ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
4th Edition
ISBN: 9781119659587
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 25, Problem 40PP

(a)

Interpretation Introduction

Interpretation:

Bond-line structure for the given set of amino acids in zwitterionic form need to be drawn.

Concept introduction:

Bond-line structure is the representation of organic structural formulas in a shorthand manner.  In this case only the bond between carbon and other atoms are shown except hydrogen.  It is understood that all the remaining valency to be filled by hydrogen.  Apart from carbon atoms the other atoms are shown along with hydrogen.

Zwitterion is the one which has the positively and negatively charged groups separately.  Zwitterion is found at the pH which is the isoelectric point.

To draw : To draw bond-line structure for L-valine

(a)

Expert Solution
Check Mark

Answer to Problem 40PP

The bond-line structure for (a) and its zwitterion form is

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  1

Explanation of Solution

Linear formula for L-valine

The linear formula for L-valine is (CH3)2CHCH(NH2)CO2H .

Draw bonds between the atoms except hydrogen

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  2

The structure from the linear formula is drawn as shown above.  Considering the valency of carbon to be four, the structure is drawn.

Remove the carbons that are explicitly shown

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  3

The carbon atoms are ignored from being explicitly shown as it is understood that the carbon and hydrogen atoms are not shown in bond-line structure.

Assign configuration

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  4

As in the name of the problem statement it is said L-valine, the chiral center must have “S” configuration and the same is shown in the above structure.

Zwitterion

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  5

Zwitterion is one of the form in which the charge is separated and this is formed at a particular pH known as isoelectric point.

(b)

Interpretation Introduction

Interpretation:

Bond-line structure for the given set of amino acids in zwitterionic form need to be drawn.

Concept introduction:

Bond-line structure is the representation of organic structural formulas in a shorthand manner.  In this case only the bond between carbon and other atoms are shown except hydrogen.  It is understood that all the remaining valency to be filled by hydrogen.  Apart from carbon atoms the other atoms are shown along with hydrogen.

Zwitterion is the one which has the positively and negatively charged groups separately.  Zwitterion is found at the pH which is the isoelectric point.

To draw : To draw bond-line structure for L-tryptophan

(b)

Expert Solution
Check Mark

Answer to Problem 40PP

The bond-line structure for (b) and its zwitterion form is

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  6

Explanation of Solution

Linear formula for L-tryptophan

The linear formula for L-tryptophan is (C8H6N)CH2CH(NH2)CO2H .

Draw bonds between the atoms except hydrogen

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  7

The structure from the linear formula is drawn as shown above.  Considering the valency of carbon to be four, the structure is drawn.  The benzopyroole ring is the one which is represented as C8H6N in the linear formula.

Remove the carbons that are explicitly shown

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  8

The carbon atoms are ignored from being explicitly shown as it is understood that the carbon and hydrogen atoms are not shown in bond-line structure.

Assign configuration

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  9

As in the name of the problem statement it is said L-tryptophan, the chiral center must have “S” configuration and the same is shown in the above structure.

Zwitterion

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  10

Zwitterion is one of the form in which the charge is separated and this is formed at a particular pH known as isoelectric point.

(c)

Interpretation Introduction

Interpretation:

Bond-line structure for the given set of amino acids in zwitterionic form need to be drawn.

Concept introduction:

Bond-line structure is the representation of organic structural formulas in a shorthand manner.  In this case only the bond between carbon and other atoms are shown except hydrogen.  It is understood that all the remaining valency to be filled by hydrogen.  Apart from carbon atoms the other atoms are shown along with hydrogen.

Zwitterion is the one which has the positively and negatively charged groups separately.  Zwitterion is found at the pH which is the isoelectric point.

To draw : To draw bond-line structure for L-glutamine

(c)

Expert Solution
Check Mark

Answer to Problem 40PP

The bond-line structure for (c) and its zwitterion form is

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  11

Explanation of Solution

Linear formula for L-glutamine

The linear formula for L-glutamine is H2NCOCH2CH2CH(NH2)CO2H .

Draw bonds between the atoms except hydrogen

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  12

The structure from the linear formula is drawn as shown above.  Considering the valency of carbon to be four, the structure is drawn.

Remove the carbons that are explicitly shown

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  13

The carbon atoms are ignored from being explicitly shown as it is understood that the carbon and hydrogen atoms are not shown in bond-line structure.

Assign configuration

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  14

As in the name of the problem statement it is said L-glutamine, the chiral center must have “S” configuration and the same is shown in the above structure.

Zwitterion

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  15

Zwitterion is one of the form in which the charge is separated and this is formed at a particular pH known as isoelectric point.

(d)

Interpretation Introduction

Interpretation:

Bond-line structure for the given set of amino acids in zwitterionic form need to be drawn.

Concept introduction:

Bond-line structure is the representation of organic structural formulas in a shorthand manner.  In this case only the bond between carbon and other atoms are shown except hydrogen.  It is understood that all the remaining valency to be filled by hydrogen.  Apart from carbon atoms the other atoms are shown along with hydrogen.

Zwitterion is the one which has the positively and negatively charged groups separately.  Zwitterion is found at the pH which is the isoelectric point.

To draw : To draw bond-line structure for L-proline

(d)

Expert Solution
Check Mark

Answer to Problem 40PP

The bond-line structure for (d) and its zwitterion form is

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  16

Explanation of Solution

Draw bonds between the atoms except hydrogen

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  17

The structure from the linear formula is drawn as shown above.  Considering the valency of carbon to be four, the structure is drawn.

Remove the carbons that are explicitly shown

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  18

The carbon atoms are ignored from being explicitly shown as it is understood that the carbon and hydrogen atoms are not shown in bond-line structure.

Assign configuration

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  19

As in the name of the problem statement it is said L-proline, the chiral center must have “S” configuration and the same is shown in the above structure.

Zwitterion

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL), Chapter 25, Problem 40PP , additional homework tip  20

Zwitterion is one of the form in which the charge is separated and this is formed at a particular pH known as isoelectric point.

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
Macmillan Learning One of the molecules shown can be made using the Williamson ether synthesis. Identify the ether and draw the starting materials. А со C Strategy: Review the reagents, mechanism and steps of the Williamson ether synthesis. Determine which of the molecules can be made using the steps. Then analyze the two possible disconnection strategies and deduce the starting materials. Identify the superior route. Step 6: Put it all together. Complete the two-step synthesis by selecting the reagents and starting materials. C 1. 2. Answer Bank NaH NaOH NaOCH, снен, сен, он Сиси, Сне (СН), СОН (Сн, Св
Write the systematic name of each organic molecule: structure CH3 O CH3-CH-CH-C-CH3 OH HV. CH3-C-CH-CH2-CH3 OH CH3 O HO—CH, CH–CH—C CH3 OH 오-오 name X G ☐
HI Organic Functional Groups Predicting the reactants or products of esterification What is the missing reactant in this organic reaction? HO OH H +回 + H₂O 60013 Naomi V Specifically, in the drawing area below draw the skeletal ("line") structure of R. If there is more than one reasonable answer, you can draw any one of them. If there is no reasonable answer, check the No answer box under the drawing area. No answer Click and drag to start drawing a structure. Explanation Check 1 2 #3 $ 4 2025 % ala5 'a :☐ G & 67 8 Ar K enter Accessible 9 Q W E R TY U 1 tab , S H J K

Chapter 25 Solutions

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY