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Organic Chemistry

8th Edition
William H. Brown + 3 others
Publisher: Cengage Learning
ISBN: 9781305580350

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Section
BuyFindarrow_forward

Organic Chemistry

8th Edition
William H. Brown + 3 others
Publisher: Cengage Learning
ISBN: 9781305580350
Chapter 27, Problem 27.29P
Textbook Problem
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Draw a structural formula for the product formed when alanine is treated with the following reagents.

  1. (a) Aqueous NaOH
  2. (b) Aqueous HCl
  3. (c) CH3CH2OH, H2SO4
  4. (d) (CH3CO)2O, CH3COONa

(a)

Interpretation Introduction

Interpretation:

The structural formula for the product formed when Alanine is treated with aqueous NaOH has to be drawn.

Explanation of Solution

When Alanine is reacted with aqueous NaOH, it neutralizes the amine group and gives the followi

(b)

Interpretation Introduction

Interpretation:

The structural formula for the product formed when Alanine is treated with aqueous HCl has to be drawn.

(c)

Interpretation Introduction

Interpretation:

The structural formula for the product formed when Alanine is treated with CH3CH2OH , H2SO4 has to be drawn.

(d)

Interpretation Introduction

Interpretation:

The structural formula for the product formed when Alanine is treated with (CH3CO)2O , CH3COONa has to be drawn.

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Chapter 27 Solutions

Organic Chemistry
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Ch. 27 - The amino acid threonine has two chiral centers....Ch. 27 - Define the term zwitterion.Ch. 27 - Draw zwitterion forms of these amino acids. (a)...Ch. 27 - Why are Glu and Asp often referred to as acidic...Ch. 27 - Why is Arg often referred to as a basic amino...Ch. 27 - What is the meaning of the alpha as it is used in...Ch. 27 - Several -amino acids exist. There is a unit of...Ch. 27 - Although only L-amino acids occur in proteins,...Ch. 27 - Histamine is synthesized from one of the 20...Ch. 27 - Vitamin K participates in carboxylation of...Ch. 27 - Both norepinephrine and epinephrine are...Ch. 27 - From which amino acid are serotonin and melatonin...Ch. 27 - Draw a structural formula for the form of each...Ch. 27 - Draw a structural formula for the form of each...Ch. 27 - Write the zwitterion form of alanine and show its...Ch. 27 - Write the form of lysine most prevalent at pH 1.0...Ch. 27 - Write the form of aspartic acid most prevalent at...Ch. 27 - Given pKa values for ionizable groups from Table...Ch. 27 - Draw a structural formula for the product formed...Ch. 27 - For lysine and arginine, the isoelectric point,...Ch. 27 - For aspartic and glutamic acids, the isoelectric...Ch. 27 - Account for the fact that the isoelectric point of...Ch. 27 - Enzyme-catalyzed decarboxylation of glutamic acid...Ch. 27 - Guanidine and the guanidino group present in...Ch. 27 - At pH 7.4, the pH of blood plasma, do the majority...Ch. 27 - Do the following compounds migrate to the cathode...Ch. 27 - At what pH would you carry out an electrophoresis...Ch. 27 - Examine the amino acid sequence of human insulin...Ch. 27 - A chemically modified guanidino group is present...Ch. 27 - Draw a structural formula for the product formed...Ch. 27 - If a protein contains four different SH groups,...Ch. 27 - How many different tetrapeptides can be made under...Ch. 27 - A decapeptide has the following amino acid...Ch. 27 - Following is the primary structure of glucagon, a...Ch. 27 - A tetradecapeptide (14 amino acid residues) gives...Ch. 27 - Draw a structural formula of these tripeptides....Ch. 27 - Estimate the pI of each tripeptide in Problem...Ch. 27 - Glutathione (G-SH), one of the most common...Ch. 27 - Following are a structural formula and a...Ch. 27 - 2,4-Dinitrofluorobenzene, very often known as...Ch. 27 - In a variation of the Merrifield solid-phase...Ch. 27 - The BOC-protecting group may be added by treatment...Ch. 27 - The side-chain carboxyl groups of aspartic acid...Ch. 27 - Examine the -helix conformation. Are amino acid...Ch. 27 - Distinguish between intermolecular and...Ch. 27 - Many plasma proteins found in an aqueous...Ch. 27 - Denaturation of a protein is a physical change,...

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