Question: Draw the products formed when each diene is treated with O3 followed by CH3SCH3.a.b.c.

PROBLEM 12.21 - Organic Chemistry

PROBLEM 12.21

Question

Question: Draw the products formed when each diene is treated with O₃ followed by CH₃SCH₃.

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Answer

1Oxidative cleavage of alkenes

The oxidative cleavage of alkenes is also known as ozonolysis. The double bonds of alkene are cleaved to form aldehydes or ketone. The general reaction scheme is given below:

Oxidation cleavage of alkenes

2Ozonolysis using O 3 / CH 3 SCH 3

The ozone reacts with the alkene to form an unstable intermediate that is known as molozonide. This intermediate is converted to carbonyl compounds using the reagent dimethyl sulphide.

3Determining the products

The given compounds are treated with ozone and dimethyl sulohide to give the following products:

Ozonolysis of alkene

PROBLEM 12.20

PROBLEM 12.22

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PROBLEM 12.19

Question: Draw the products formed when each alkene is treated with O3 followed by Zn, H2O.a.b.c.

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PROBLEM 12.20

Question: What alkene yields each set of oxidative cleavage products?a. b.

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PROBLEM 12.22

Question: Draw the products formed when each alkyne is treated with O3 followed by H2O . a.b.c.

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PROBLEM 12.23

Question: What alkyne (or diyne) yields each set of oxidative cleavage products?a.b.c.d.

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