General, Organic, and Biological Chemistry - 4th edition
General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
Question
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Chapter 17, Problem 59P
Interpretation Introduction

(a)

Interpretation:

The amide formed by the reaction of butanoic acid, CH3CH2CH2COOH with ammonia should be determined.

Concept Introduction:

Functional groups are the groups of atoms or atoms which are bonded with parent carbon chain in the organic molecule and are responsible for the physical and chemical properties of the compound. In organic chemistry, there are different functional groups such as carboxylic acid, alcohol, ester, or amide.

Amines are the organic compounds with general chemical formula of R-NH2 or R-NH-R whereas carboxylic acids are the organic molecules with R-COOH as general chemical formula.

Expert Solution
Check Mark

Answer to Problem 59P

The butanoic acid, CH3CH2CH2COOH reacts with ammonia NH3 to form CH3CH2CH2CONH2 (butanamide).

Explanation of Solution

The reaction of carboxylic acid with ammonia or amines forms amide molecules. It involves the formation of water molecule. In this reaction the amine nitrogen atom react with carbonyl carbon atom of carboxylic acid to form amide.

In the reaction of ammonia with CH3CH2CH2COOH , the −COOH and −NH2 group take part to form water and amide molecule as given below;

  CH3CH2CH2COOH +  NH3CH3CH2CH2CONH2+H2OButanoic acid   +  Ammonia      Butanamide    + water

Interpretation Introduction

(b)

Interpretation:

The amide formed by the reaction of CH3CH2CH2COOH with CH3CH2NH2 should be determined.

Concept Introduction:

Functional groups are the groups of atoms or atoms which are bonded with parent carbon chain in the organic molecule and are responsible for the physical and chemical properties of the compound. In organic chemistry, there are different functional groups such as carboxylic acid, alcohol, ester, or amide.

Amines are the organic compounds with general chemical formula of R-NH2 or R-NH-R whereas carboxylic acids are the organic molecules with R-COOH as general chemical formula.

Expert Solution
Check Mark

Answer to Problem 59P

The butanoic acid, CH3CH2CH2COOH reacts with CH3CH2NH2 to form CH3CH2CH2CH2COHNCH2CH3 (N-ethylbutanamide).

Explanation of Solution

The reaction of carboxylic acid with ammonia or amines forms amide molecules. It involves the formation of water molecule. In this reaction the amine nitrogen atom react with carbonyl carbon atom of carboxylic acid to form amide.

In the reaction of CH3CH2NH2 with CH3CH2CH2COOH , the −COOH and −NH2 group take part to form water and amide molecule as given below;

  CH3CH2CH2COOH + CH3CH2NH2CH3CH2CH2CH2CONHCH2CH3+H2OButanoic acid   +  ethylamine      N-ethylbutanamide    + water

Interpretation Introduction

(c)

Interpretation:

The amide formed by the reaction of CH3CH2CH2COOH with (CH3CH2)2NH should be determined.

Concept Introduction:

Functional groups are the groups of atoms or atoms which are bonded with parent carbon chain in the organic molecule and are responsible for the physical and chemical properties of the compound. In organic chemistry, there are different functional groups such as carboxylic acid, alcohol, ester, or amide.

Amines are the organic compounds with general chemical formula of R-NH2 or R-NH-R whereas carboxylic acids are the organic molecules with R-COOH as general chemical formula.

Expert Solution
Check Mark

Answer to Problem 59P

The butanoic acid, CH3CH2CH2COOH reacts with (CH3CH2)2NH to form N, N-diethylbutanamide.

Explanation of Solution

The reaction of carboxylic acid with ammonia or amines forms amide molecules. It involves the formation of water molecule. In this reaction the amine nitrogen atom react with carbonyl carbon atom of carboxylic acid to form amide.

In the reaction of (CH3CH2)2NH with CH3CH2CH2COOH , the −COOH and −NH2 group take part to form water and amide molecule as given below;

  CH3CH2CH2COOH + (CH3CH2)2NH CH3CH2CH2CH2CON(CH2CH3)+H2OButanoic acid   +  N,N-diethylamine      N,N-diethylbutanamide    + water

Interpretation Introduction

(d)

Interpretation:

The amide formed by the reaction of CH3CH2CH2COOH with CH3NHCH2CH3 should be determined.

Concept Introduction:

Functional groups are the groups of atoms or atoms which are bonded with parent carbon chain in the organic molecule and are responsible for the physical and chemical properties of the compound. In organic chemistry, there are different functional groups such as carboxylic acid, alcohol, ester, or amide.

Amines are the organic compounds with general chemical formula of R-NH2 or R-NH-R whereas carboxylic acids are the organic molecules with R-COOH as general chemical formula.

Expert Solution
Check Mark

Answer to Problem 59P

The butanoic acid, CH3CH2CH2COOH reacts with CH3NHCH2CH3 to form CH3CH2CH2CON(CH3)(CH2CH3) (N-ethyl-N-methylbutanamide).

Explanation of Solution

The reaction of carboxylic acid with ammonia or amines forms amide molecules. It involves the formation of water molecule. In this reaction the amine nitrogen atom react with carbonyl carbon atom of carboxylic acid to form amide.

In the reaction of CH3NHCH2CH3 with CH3CH2CH2COOH , the −COOH and −NH2 group take part to form water and amide molecule as given below;

  CH3CH2CH2COOH +  CH3NHCH2CH3CH3CH2CH2CON(CH3)(CH2CH3)+ H2OButanoic acid   +  N-ethyl-N-methylamine      N-ethyl-N-methylbutanamide    + water

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Chapter 17 Solutions

General, Organic, and Biological Chemistry - 4th edition

Ch. 17.2 - Prob. 17.9PCh. 17.3 - Which compound in each pair has the higher boiling...Ch. 17.4 - Prob. 17.11PCh. 17.5 - In addition to ethyl butanoate (Section 17.5),...Ch. 17.6 - Prob. 17.3PPCh. 17.6 - Prob. 17.13PCh. 17.6 - Which compound ¡n each pair ¡s more water soluble?...Ch. 17.6 - Prob. 17.5PPCh. 17.6 - Prob. 17.14PCh. 17.6 - Prob. 17.15PCh. 17.7 - Ibuprofen is another pain reliever that is a...Ch. 17.8 - Prob. 17.6PPCh. 17.8 - Prob. 17.17PCh. 17.8 - Prob. 17.18PCh. 17.8 - Prob. 17.7PPCh. 17.8 - Prob. 17.19PCh. 17.9 - Prob. 17.8PPCh. 17.9 - Prob. 17.20PCh. 17.9 - Prob. 17.21PCh. 17.9 - Prob. 17.22PCh. 17.9 - Prob. 17.9PPCh. 17.9 - Prob. 17.23PCh. 17.9 - Prob. 17.24PCh. 17.10 - Prob. 17.10PPCh. 17.10 - Prob. 17.25PCh. 17.11 - Prob. 17.26PCh. 17 - Prob. 27PCh. 17 - Prob. 28PCh. 17 - Prob. 29PCh. 17 - Prob. 30PCh. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - Prob. 33PCh. 17 - Prob. 34PCh. 17 - Prob. 35PCh. 17 - Give an acceptable name for each ester. a. CH3CO2(...Ch. 17 - Prob. 37PCh. 17 - Prob. 38PCh. 17 - Prob. 39PCh. 17 - Prob. 40PCh. 17 - Prob. 41PCh. 17 - Prob. 42PCh. 17 - Prob. 43PCh. 17 - Draw the structure corresponding to each name. a....Ch. 17 - Draw the structure corresponding to each name. a....Ch. 17 - Draw the structure corresponding to each name. a....Ch. 17 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Prob. 50PCh. 17 - Prob. 51PCh. 17 - Prob. 52PCh. 17 - Prob. 53PCh. 17 - Prob. 54PCh. 17 - What ester is formed when butanoic acid...Ch. 17 - Prob. 56PCh. 17 - Prob. 57PCh. 17 - Prob. 58PCh. 17 - Prob. 59PCh. 17 - Prob. 60PCh. 17 - Prob. 61PCh. 17 - Prob. 62PCh. 17 - Prob. 63PCh. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Prob. 66PCh. 17 - What products are formed when each ester is...Ch. 17 - Prob. 68PCh. 17 - Prob. 69PCh. 17 - Prob. 70PCh. 17 - Prob. 71PCh. 17 - Prob. 72PCh. 17 - Prob. 73PCh. 17 - Prob. 74PCh. 17 - Draw the products formed in each reaction. a. b....Ch. 17 - Draw the products formed in each reaction. a. b....Ch. 17 - Answer the following questions about A, depicted...Ch. 17 - Answer the following questions about B, depicted...Ch. 17 - Prob. 79PCh. 17 - Prob. 80PCh. 17 - Prob. 81PCh. 17 - Prob. 82PCh. 17 - Prob. 83PCh. 17 - Prob. 84PCh. 17 - Prob. 85PCh. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - Prob. 89CPCh. 17 - Lactams can be hydrolyzed with base, just like...
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