)3 to afford the same mixture of enantiomers Aand B.Draw the structures of Aand B.

b.  Which isomer reacts faster with KOC(CH3)3? Offer an explanation for this difference in reactivity.


c.  Reaction of cis-1-bromo-4-tert-butylcyclohexane with NaOCH3 affords C as the major product, whereas reaction of trans-1 -bromo-4-tert-butylcyclohexane affords Das the major product. Draw the structures for C and D.


d.  The cis and trans isomers react at different rates with NaOCH3. Which isomer reacts faster? Offer an explanation for the difference in reactivity.


e.  Why are different products formed from these alkyl halides when two different aikoxides are used as reagents?

Step-by-Step Solution

Request Professional Solution

Request Solution!

We need at least 10 more requests to produce the solution.

0 / 10 have requested this problem solution

The more requests, the faster the answer.

Request! (Login Required)


All students who have requested the solution will be notified once they are available.
Add your Solution
Textbook Solutions and Answers Search