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Chapter 5: Q. 75 E (page 148)

We鈥檒l see in Chapter 11 that alkyl halides react with hydrosulfide ion () to give a product whose stereochemistry is inverted from that of the reactant.

Short Answer

Expert verified

Stereochemistry of obtained product is R.

Step by step solution

01

reaction

In reaction, one bond gets broken and another bond is formed simultaneously. This is a bimolecularand a single-step reaction. The rate of this reaction depends on the concentration of the reactant as well as the product. In this reaction, stereochemistry of the product is inverted.

02

Reaction of (S)-2-Bromobutane with

This is a reaction.in this reaction,attacks from the backside of bromine and we get a product with inverted stereochemistry. The reaction proceeds as follows.

This reaction is completed in a single step.bond forms and bond break simultaneously. So, the stereochemistry of obtaining product 2-butanethiol is R.

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Most popular questions from this chapter

Which, if any, of the following structures represent meso compounds? (Blue = N, green = Cl.)

Ketones react with sodium acetylide (the sodium salt of acetylene,Na+-:C鈮�CH) to give alcohols. For example, the reaction of sodium acetylide with 2-butanone yields 3-methyl-1-pentyn-3-ol

(a)Is the product chiral?

(b)Assuming that the reaction takes place with equal likelihood from both Reand Sifaces of the carbonyl group, is the product optically active? Explain.

Question:Which of the following molecules are chiral? Identify the chirality center(s) in each.

(a)

Coniine

(poison hemlock)

(b)

Menthol

(flavoring agent)

(c)

Dextromethorphan

(cough suppressant)

Q 31 Which of the following objects are chiral?

(a) A basketball

(b) A fork

(c) A wine glass

(d) A golf club

(e) A spiral staircase

(f) A snowflake

Cis-1,2-Dimethylcyclohexane is optically inactive even though it has two chirality centers. Explain.
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