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Chapter 11: Q49dE (page 350)

Question: Propose structures for compounds that fit the following descriptions:

(d) An alcohol that reacts rapidly with HCl at 0 °C

Short Answer

Expert verified

Answer:

Step by step solution

01

SN2 reaction

It is a nucleophilic substitution reaction in which an old bond is broken, and a new bond is formed. Both processes co-occur. Hence, it’s a single-step reaction.

The two reacting species are involved in the rate-determining steps.

02

Nucleophile

Nucleophiles are the negatively charged ions or the neutral species having the lone pair of electrons ready for bonding.

03

Reaction to alcohol

When an alkyl halide reacts with alcohol, it undergoes a substitution reaction because halides are more nucleophilic. The reaction occurs fast with tertiary alcohol because they are bulky; hence, substitution occurs quickly.

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Most popular questions from this chapter

Question:What products would you expect from the reaction of 1-bromopropane with each of the following?

(c) NaI

Ethers can often be prepared by SN2 reaction of alkoxide ions,RO- ,with alkyl halides. Suppose you wanted to prepare cyclohexyl methylether. Which of the two possible routes shown below would youchoose? Explain.

Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on E2elimination. Make sure you indicate the stereochemistry.

Question: Ignoring double-bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? Which product will be the major product in each case?

Rank the following compounds in order of their expected reactivity toward SN2reaction:

CH3Br,CH3OTos,CH33CCl,CH32CHCl
See all solutions

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