Chapter 9: Problem 35
Account for the relative rates of solvolysis of these compounds in aqueous acetic acid.
Chapter 9: Problem 35
Account for the relative rates of solvolysis of these compounds in aqueous acetic acid.
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Get started for freeTreatment of 1-aminoadamantane, \(\mathrm{C}_{10} \mathrm{H}_{17} \mathrm{~N}\),
with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base,
\(R_{3} N\), involves two successive \(S_{N} 2\) reactions and gives compound \(A\).
Propose a structural formula for compound \(A\).
Treatment of the following stereoisomer of 1-bromo-1,2-diphenylpropane with sodium ethoxide in ethanol gives a single stereoisomer of 1,2 -diphenylpropene. Predict whether the product has the \(E\) configuration or the \(Z\) configuration.
\- Using your roadmap as a guide, show how to convert cyclohexane into racemic 3-bromocyclohexene. Show all reagents and all molecules synthesized along the way.
The reaction of bromomethane with azide ion \(\left(\mathrm{N}_{3}{ }^{-}\right)\)in methanol is a typical \(\mathrm{S}_{\mathrm{N}} 2\) reaction. What happens to the rate of the reaction if \(\left[\mathrm{N}_{3}{ }^{-}\right]\)is doubled?
1-Chloro-4-isopropylcyclohexane exists as two stereoisomers: one cis and one
trans. Treatment of either isomer with sodium ethoxide in ethanol gives 4
-isopropylcyclohexene by an E2 reaction.
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