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Chapter 11: Q.52E (page 350)

Question: Predict the major alkene product of the following E1 reaction:

Short Answer

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Answer

Step by step solution

01

E1 reaction

E1 reaction is a substitution nucleophilic unimolecular reaction. It follows first-order kinetics with respect to the substrate.

In the E1 reaction, the deprotonation of hydrogen occurs leading to the formation of carbocation which forms the alkene.

02

Formation of product

In the E1 reaction the deprotonation of hydrogen occur lead to the formation of carbocation which forms the alkene by the removal of the halide (Br) as shown as one of the major product:

Formation of Major Product

It also leads to the formation of minor products like:

Possible Products

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Most popular questions from this chapter

Question: Arrange the carbocations below in order of increasing stability.

a.

Methyl esters (RCO2CH3) undergo a cleavage reaction to yield carboxylate ions plus iodomethane on heating with LiI in dimethylformamide:

The following evidence has been obtained: (1) The reaction occurs much faster in DMF than in ethanol. (2) The corresponding ethyl ester (RCO2CH2CH3) cleaves approximately 10 times more slowly than the methyl ester. Propose a mechanism for the reaction. What other kinds of experimental evidence could you gather to support your hypothesis?

Question: Arrange the carbocations below, in order of increasing stability.

c.

Question: Review the mechanism of geraniol biosynthesis shown in Figure 11-15, and propose a mechanism for the biosynthesis of limonene from linalyl diphosphate.

(S)-2-Butanol slowly racemizes on standing in dilute sulfuric acid. Explain.
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