(a) Interpretation: The structure from the given IUPAC name is to be drawn. Concept introduction: The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group . The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

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 E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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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 E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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Answer 3

Question

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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Answer 4

Question

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

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Answer 5

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

Answer 6

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 7

Chapter E, Problem E.36P

Interpretation Introduction

(a)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The structure from the given IUPAC name with appropriate stereochemistry is to be drawn.

Concept introduction:

The root name in the given IUPAC name suggests the main chain or ring of carbon atoms in the compound. The suffix to root name indicates the highest priority functional group. The prefix with locant number indicates the number of substituents and their respective position at the main chain or a ring of carbon atoms.

The stereochemical designation and the locators are enclosed in paranthesis at the very beginning of the name. The stereochemistry at the chiral center is determined by assigning the priorities to the groups attached to chiral center on the basis of atomic number of directly bonded atom. If the sequence of priority order 1→2→3 is clockwise the absolute configuration is R and if it is counterclockwise the absolute configuration is S.

Answer 14

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Answer 25

Ch. E - Prob. E.1P Ch. E - Prob. E.2P Ch. E - Prob. E.3P Ch. E - Prob. E.4P Ch. E - Prob. E.5P Ch. E - Prob. E.6P Ch. E - Prob. E.7P Ch. E - Prob. E.8P Ch. E - Prob. E.9P Ch. E - Prob. E.10P

Solution Summary: The structure for the given IUPAC name is drawn by identifying the highest priority functional group from the suffix, main ring from root name and the number of substituents from locators.

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