To find out which reduction reaction can be used to carry out the transformation among the Wolff-kishner, Clemmensen, or Raney-nickel. Concept introduction: The Wolff-Kishner reduction is used to convert the carbonyl (C=O) group of a ketone or aldehyde into a CH 2 group. The Clemmensen reduction is also used to reduce the C=O group of a ketone or aldehyde. The Raney-nickel reduction is used to reduce the carbonyl group of a ketone or aldehyde to a methylene group. The Wolff-Kishner reduction should be avoided if there is a functional group present that is susceptible to reaction under basic conditions or with strong nucleophiles. The Raney-nickel reduction should be avoided if there is a functional group present that is susceptible to reaction with nucleophilic thiols or with H 2 in the presence of a metal catalyst.

Question

Want to see the full answer?

Answer 1

Question

Chapter 19, Problem 19.13P

Interpretation Introduction

Interpretation:

To find out which reduction reaction can be used to carry out the transformation among the Wolff-kishner, Clemmensen, or Raney-nickel.

Concept introduction:

The Wolff-Kishner reduction is used to convert the carbonyl (C=O) group of a ketone or aldehyde into a CH₂ group. The Clemmensen reduction is also used to reduce the C=O group of a ketone or aldehyde. The Raney-nickel reduction is used to reduce the carbonyl group of a ketone or aldehyde to a methylene group. The Wolff-Kishner reduction should be avoided if there is a functional group present that is susceptible to reaction under basic conditions or with strong nucleophiles. The Raney-nickel reduction should be avoided if there is a functional group present that is susceptible to reaction with nucleophilic thiols or with H₂ in the presence of a metal catalyst.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Using the graphs could you help me explain the answers. I assumed that both graphs are proportional to the inverse of time, I think. Could you please help me.

Synthesis of Dibenzalacetone [References] Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the enone below. Question 1 1 pt Question 2 1 pt Question 3 1 pt H Question 4 1 pt Question 5 1 pt Question 6 1 pt Question 7 1pt Question 8 1 pt Progress: 7/8 items Que Feb 24 at You do not have to consider stereochemistry. . Draw the enolate ion in its carbanion form. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. ⚫ Separate multiple reactants using the + sign from the drop-down menu. ? 4

Shown below is the mechanism presented for the formation of biasplatin in reference 1 from the Background and Experiment document. The amounts used of each reactant are shown. Either draw or describe a better alternative to this mechanism. (Note that the first step represents two steps combined and the proton loss is not even shown; fixing these is not the desired improvement.) (Hints: The first step is correct, the second step is not; and the amount of the anhydride is in large excess to serve a purpose.)