(a) Interpretation: The product formed by the hydrolysis of given compound is to be determined. Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

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Answer 1

Question

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Name 1) 3-fluoro, 1-butene 2) 2-heptene 2,3-difluoro- 1-pentene 4) 6-iodo,4-methyl- 2-decyne 5) 4,4-dibromo- 1,2-butandiol Complete structural formula F -C=C-C-C- Line formula Condensed structural formula N F CH2=CHCHFCH3

1. Part 1: Naming Organic Compounds он H₁C-C-CH3 CH3 Br CI CI 2. Br-CH-CH-CH₂ H₂C-CH-C= -CH-CH2-CH3 3. HC-CH-CH-C-OH 5. H₂C-CH-CH₂-OH 7. OH 4. CH CH₂-CH₂ 6. сно CH-CH-CH-CH₂-CH₂ H₁₂C-CH-CH-CH-CH₁₂-CH₁₂ 8. OH

11 Organic Chemistry Organic Nomenclature Practice Name/Functional Group n-butane Formula Structural Formula (1) C4tt10 H3C C- (2) CH3CH2CH2 CH 3 H₂ -CH3 Н2 name & functional group (1) and (2) OH H₁₂C Н2 name only (1) and (2) name only (1) and (2) H₁C - = - CH₂ Н2 HC=C-C CH3

Answer 2

Question

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Answer 3

Question

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Answer 4

Question

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Answer 5

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 6

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Answer 7

Chapter 18.11, Problem 23P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 10

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 11

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 12

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Answer 14

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Answer 15

Ch. 18.1 - Rank the following compounds in order of...Ch. 18.1 - Prob. 2P Ch. 18.2 - Give the IUPAC name for each aldehyde.Ch. 18.2 - Prob. 4P Ch. 18.2 - Give the IUPAC name for each ketone.Ch. 18.5 - Prob. 11P Ch. 18.9 - Problem 21.17 Draw the products of the following...Ch. 18.9 - Problem 21.18 Outline a synthesis of each Wittig...Ch. 18.9 - Problem 21.19 Draw the products (including...Ch. 18.9 - Problem 21.20 What starting materials are needed...

Solution Summary: The author explains that the product formed by the hydrolysis of given compound is benzaldehyde and cyclopentylamine.

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Chapter 18 Solutions