The structure of the alkyne that undergoes oxidative cleavage to give adipic acid and two equivalents of acetic acid. Interpretation: The structure of the alkyne that undergoes oxidative cleavage to give adipic acid and two equivalents of acetic acid is to be proposed. Concept introduction: An oxidative cleavage results in formation of C − O bonds in place of C − C bonds. The unknown reactants in the reaction can be found from retro synthesis process. Retro synthesis solves the problems related to the organic reactions and aids in planning of desired molecules. Ozonolysis is the process, in which triple bonds of alkyne molecules cleave with ozone.

Question

1. The hybridization of the functional carbons in alkynes is sp2 while those of alkenes is sp. True False 2. Internal alkynes will produce only one type of product in electrophilic addition. True False 3. The reaction common to both alkenes and alkynes that results in the formation of a new bond between the functional carbon and the reagent is electrophilic addition radical addition electrophilic substitution nucleophilic addition

Answer 1

Question

Chapter 9.10B, Problem 9.24P

(a)

Interpretation Introduction

To determine: The structure of the alkyne that undergoes oxidative cleavage to give adipic acid and two equivalents of acetic acid.

Interpretation: The structure of the alkyne that undergoes oxidative cleavage to give adipic acid and two equivalents of acetic acid is to be proposed.

Concept introduction: An oxidative cleavage results in formation of C−O bonds in place of C−C bonds. The unknown reactants in the reaction can be found from retro synthesis process. Retro synthesis solves the problems related to the organic reactions and aids in planning of desired molecules.

Ozonolysis is the process, in which triple bonds of alkyne molecules cleave with ozone.

(b)

Interpretation Introduction

To determine: The structure of the alkyne that undergoes oxidative cleavage to give a triacid and propionic acid.

Interpretation: The structure of the alkyne that undergoes oxidative cleavage to give a triacid and propionic acid is to be shown.

Concept introduction: The oxidative cleavage results in the formation of C−O bonds in place of C−C bonds. The unknown reactants in the reaction can be found from retro synthesis process. Retro synthesis solves the problems related to the organic reactions and aids in planning of desired molecules.

Ozonolysis is the process, in which triple bonds of alkyne molecules cleave with ozone.

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1. The hybridization of the functional carbons in alkynes is sp2 while those of alkenes is sp. True False 2. Internal alkynes will produce only one type of product in electrophilic addition. True False 3. The reaction common to both alkenes and alkynes that results in the formation of a new bond between the functional carbon and the reagent is electrophilic addition radical addition electrophilic substitution nucleophilic addition

1. For an addition reaction, why does free energy, ΔG, becomes more positive with increasing temperature? a. The negative enthalpy dominates at high temperature. b. The positive enthalpy dominates at high temperature. c. The positive entropy dominates at high temperature. d. The negative entropy dominates at high temperature 2. Which of the following alkynes will form only 1 product in acid-catalyzed hydration? a. 2-pentyne b. 3-hexyne c. 3-pentyne d. 1-hexyne 3. Which of the following statements best describes the general reactivity of alkynes? a. An alkyne reacts as an electrophile and is, therefore, electron poor. b. Alkynes undergo electrophilic addition reactions just like alkenes. c. An alkyne reacts as an electrophile and is therefore electron-rich. d. An alkyne reacts as a nucleophile and is therefore electron-poor.

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