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Chapter 12: Q48E (page 354)

Rank the double bonds below in terms of increasing stability:

Short Answer

Expert verified

The stability of alkenes depends on the substituents of the alkene. More substituted alkenes are more stable than less substituted alkenes.

Step by step solution

01

Stability of alkene

The stability of alkenes depends on the substituents of the alkene. More substituted alkenes are more stable than less substituted alkenes.

02

Identification of stability of alkene

We can compare the stability of alkene by the number of substitution present in the alkene. The alkene with the highest number of substituents will be the most stable. Therefore, the tetra-substituted alkene will be the most stable alkene followed by the tri-substituted alkene and lastly the di-substituted alkene.

03

Identification of stability of alkene

We can compare the stability of alkene by the number of substitution present in the alkene. The alkene with the highest number of substituents will be the most stable. Therefore, the tetra-substituted alkene will be the most stable alkene followed by the tri-substituted alkene and lastly the di-substituted alkene.

04

Identification of stability of alkene

We can compare the stability of alkene by the number of substitution present in the alkene. The alkene with the highest number of substituents will be most stable. Therefore, the most stable alkene will be the tri-substituted alkene, followed by di-substituted alkene and lastly the mono-substituted alkene.

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Aprobarbital, a barbiturate once used in treating insomnia, is synthesized in three steps from diethyl malonate. Show how you would synthesize the necessary dialkylated intermediate, and then propose a mechanism for the reaction of this intermediate with urea to give aprobarbital.

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Beginning with acetylene and any alkyl halide needed, how would you synthesize the following compounds?

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(b)

(c)

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The Favorskii reactioninvolves the treatment of an -bromo ketone with a base to yield a ring-contracted product. For example, the reaction of 2-bromocyclohexanone with aqueous NaOH yields cyclopentanecarboxylic acid. Propose a mechanism.
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