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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 掳C

Short Answer

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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鈥檚 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

How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?

d.CH3CH2CH2CH2NH2

Question: The reactions shown below are unlikely to occur as written. Tell what is wrong with each, and predict the actual product.

a.

Propose a mechanism for the following reaction, an important step in the laboratory synthesis of proteins:

Predict the product(s) for each elimination reaction below. In each case show the mechanism. What do the mechanisms have in common? Why?

a.

b.

c.

From which alkyl bromide was the following alkyl acetate made SN2 byreaction? Write the reaction, showing all stereochemistry.
See all solutions

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