a) Interpretation: The structure of the alkene that yields (CH 3 ) 2 C=O + H 2 C=O as products when treated with ozone followed by treatment with Zn is to be given. Concept introduction: Ozone adds to the double bond in alkenes to produce compounds called ozonides. The ozonides upon immediate treatment with Zn and acetic acid yield carbonyl compounds. Each carbon in the double bond cleaved gets attached to an oxygen atom. Hence the carbons that contain oxygen atom in the products are bonded through a double bond in the alkene. To give: The structure of the alkene that yields (CH 3 ) 2 C=O + H 2 C=O as products when treated with ozone followed by treatment with Zn.

Question

5. Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two alkenes, C 10H 16. The major alkene B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid. Which of the following reactions are correct.

Answer 1

Question

Chapter 8.8, Problem 16P

Interpretation Introduction

a)

Interpretation:

The structure of the alkene that yields (CH₃)₂C=O + H₂C=O as products when treated with ozone followed by treatment with Zn is to be given.

Concept introduction:

Ozone adds to the double bond in alkenes to produce compounds called ozonides. The ozonides upon immediate treatment with Zn and acetic acid yield carbonyl compounds. Each carbon in the double bond cleaved gets attached to an oxygen atom. Hence the carbons that contain oxygen atom in the products are bonded through a double bond in the alkene.

To give:

The structure of the alkene that yields (CH₃)₂C=O + H₂C=O as products when treated with ozone followed by treatment with Zn.

Interpretation Introduction

b)

Interpretation:

The structure of the alkene that yields 2 equivalents of CH₃CH₂CH=O as products when treated with ozone followed by treatment with Zn is to be given.

Concept introduction:

Ozone adds to the double bond in alkenes to produce compounds called ozonides. The ozonides upon immediate treatment with Zn and acetic acid yield carbonyl compounds. Each carbon in the double bond cleaved gets attached to an oxygen atom. Hence the alkene should contain the carbons that contain oxygen atom in the products in a doubly bond.

To give:

The structure of the alkene that yields 2 equivalents of CH₃CH₂CH=O as products when treated with ozone followed by treatment with Zn.

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