The structural formulas for the two most stable enol isomers of the given β- dicarbonyl compounds that show an intramolecular hydrogen bond is to be stated. Concept Introduction: > Enol refers to an intermediate structure that consists of an alkene group connected with a hydroxyl group at one end of its double bond. > In keto-enol tautomerism, the hydrogen atom that is connected to the α carbon atom is transferred to the carbonyl oxygen atom. > Hydrogen bonding can be of two types; one is intramolecular hydrogen bonding occurs within the molecule and second is intermolecular hydrogen bondingoccurs between different two molecules.

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 ☑

Answer 1

Question

Chapter 21.1, Problem 2P

Interpretation Introduction

Interpretation:

The structural formulas for the two most stable enol isomers of the given β- dicarbonyl compounds that show an intramolecular hydrogen bond is to be stated.

Concept Introduction:
>
Enol refers to an intermediate structure that consists of an alkene group connected with a hydroxyl group at one end of its double bond.
>
In keto-enol tautomerism, the hydrogen atom that is connected to the α carbon atom is transferred to the carbonyl oxygen atom.
>
Hydrogen bonding can be of two types; one is intramolecular hydrogen bonding occurs within the molecule and second is intermolecular hydrogen bondingoccurs between different two molecules.

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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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