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Chapter 9: Q33. (page 366)

Question: Draw the product of each reaction.

a.

b.

Short Answer

Expert verified

Answer

a.

b.

Step by step solution

01

Step-by-Step Solution Step 1: Reaction of thiols

Several reactions shown by hydroxyl compounds are also shown by thiols. Thioethers are generated when thiols are subjected to alkylation.

02

Product of reaction a

The treatment of thiols with sodium hydride and an alkyl halide leads to the formation of sulfide. This reaction follows the SN2mechanism and is analogous to Williamson ether synthesis. The reaction is given as follows.

Product of reaction a

03

Product of reaction b

Sulfides possess a nucleophilic sulfur atom. The unhindered alkyl halide given below combines with the sulfur atom, leading to the creation of the sulfonium ion. This is a single-step reaction having the SN2mechanism.

Product of reaction b

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Most popular questions from this chapter

Question: Draw the products formed when each alcohol undergoes dehydration with TsOH , and label the major product when a mixture results.

a.

b.

c.

Question: Give the structure corresponding to each name.

a. trans-2-methylcyclohexanol

b. 2, 3, 3-trimethylbutan-2-ol

c. 6-sec-butyl-7, 7-diethyldecan-4-ol

d. 3-chloropropane-1, 2-diol

e. 1, 2-epoxy-1, 3, 3-trimethylcyclohexane

f. 1-ethoxy-3-ethylheptane

g. (2R,3S)-3-isopropylhexan-2-ol

h. (S)-2-ethoxy-1, 1-dimethylcyclopentane

i. 4-ethylheptane-3-thiol

j. 1-isopropylthio-2-methylcyclohexane

Question: Draw the products formed when (S)-butan-2-ol is treated with TsCl and pyridine, followed by NaOH. Label the stereogenic center in each compound as R or S. What is the stereochemical relationship between the starting alcohol and the final product?

Question: Draw a stepwise, detailed mechanism for the following reaction.

Question: Draw the products of each reaction.

a.

b.

c.

d.

See all solutions

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