(a) Interpretation: 2-methylbutane, pentane and 2,2-dimethylpropane should be arranged in increasing order of boiling point. Concept Introduction: The compound containing longest parent chain of carbon having high boiling point due to the bulkiness of the structure while the compound containing shortest parent chain of carbon having low boiling point. Moreover, straight chain has large surface area which increases the possibility of area of contact with other chain which results in higher Vander Waal forces between them and thus increases the boiling point. Thus, on increasing branching, due to decrease in surface area, boiling point decreases.

Question

Protecting Groups and Carbonyls 6) The synthesis generates allethrolone that exhibits high insect toxicity but low mammalian toxicity. They are used in pet shampoo, human lice shampoo, and industrial sprays for insects and mosquitos. Propose detailed mechanistic steps to generate the allethrolone label the different types of reagents (Grignard, acid/base protonation, acid/base deprotonation, reduction, oxidation, witting, aldol condensation, Robinson annulation, etc.) III + VI HS HS H+ CH,CH,Li III I II IV CI + P(Ph)3 V ༼ Hint: no strong base added VI S VII IX HO VIII -MgBr HgCl2,HgO HO. isomerization aqeuous solution H,SO, ༽༽༤༽༽ X MeOH Hint: enhances selectivity for reaction at the S X ☑

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Question

Chapter 11.9, Problem 11.8P

Interpretation Introduction

(a)

Interpretation:

2-methylbutane, pentane and 2,2-dimethylpropane should be arranged in increasing order of boiling point.

Concept Introduction:

The compound containing longest parent chain of carbon having high boiling point due to the bulkiness of the structure while the compound containing shortest parent chain of carbon having low boiling point.

Moreover, straight chain has large surface area which increases the possibility of area of contact with other chain which results in higher Vander Waal forces between them and thus increases the boiling point.

Thus, on increasing branching, due to decrease in surface area, boiling point decreases.

Interpretation Introduction

(b)

Interpretation:

3,3-dimethylheptane, nonane, 2,2,4-trimethylhexane should be arranged according to increasing boiling point.

Concept Introduction:

The compound containing longest parent chain of carbon having high boiling point due to the bulkiness of the structure while the compound containing shortest parent chain of carbon having low boiling point.

Moreover, straight chain has large surface area which increases the possibility of area of contact with other chain which results in higher Vander Waal forces between them and thus increases the boiling point. Thus, on increasing branching, due to decrease in surface area, boiling point decreases.

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