Principles of General, Organic, Biological Chemistry
Principles of General, Organic, Biological Chemistry
2nd Edition
ISBN: 9780073511191
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 13, Problem 13.41UKC

a.

Interpretation Introduction

Interpretation:

IUPAC name for the compound A has to be given.

Concept Introduction:

IUPAC rules for naming carboxylic acid:

  • Longest carbon chain is identified that contains the carboxyl group.  Name of the parent alkane is changed by replacing the “-e” by the suffix “-oic acid”.
  • Substituents present in the longest carbon chain is entered before the carboxylic acid name.  If same substituents are present, then the respective Greek prefix is added before the substituents name.
  • Locants are added and the substituents are entered in alphabetical order.

b.

Interpretation Introduction

Interpretation:

Isomer for the compound A has to be drawn that has same functional group.

c.

Interpretation Introduction

Interpretation:

Isomer for the compound A has to be drawn that has different functional group.

d.

Interpretation Introduction

Interpretation:

Product that is formed when compound A is treated with NaOH has to be given.

Concept Introduction:

Water soluble salts are obtained as products when a carboxylic acid reacts with base such as sodium hydroxide.  Carboxylic acid is converted into carboxylate ion by the transfer of proton to the base.  On removal of proton from the carboxylic acid, the conjugate base is formed.  Hydroxide ion from base and proton from the acid combines to form neutral water molecule.

e.

Interpretation Introduction

Interpretation:

The product that is formed when the compound A reacts with ethanol in presence of sulfuric acid has to be drawn.

Concept Introduction:

In presence of acid, the carboxylic acid and an alcohol reacts to form ester as product.  Acid acts as a catalyst in this reaction.  This is known as Fischer esterification reaction.  Esterification reaction is an example of substitution reaction because, the OH group present in carboxylic acid is replaced by OR' group of alcohol.

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Answer each question for A and B depicted in the ball-and-stick models.a. What is the IUPAC name for each compound?b. What product is formed when each compound is treated with NaOH?c. Name the products formed in part (b).d. Draw the structure of an isomer that is at least 105 times less acidic than each compound.
Draw the eight constitutional isomers having the molecular formula C5H11Cl.a. Give the IUPAC name for each compound (ignoring R and S designations).b. Classify each alkyl halide as 1°, 2°, or 3°.c. Label any stereogenic centers.d. For each constitutional isomer that contains a stereogenic center, draw all possible stereoisomers, and label each stereogenic center as R or S.
Draw the eight constitutional isomers having the molecular formula C5H11Cl. a.Give the IUPAC name for each compound (ignoring R and S designations). b.Classify each alkyl halide as 1°, 2°, or 3°. c.Label any stereogenic centers. d.For each constitutional isomer that contains a stereogenic center, draw all possible stereoisomers, and label each stereogenic center as R or S.

Chapter 13 Solutions

Principles of General, Organic, Biological Chemistry

Ch. 13.5 - Prob. 13.11PCh. 13.5 - Prob. 13.12PCh. 13.5 - Prob. 13.13PCh. 13.6 - Prob. 13.14PCh. 13.6 - Prob. 13.15PCh. 13.6 - Prob. 13.16PCh. 13.6 - Prob. 13.17PCh. 13.6 - Prob. 13.18PCh. 13.6 - Prob. 13.19PCh. 13.7 - Prob. 13.20PCh. 13.7 - Prob. 13.21PCh. 13.7 - Prob. 13.22PCh. 13.7 - Prob. 13.23PCh. 13.7 - Prob. 13.24PCh. 13.8 - Prob. 13.25PCh. 13.8 - Prob. 13.26PCh. 13.8 - Prob. 13.27PCh. 13.8 - Draw the product formed when each ammonium salt is...Ch. 13.8 - Prob. 13.29PCh. 13.9 - Prob. 13.30PCh. 13.9 - Prob. 13.31PCh. 13.9 - Prob. 13.32PCh. 13.9 - Why is the boiling point of CH3CONH2(221C) higher...Ch. 13.9 - Prob. 13.34PCh. 13.9 - Prob. 13.35PCh. 13.10 - Prob. 13.36PCh. 13 - Prob. 13.37UKCCh. 13 - Prob. 13.38UKCCh. 13 - Prob. 13.39UKCCh. 13 - Prob. 13.40UKCCh. 13 - Prob. 13.41UKCCh. 13 - Prob. 13.42UKCCh. 13 - Prob. 13.43UKCCh. 13 - Prob. 13.44UKCCh. 13 - Prob. 13.45UKCCh. 13 - Prob. 13.46UKCCh. 13 - Prob. 13.47UKCCh. 13 - Prob. 13.48UKCCh. 13 - Prob. 13.49UKCCh. 13 - Prob. 13.50UKCCh. 13 - Prob. 13.51APCh. 13 - Prob. 13.52APCh. 13 - Prob. 13.53APCh. 13 - Draw the structure of a compound of molecular...Ch. 13 - Prob. 13.55APCh. 13 - Prob. 13.56APCh. 13 - Give an acceptable name for each compound.Ch. 13 - Prob. 13.58APCh. 13 - Prob. 13.59APCh. 13 - Prob. 13.60APCh. 13 - Prob. 13.61APCh. 13 - Prob. 13.62APCh. 13 - Prob. 13.63APCh. 13 - Give an acceptable name for each amine or amide....Ch. 13 - Draw the structure corresponding to each name. a....Ch. 13 - Draw the structure corresponding to each name. a....Ch. 13 - Prob. 13.67APCh. 13 - Draw the structure of each amine or ammonium salt....Ch. 13 - Prob. 13.69APCh. 13 - Which compound in each pair is more water soluble?...Ch. 13 - Prob. 13.71APCh. 13 - Prob. 13.72APCh. 13 - Prob. 13.73APCh. 13 - Prob. 13.74APCh. 13 - Prob. 13.75APCh. 13 - Prob. 13.76APCh. 13 - Prob. 13.77APCh. 13 - Prob. 13.78APCh. 13 - Prob. 13.79APCh. 13 - Prob. 13.80APCh. 13 - Prob. 13.81APCh. 13 - Prob. 13.82APCh. 13 - Prob. 13.83APCh. 13 - Prob. 13.84APCh. 13 - Prob. 13.85APCh. 13 - Prob. 13.86APCh. 13 - Prob. 13.87APCh. 13 - Draw the products of each acid-base reaction.Ch. 13 - Prob. 13.89APCh. 13 - Prob. 13.90APCh. 13 - Prob. 13.91APCh. 13 - Prob. 13.92APCh. 13 - Ritalin is the trade name for methylphenidate, a...Ch. 13 - Prob. 13.94APCh. 13 - Prob. 13.95CPCh. 13 - Prob. 13.96CPCh. 13 - Prob. 13.97CPCh. 13 - Prob. 13.98BTCCh. 13 - Prob. 13.99BTCCh. 13 - Prob. 13.100BTC
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