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

Consider the following two acid-base reactions: OH OHI Based on what you know about the compounds and their acidity, which direction would you expect both of these reactions to proceed? Show your reasoning. A pKa table has been provided in case you need it. Functional group Example pka CHA -50 Alkane -35 Amine : NH3 Alkyne RH 25 Water HO-H 169 16 10 Protonated amines NH 10 5 Carboxylic acids OH Hydrochloric acid HCI A chemist intends to run the following reaction on the three substrates shown below: H₂O R-CI product room temp. Cl Cl (1) (2) (3) They find one will react quickly, one slowly, and one will not react at all. Which is which, and why? HINT: What is the reaction they're trying to do? Does that mechanism tell you anything about why something would be favored?

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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