Chemistry for Today: General  Organic  and Biochemistry
Chemistry for Today: General Organic and Biochemistry
9th Edition
ISBN: 9781337514576
Author: Seager
Publisher: Cengage
bartleby

Concept explainers

Question
Book Icon
Chapter 16, Problem 16.25E
Interpretation Introduction

(a)

Interpretation:

The complete equation for the reaction between an acid chloride and ammonia is to be stated.

Concept introduction:

Amines are nitrogen-containing organic compounds. The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Expert Solution
Check Mark

Answer to Problem 16.25E

The complete reaction between an acid chloride and ammonia is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  1

Explanation of Solution

The reaction between an acid chloride and ammonia gives amide and hydrochloric acid. This happens by the attack of lone pair of electrons of nitrogen in ammonia on the carbonyl carbon of acid chloride. The intermediate then rearranges to give amide and hydrochloric acid.

The complete reaction between an acid chloride and ammonia is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  2

Figure 1

Conclusion

The complete reaction between an acid chloride and ammonia is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation:

The complete equation for the reaction between an amine and carboxylic acid is to be stated.

Concept introduction:

Amines are nitrogen-containing organic compounds. The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Expert Solution
Check Mark

Answer to Problem 16.25E

The complete reaction between an amine and carboxylic acid is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  3

Explanation of Solution

The reaction between an amine and carboxylic acid gives ammonium salt of carboxylic acid. This happens by the abstraction of proton by lone pair of electrons of nitrogen in amine from the carboxylic acid. The intermediate then rearranges to give ammonium salt of carboxylic acid.

The complete reaction between an amine and carboxylic acid is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  4

Figure 2

Conclusion

The complete reaction between an amine and carboxylic acid is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation:

The complete equation for the reaction between a tertiary amine and acid chloride is to be stated.

Concept introduction:

Amines are nitrogen-containing organic compounds. The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Expert Solution
Check Mark

Answer to Problem 16.25E

The reaction between a tertiary amine and acid chloride does not occur and this is shown below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  5

Explanation of Solution

The reaction between a tertiary amine and acid chloride does not occur. This happens due to the absence of hydrogen atom in the tertiary amine. The complete reaction between a tertiary amine and acid chloride can be written as given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  6

Figure 3

Conclusion

The reaction between a tertiary amine and acid chloride does not occur and this is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation:

The complete equation for the reaction between a secondary amine and hydrochloric acid is to be stated.

Concept introduction:

Amines are nitrogen-containing organic compounds. The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Expert Solution
Check Mark

Answer to Problem 16.25E

The complete reaction between a secondary amine and hydrochloric acid is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  7

Explanation of Solution

The reaction between a secondary amine and hydrochloric acid gives salt of amine. This happens by the abstraction of proton by lone pair of electrons of nitrogen in amine from the hydrochloric acid. The intermediate then rearranges to give salt of amine.

The complete reaction between a secondary amine and hydrochloric acid is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  8

Figure 4

Conclusion

The complete reaction between a secondary amine and hydrochloric acid is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation:

The complete equation for the reaction between a secondary amine and water is to be stated.

Concept introduction:

Amines are nitrogen-containing organic compounds. The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Expert Solution
Check Mark

Answer to Problem 16.25E

The complete reaction between a secondary amine and water is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  9

Explanation of Solution

The reaction between a secondary amine and water gives ammonium ion and hydroxide ion. This happens by the abstraction of proton by lone pair of electrons of nitrogen in amine from the water. The intermediate then rearranges to give ammonium ion and hydroxide ion.

The complete reaction between a secondary amine and water is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  10

Figure 5

Conclusion

The complete reaction between a secondary amine and water is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation:

The complete equation for the reaction between an amine salt and sodium hydroxide is to be stated.

Concept introduction:

Amines are nitrogen-containing organic compounds. The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Expert Solution
Check Mark

Answer to Problem 16.25E

The complete reaction between an amine salt and sodium hydroxide is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  11

Explanation of Solution

The reaction between an amine salt and sodium hydroxide gives amine, water and sodium chloride. This happens by the abstraction of proton by lone pair of electrons of oxygen in sodium hydroxide from the amine salt. The intermediate then rearranges to give amine, water and sodium chloride.

The complete reaction between an amine salt and sodium hydroxide is given below.

Chemistry for Today: General  Organic  and Biochemistry, Chapter 16, Problem 16.25E , additional homework tip  12

Figure 6

Conclusion

The complete reaction between an amine salt and sodium hydroxide is shown in Figure 6.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
First I wanted to see if you would mind checking my graphs behind me. (They haven't been coming out right)? Second, could you help me explain if the rate of reaction is proportional to iodide and persulfate of each graph. I highlighted my answer and understanding but I'm not sure if I'm on the right track. Thank you in advance.
The heat of combustion for ethane, C2H6C2H6 , is 47.8 kJ/g. How much heat is produced if 1.65 moles of ethane undergo complete combustion?
Review of this week's reaction:  H2NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H2O ----> H2NC(=NH)N(CH3)CH2COOH (creatine) Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts) Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts) Q9. Explain with drawing why the C—N bond shown in creatine structure below can or cannot rotate. (3 pts)

Chapter 16 Solutions

Chemistry for Today: General Organic and Biochemistry

Ch. 16 - Prob. 16.11ECh. 16 - Prob. 16.12ECh. 16 - Prob. 16.13ECh. 16 - Prob. 16.14ECh. 16 - Prob. 16.15ECh. 16 - Prob. 16.16ECh. 16 - Prob. 16.17ECh. 16 - Prob. 16.18ECh. 16 - Prob. 16.19ECh. 16 - Draw diagrams similar to Figure 16.1 to illustrate...Ch. 16 - Prob. 16.21ECh. 16 - Prob. 16.22ECh. 16 - Prob. 16.23ECh. 16 - Prob. 16.24ECh. 16 - Prob. 16.25ECh. 16 - Prob. 16.26ECh. 16 - Prob. 16.27ECh. 16 - Prob. 16.28ECh. 16 - Prob. 16.29ECh. 16 - Prob. 16.30ECh. 16 - Prob. 16.31ECh. 16 - Prob. 16.32ECh. 16 - Prob. 16.33ECh. 16 - Describe the general structure of a neuron.Ch. 16 - Name the two amino acids that are starting...Ch. 16 - Prob. 16.36ECh. 16 - Prob. 16.37ECh. 16 - Prob. 16.38ECh. 16 - Prob. 16.39ECh. 16 - Prob. 16.40ECh. 16 - Prob. 16.41ECh. 16 - Prob. 16.42ECh. 16 - Why are alkaloids weakly basic?Ch. 16 - Prob. 16.44ECh. 16 - Prob. 16.45ECh. 16 - Prob. 16.46ECh. 16 - Prob. 16.47ECh. 16 - Prob. 16.48ECh. 16 - Prob. 16.49ECh. 16 - Prob. 16.50ECh. 16 - Prob. 16.51ECh. 16 - Complete the following reactions: a. b.Ch. 16 - Complete the following reactions: a. b.Ch. 16 - Prob. 16.54ECh. 16 - What are the products of the acid hydrolysis of...Ch. 16 - Prob. 16.56ECh. 16 - Prob. 16.57ECh. 16 - Prob. 16.58ECh. 16 - Prob. 16.59ECh. 16 - Prob. 16.60ECh. 16 - Prob. 16.61ECh. 16 - Prob. 16.62ECh. 16 - Prob. 16.63ECh. 16 - Prob. 16.64ECh. 16 - Prob. 16.65ECh. 16 - Prob. 16.66ECh. 16 - Prob. 16.67ECh. 16 - Prob. 16.68ECh. 16 - Prob. 16.69ECh. 16 - Prob. 16.70ECh. 16 - Prob. 16.71ECh. 16 - The stimulant in coffee is: a. tannic acid b....Ch. 16 - What are the most likely products of a reaction...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning