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Chapter 12: PROBLEM 12.14 (page 467)

Question: Draw the products of each reaction

a.

b.

Short Answer

Expert verified

Answer

a.

b.

Step by step solution

01

Reduction of sigma bonds with LiAlH4

LiAlH4 is used for the reduction of alkyl halide or epoxide. It donates H- ions which replaces the X- ions in alkyl halide.

The reaction follows SN2 mechanism; hence it completes in a single step only. In epoxides, the H- ion attack on less substituted carbon.

02

Action of  LiAlH4

a. A hydrogen atom substitutes chlorine.


Reduction of alkyl halide

b. Hydrogen is substituted, and the C-O bond is broken.

Reduction of epoxide

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Most popular questions from this chapter

Question: Oximene and myrcene, two hydrocarbons isolated from alfalfa that have the molecular formula C10H16, both yield 2,6-dimethyloctane when treated with H2and a Pd catalyst. Ozonolysis of oximene forms (CH3)2C=O, CH2=O, CH2(CHO)2and CH3COCHO. Ozonolysis of myrcene yields (CH3)2CO, CH2=O(two equiv), and HCOCH2CH2COCHO. Identify the structures of oximene and myrcene.

Question: What alkene or alkyne yields each set of products after oxidative cleavage with ozone?

a.

b.

c.

d.

Question: Draw the compounds formed when triacylglycerol A is treated with each reagent, forming compounds B and C. Rank A, B, and C in order of increasing melting point.

A.

a. (excess), Pd-C (Compound B)

b. (1 equiv), Pd-C (Compound C)

Question: What alkyne (or diyne) yields each set of oxidative cleavage products?

a.

b.

c.

d.

Question: Draw a stepwise mechanism for the following reaction.
See all solutions

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