Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321918765
Author: Bruice
Publisher: PEARSON EDUCATION (COLLEGE)
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Chapter 16, Problem 55P

(a)

Interpretation Introduction

Interpretation:

To draw the structure of the given compounds.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(a)

Expert Solution
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Answer to Problem 55P

The structure of N,N-dimethylhexanamide is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  1

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is N,N-dimethylhexanamide. It indicates that six carbons are present in the compound. The suffix is ‘amide’ indicating the presence of an amide group (CONH2). There are two methyl groups attached to nitrogen instead of hydrogens.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  2

(b)

Interpretation Introduction

Interpretation:

To draw the structure of the given compounds.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(b)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of 3,3-dimethylhexanamide is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  3

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is 3,3-dimethylhexanamide. It indicates that six carbons are present in the compound. The suffix is ‘amide’ indicating the presence of an amide functional group (CONH2). There are two methyl groups attached to third carbon in the compound. The numbering of carbon starts from the functional group side.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  4

(c)

Interpretation Introduction

Interpretation:

To draw the structure of the given compound.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(c)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of cyclohexanecarbonyl chloride is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  5

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is cyclohexanecarbonyl chloride. It indicates that six carbons are present in the ring that is cyclohexane ring. The suffix is ‘carbonyl’ indicating the presence of carbonyl functional group. There is a chloride group attached to carbonyl carbon in the compound.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  6

(d)

Interpretation Introduction

Interpretation:

To draw the structure of the given compound.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(d)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of propanenitrile is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  7

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is propanenitrile. It indicates that three carbons are present in the compound. The suffix is ‘nitrile’ indicating the presence of a nitrile functional group.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  8

(e)

Interpretation Introduction

Interpretation:

To draw the structure of the given compounds.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(e)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of propionamide is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  9

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is propionamide. It indicates that three carbons are present in the compound. The suffix is ‘amide’ indicating the presence of an amide functional group (CONH2).

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  10

(f)

Interpretation Introduction

Interpretation:

To draw the structure of the given compound.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(f)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of sodium acetate is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  11

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is sodium acetate. It indicates that sodium is present in the compound and it is attached to the acetate group (CH3COO).

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  12

(g)

Interpretation Introduction

Interpretation:

To draw the structure of  the given compounds.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(g)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of benzoic anhydride is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  13

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is sodium acetate. The acid anhydride of benzoic acid is benzoic anhydride.

The suffix is ‘anhydride’ indicating the presence of indicating the presence of an acid anhydride group in which the (R) group is benzene.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  14

(h)

Interpretation Introduction

Interpretation:

To draw the structure of the given compound.

Concept introduction: The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(h)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of β-valerolactone is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  15

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is β-valerolactone. The term ‘Valero’ indicates that five carbons are present in the compound. The suffix is ‘lactone’ indicating the presence of indicating the presence of an ester functional group. There is an ethyl group at the βposition of the cyclic ring containing three carbon and an ester group.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  16

(i)

Interpretation Introduction

Interpretation:

To draw the structure of the given compounds.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(i)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of 3-methylbutanenitrile is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  17

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is 3-methylbutanenitrile. It indicates that four carbons are present in the carbon skeleton of the compound. The suffix is ‘nitrile’ indicating the presence of a nitrile functional group. There is a methyl group on the third carbon in the chain. The numbering of carbons starts from the functional group side.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  18

(j)

Interpretation Introduction

Interpretation:

To draw the structure of the given compound.

Concept introduction: The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(j)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of cycloheptanecarboxylic acid is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  19

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is cycloheptanecarboxylic acid. It indicates that seven carbons are present in the cycliccompound. The suffix is ‘carboxylic acid’ indicating the presence of (COOH) the functional group.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  20

(k)

Interpretation Introduction

Interpretation:

To draw the structure of the given compound.

Concept introduction:

The structure of the organic compound and its name are closely related to each other. The structure of the compound can be drawn if the name is given and vice-versa. The name of an organic compounds tells about the number of carbons present in the compound which is necessary so as to draw the carbon skeleton in the structure. The suffix of the name of the compound provides information about the functional group present in the compound.

(k)

Expert Solution
Check Mark

Answer to Problem 55P

The structure of benzoyl chloride is:

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  21

Explanation of Solution

The structure of the compound can be drawn if the name is given and vice-versa. The name of the compound is benzoyl chloride. It indicates that the benzoyl group (C6H5CO) is present in thecompound which is attached to the chloride group.

Thus, the structure is drawn as,

Organic Chemistry, Chapter 16, Problem 55P , additional homework tip  22

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Chapter 16 Solutions

Organic Chemistry

Ch. 16.5 - a. What is the product of the reaction of acetyl...Ch. 16.6 - a. Which compound has the stretching vibration for...Ch. 16.6 - Using the pKa values listed in Table 15.1, predict...Ch. 16.6 - Is the following statement true or false? If the...Ch. 16.7 - What is the product of an acyl substitution...Ch. 16.8 - PROBLEM 16 Starting with acetyl chloride, what...Ch. 16.8 - Prob. 18PCh. 16.9 - We saw that it is necessary to use excess amine in...Ch. 16.9 - Prob. 20PCh. 16.9 - a. state three factors that cause the uncatalyzed...Ch. 16.10 - Prob. 23PCh. 16.10 - Using the mechanism for the acid-catalyzed...Ch. 16.10 - Prob. 25PCh. 16.10 - Prob. 27PCh. 16.10 - Write the mechanism for the acid-catalyzed...Ch. 16.10 - Write the mechanism for the acid-catalyzed...Ch. 16.11 - Prob. 30PCh. 16.12 - Prob. 31PCh. 16.12 - Prob. 32PCh. 16.13 - Prob. 34PCh. 16.13 - Which has a higher melting point, glyceryl...Ch. 16.13 - Draw the structure of an optically inactive fat...Ch. 16.13 - Draw the structure of an optically active fat...Ch. 16.14 - Show how each of the following esters could he...Ch. 16.14 - Prob. 39PCh. 16.15 - Prob. 40PCh. 16.15 - Which of the following reactions leads to the...Ch. 16.16 - Prob. 42PCh. 16.16 - Prob. 43PCh. 16.18 - Prob. 44PCh. 16.18 - Prob. 45PCh. 16.19 - Prob. 46PCh. 16.19 - Which alkyl halides from the carboxylic acids...Ch. 16.20 - Prob. 49PCh. 16.20 - Prob. 50PCh. 16.20 - Prob. 51PCh. 16.21 - Prob. 52PCh. 16.21 - Prob. 53PCh. 16.22 - How could you synthesize the following compounds...Ch. 16 - Prob. 55PCh. 16 - Name the following:Ch. 16 - Prob. 57PCh. 16 - What compound are obtained from the fallowing...Ch. 16 - a. Rank the following esters in order of...Ch. 16 - Because bromocyclohexane is a secondary alkyl...Ch. 16 - a. Which compound would you expect to have a...Ch. 16 - How could you use 1H NMR spectroscopy to...Ch. 16 - Prob. 63PCh. 16 - a. When a carboxylic acid is dissolved in...Ch. 16 - Rank the following compounds in order of...Ch. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - A compound with molecular formula C5H10O2 gives...Ch. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Two products, A and B, are obtained from the...Ch. 16 - Prob. 74PCh. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - When treated with an equivalent of methanol,...Ch. 16 - a. Identify the two products obtained from the...Ch. 16 - Prob. 80PCh. 16 - Identity the major and minor products of the...Ch. 16 - Prob. 82PCh. 16 - When a compound with molecular formula C11H14O2...Ch. 16 - Prob. 84PCh. 16 - Prob. 85PCh. 16 - The 1H NMR spectra for two esters with molecular...Ch. 16 - Show how the following compounds could be prepared...Ch. 16 - Prob. 88PCh. 16 - Prob. 89PCh. 16 - Prob. 90PCh. 16 - The intermediate shown here is formed during the...Ch. 16 - Prob. 92PCh. 16 - Propose a mechanism that accounts for the...Ch. 16 - Catalytic antibodies catalyze a reaction by...Ch. 16 - Prob. 95P
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