Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
8th Edition
ISBN: 9780135213759
Author: John McMurry, David Ballantine
Publisher: PEARSON+
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Chapter 17, Problem 17.71AP

(a)

Interpretation Introduction

Interpretation: The phosphate ester linkage in the given compound has to be determined.

Concept introduction:

Phosphoric Acid: It is an inorganic acid having similarities with a carboxylic acid. There are three different acidic hydrogens which causes it to form three anions.

Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+), Chapter 17, Problem 17.71AP , additional homework tip  1

Phosphate Ester: Phosphate esters are prepared by the reaction of a phosphoric acid and an alcohol molecule with the elimination of water molecule.

  • Alcohol can react with one OH group forming Phosphate monoester.
  • Alcohol can react with two OH groups of phosphoric acid forming Phosphate diester.
  • Alcohol can react with three OH groups of phosphoric acid forming Phosphate triester.

Phosphate Ester Hydrolysis: Phosphate ester reacts with water to form the corresponding alcohol and phosphoric acid.

(b)

Interpretation Introduction

Interpretation: The phosphate anhydride linkage in the given compound has to be determined.

Concept introduction:

Phosphoric Acid: It is an inorganic acid having similarities with a carboxylic acid. There are three different acidic hydrogens which causes it to form three anions.

Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+), Chapter 17, Problem 17.71AP , additional homework tip  2

Phosphoric Acid Anhydride: It is formed when two phosphoric acid molecules react with the elimination of water molecule. It has atleast one POP anhydride linkage. Esters containing one POP anhydride bond are known as diphosphates whereas two POP anhydride bond are known as triphosphates.

(b)

Interpretation Introduction

Interpretation: The products formed when the given compound reacts with water and acid have to be determined.

Concept introduction:

Phosphoric Acid: It is an inorganic acid having similarities with a carboxylic acid. There are three different acidic hydrogens which causes it to form three anions.

Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+), Chapter 17, Problem 17.71AP , additional homework tip  3

Phosphate Ester: Phosphate esters are prepared by the reaction of a phosphoric acid and an alcohol molecule with the elimination of water molecule.

  • Alcohol can react with one OH group forming Phosphate monoester.
  • Alcohol can react with two OH groups of phosphoric acid forming Phosphate diester.
  • Alcohol can react with three OH groups of phosphoric acid forming Phosphate triester.

Phosphoric Acid Anhydride: It is formed when two phosphoric acid molecules react with the elimination of water molecule. It has atleast one POP anhydride linkage. Esters containing one POP anhydride bond are known as diphosphates whereas two POP anhydride bond are known as triphosphates.

Phosphate Ester Hydrolysis: Phosphate ester reacts with water to form the corresponding alcohol and phosphoric acid.

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Chapter 17 Solutions

Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)

Ch. 17.1 - Prob. 17.11PCh. 17.1 - Prob. 17.12PCh. 17.1 - Prob. 17.13KCPCh. 17.2 - Salsalate, which is an ester formed by the...Ch. 17.2 - Prob. 17.2CIAPCh. 17.2 - Prob. 17.3CIAPCh. 17.2 - Prob. 17.14PCh. 17.2 - Prob. 17.15PCh. 17.2 - Prob. 17.16PCh. 17.3 - Prob. 17.17PCh. 17.3 - Raspberry oil contains an ester that is made by...Ch. 17.3 - Prob. 17.19PCh. 17.3 - Prob. 17.20PCh. 17.3 - Prob. 17.21PCh. 17.4 - If a bottle of aspirin tablets has the aroma of...Ch. 17.4 - Prob. 17.23PCh. 17.4 - What carboxylic acids and amines result from...Ch. 17.5 - Prob. 17.25PCh. 17.5 - Prob. 17.26KCPCh. 17.6 - Prob. 17.27PCh. 17.6 - Prob. 17.28PCh. 17.6 - Prob. 17.4CIAPCh. 17.6 - Prob. 17.5CIAPCh. 17.6 - Prob. 17.29PCh. 17 - Prob. 17.30UKCCh. 17 - Prob. 17.31UKCCh. 17 - One phosphorylated form of glycerate is...Ch. 17 - Prob. 17.33UKCCh. 17 - Prob. 17.34UKCCh. 17 - Prob. 17.35UKCCh. 17 - Prob. 17.36UKCCh. 17 - For the following compounds, give the systematic...Ch. 17 - Write the equation for the ionization of hexanoic...Ch. 17 - Prob. 17.39APCh. 17 - Prob. 17.40APCh. 17 - Prob. 17.41APCh. 17 - Give systematic names for the following carboxylic...Ch. 17 - Give systematic names for the following carboxylic...Ch. 17 - Prob. 17.44APCh. 17 - Prob. 17.45APCh. 17 - Draw structures corresponding to the following...Ch. 17 - Draw structures corresponding to the following...Ch. 17 - Malic acid, a dicarboxylic acid found in apples,...Ch. 17 - Prob. 17.49APCh. 17 - Prob. 17.50APCh. 17 - Prob. 17.51APCh. 17 - Prob. 17.52APCh. 17 - Prob. 17.53APCh. 17 - Give systematic names for the following structures...Ch. 17 - Give systematic names for the following structures...Ch. 17 - Prob. 17.56APCh. 17 - Prob. 17.57APCh. 17 - Give systematic names for the following structures...Ch. 17 - Give systematic names for the following structures...Ch. 17 - Prob. 17.60APCh. 17 - What compounds are produced from hydrolysis of...Ch. 17 - Procaine, a local anesthetic whose hydrochloride...Ch. 17 - Prob. 17.63APCh. 17 - Lactones are cyclic esters in which the carboxylic...Ch. 17 - When both the carboxylic acid and the amine are in...Ch. 17 - LSD (lysergic acid diethylamide), a semisynthetic...Ch. 17 - Prob. 17.67APCh. 17 - Prob. 17.68APCh. 17 - Prob. 17.69APCh. 17 - Prob. 17.70APCh. 17 - Prob. 17.71APCh. 17 - Prob. 17.72APCh. 17 - Prob. 17.73APCh. 17 - Prob. 17.74APCh. 17 - Prob. 17.75APCh. 17 - Three amide isomers, N,N-dimethylformamide,...Ch. 17 - Prob. 17.77CPCh. 17 - Prob. 17.78CPCh. 17 - Mention at least two simple chemical tests by...Ch. 17 - Prob. 17.80CPCh. 17 - Name the following compounds.Ch. 17 - Each of the following materials has an ester that...Ch. 17 - Prob. 17.83GPCh. 17 - Prob. 17.84GP
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