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Chapter 5: Q. 75 E (page 148)

We’ll 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

Draw tetrahedral representations of the following molecules: S-2-chlorobutane

(R)- 3 - Chloro - 1 - pentene[H2C=CHCH(Cl)CH2CH3]

A 1.50 g sample of coniine, the toxic extract of poison hemlock, was dissolved in 10.0 mL of ethanol and placed in a sample cell with a 5.00 cm pathlength. The observed rotation at the sodium D line was 11.21°. Calculate [α]D for coniine.

What is the stereochemical configuration of the enantiomer of (2S,4R)-2,4-octanediol? (A diol is a compound with two-OH groups.)

On reaction with hydrogen gas by a platinum catalyst, ribose (Problem 5-54) is converted into ribitol. Is ribitol optically active or inactive? Explain.

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

(d)

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