Chapter 7: Q49P (page 390)
Predict the products of E1 elimination of the following compounds. Label the major products

Short Answer
(a) 
(b) 
(c)
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Chapter 7: Q49P (page 390)
Predict the products of E1 elimination of the following compounds. Label the major products

(a) 
(b) 
(c)
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For each reaction, decide whether substitution or elimination (or both) is possible, and predict the product you expect. Label the major products.
(a) 1 - bromo - 1 - methylcyclohexane + NaOH in acetone
(b) 1 - bromo - 1 - methylcyclohexane + triethylamine (Et3N:)
(c) chlorocyclohexane + NaOCH3 in CH3OH
(d) chlorocyclohexane + NaOC(CH3) in (CH3)3COH
Give the substitution and elimination products you would expect from the following reactions.
Propose mechanisms for the following reactions.


A double bond in a six-membered ring is usually more stable in an endocyclic position than in an exocyclic position. Hydrogenation data on two pairs of compounds follow. One pair suggests that the energy difference between endocyclic and exocyclic double bonds is about
9 KJ/mol. The other pair suggests an energy difference of about
5 KJ/mol. Which number do you trust as being more representative of the actual energy difference? Explain you answer.

Propose mechanisms to account for the observed products in the following reactions. In some cases, more products are formed, but you only need to account for the ones shown here.

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