Organic Chemistry Question

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xjoey20x

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The answers are 5) A and 6)C

I am confused why #5 would be A considering KOH isn't a bulky base. I thought it would produce the Zaitsev product.

#6 I am not sure how it moved over a whole C-C bond unless there was hydrogen rearrangement occurring.

Thanks for any help you guys can provide 😀
f5c5f02fc9828200674ca166592158db.png
 
Hmm. Answers are wrongly reported. More substituted alkenes are more stable and likely to be formed as major products.
 
I agree that #5 is wrong. Exceptions to to the Zaitsev rule include the use of strong, bulky bases - not KOH.
Ch 5: Dehydrohalogenation

#6 is also very wrong, suggesting a rearrangement occurred to create a less substituted product.

Sorry - not sure what source you are using but it should have been more carefully error-checked.

Alicia
 
The answers are 5) A and 6)C

I am confused why #5 would be A considering KOH isn't a bulky base. I thought it would produce the Zaitsev product.

#6 I am not sure how it moved over a whole C-C bond unless there was hydrogen rearrangement occurring.

Thanks for any help you guys can provide 😀
f5c5f02fc9828200674ca166592158db.png

First let’s do #5. I have done this reaction MANY times in my lab,,,,,we would get B. The Zaitsev predominates in about 75% yield. It is a simple E2 reaction. Now....let’s do #6.....LOL,,,,,you can’t miss on this one........Answer is D.....the molecule is symmetrical,,,,,,and the reaction is by E2 again ,,,,,thus no rearrangements.


Hope this helps


Dr Romano
 
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