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

An alkene with the molecular formula C10H18is treated with ozone and then with zinc and acetic acid. The only product isolated from these reactions is: What is the structure of the alkene? I O III OV O IV ΟΙ IV II V

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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