The effect of addition of Lewis acid B F 3 before the reduction of S-ethyl thiobenzoate (A) is to be explained. Concept introduction: The lithium aluminum hydride reduces the thioacetate to thiol similar to ester reduction. If the reduction of thioacetate carried out by addition of Lewis acid B F 3 it gives cyclohexyl ethyl sulfide due to formation of tetrahedral intermediate having oxygen-boron bond.

Question

Want to see the full answer?

Answer 1

Question

Chapter 25, Problem 25.26AP

Interpretation Introduction

Interpretation:

The effect of addition of Lewis acid BF3 before the reduction of S-ethyl thiobenzoate (A) is to be explained.

Concept introduction:

The lithium aluminum hydride reduces the thioacetate to thiol similar to ester reduction. If the reduction of thioacetate carried out by addition of Lewis acid BF3 it gives cyclohexyl ethyl sulfide due to formation of tetrahedral intermediate having oxygen-boron bond.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Q1: For each molecule, assign each stereocenter as R or S. Circle the meso compounds. Label each compound as chiral or achiral. OH HO CI Br H CI CI Br CI CI Xf x f g Br D OH Br Br H₂N R. IN Ill I -N S OMe D II H CO₂H 1/111 DuckDuckG

These are synthesis questions. You need to show how the starting material can be converted into the product(s) shown. You may use any reactions we have learned. Show all the reagents you need. Show each molecule synthesized along the way and be sure to pay attention to the regiochemistry and stereochemistry preferences for each reaction. If a racemic molecule is made along the way, you need to draw both enantiomers and label the mixture as "racemic". All of the carbon atoms of the products must come from the starting material! ? H H

Q5: Draw every stereoisomer for 1-bromo-2-chloro-1,2-difluorocyclopentane. Clearly show stereochemistry by drawing the wedge-and-dashed bonds. Describe the relationship between each pair of the stereoisomers you have drawn.