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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When 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsev product predominates.
Predict the elimination products of the following reactions and label the major products.
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
When the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated with sodium methoxide, no E2 reaction is observed. Explain why this compound cannot undergo the E2 reaction in the chair conformation.

Determine the number of elements of unsaturation in the molecular formula C3H4. Give all three possible structures having this formula. Remember that
a double bond = one element of unsaturation
a ring = one element of unsaturation
a triple bond = two elements of unsaturation
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