(a)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Alkyl tosylates undergo elimination reaction when they are allowed to react with strong nucleophilic base. The mechanism of the elimination reaction is
(b)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: The reaction of alcohols with halogen acids
(c)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Thiols react with
(d)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: The
(e)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Alkyl bromides are obtained by the reaction of
(f)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Alcohols are converted into alkyl tosylates by treatment with
(g)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: The opening of an
(h)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: The opening of an epoxide/ethylene oxide ring is regioselective either it takes place with a strong nucleophile
(i)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Ethers are the most common organic products of nucleophilic substitution reaction. They are prepared from alkyl halides and strong nucleophiles. The reaction proceeds through
(j)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Ethers react with strong acids, (only
In this reaction, both
(k)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Sulfides are prepared from thiols by the successive treatment of sodium hydride (a good base), and an alkyl halide. The mechanism of the reaction is
(l)
Interpretation: The product of the given reaction is to be drawn including stereochemistry if appropriate.
Concept introduction: Sulfide involves a nucleophilic sulfur atom. It reacts rapidly with unhindered alkyl halide to form corresponding sulfonium ion. The mechanism of the reaction is

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Chapter 9 Solutions
CNCT ORG CHEM 6 2020
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