The synthesis of 1 , 2 − dibromohexane , using hex − 1 − ene as starting material. Interpretation: The synthesis of 1 , 2 − dibromohexane , using hex − 1 − ene as starting material is to be shown. Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable. Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

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 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

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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 ☑

Draw the complete mechanism for the acid-catalyzed hydration of this alkene. esc 田 Explanation Check 1 888 Q A slock Add/Remove step Q F4 F5 F6 A བྲA F7 $ % 5 @ 4 2 3 & 6 87 Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Ce W E R T Y U S D LL G H IK DD 요 F8 F9 F10 F1 * ( 8 9 0 O P J K L Z X C V B N M H He command

Explanation Check F1 H₂O H₂ Pd 1) MCPBA 2) H3O+ 1) Hg(OAc)2, H₂O 2) NaBH4 OH CI OH OH OH hydration halohydrin formation addition halogenation hydrogenation inhalation hydrogenation hydration ☐ halohydrin formation addition halogenation formation chelation hydrogenation halohydrin formation substitution hydration halogenation addition Ohalohydrin formation subtraction halogenation addition hydrogenation hydration F2 80 F3 σ F4 F5 F6 1 ! 2 # 3 $ 4 % 05 Q W & Å © 2025 McGraw Hill LLC. All Rights Reserved. F7 F8 ( 6 7 8 9 LU E R T Y U A F9

Answer 2

Question

Chapter 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

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Answer 3

Question

Chapter 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

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Answer 4

Question

Chapter 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

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Answer 5

Chapter 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 6

Chapter 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 7

Chapter 9, Problem 9.29SP

(a)

Interpretation Introduction

To determine: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material.

Interpretation: The synthesis of 1,2−dibromohexane, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 8

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 9

(b)

Interpretation Introduction

To determine: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material, which is obtained from hex−1−ene.

Interpretation: The synthesis of hex−1−yne, using 1,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 10

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 11

(c)

Interpretation Introduction

To determine: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material, which is the product of part (b).

Interpretation: The synthesis of 2,2−dibromohexane, using hex−1−yne as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 12

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 13

(d)

Interpretation Introduction

To determine: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material which is a product of part (c).

Interpretation: The synthesis of hex−2−yne, using 2,2−dibromohexane as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 14

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 15

(e)

Interpretation Introduction

To determine: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hex−2−one, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 16

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 17

(f)

Interpretation Introduction

To determine: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of hexanal, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 18

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 19

(g)

Interpretation Introduction

To determine: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b).

Interpretation: The synthesis of pentanoic acid, using hex−1−yne as starting material which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 20

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 21

(h)

Interpretation Introduction

To determine: The synthesis of pentanal, using hex−1−ene as starting material.

Interpretation: The synthesis of pentanal, using hex−1−ene as starting material is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 22

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 23

(i)

Interpretation Introduction

To determine: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b).

Interpretation: The synthesis of undec−6−yn−5−ol , using hex−1−yne as starting material, which is a product of part (b) is to be shown.

Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions. The mechanism in alkene and alkynes proceed through the breaking of double or triple bonds because pi bonds are less stable.

Stability of product should be high for the formation of a high yield product. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 24

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Answer 25

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Answer 35

Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2P Ch. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4P Ch. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8P Ch. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...

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Chapter 9 Solutions