EP ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582453
Author: Brown
Publisher: Cengage Learning
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Chapter 18.8, Problem AQ
Interpretation Introduction
Interpretation:
The way by which the given enzyme catalyzes the amide hydrolysis has to be chosen from the given options.
Concept introduction:
The normal reaction of an amide with water does not give good yield of product. As amides are least reactive to
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H
NH₂
ཡིནྣཾ ༥ ཨ ཨནྡྷ༥ ༠ ཨི་ཝཱ, ཙ ཨ་ར༩
H
NH3+
the acidity of the amine ion drives the reaction to shift toward the conjugate base of the carboxylic acid product.
the resulting carboxylic acid ion is a weaker base than an acetate ion.
O aldehydes are more reactive toward nucleophiles than ketones.
Onucleophilic attack occurs preferentially at the less hindered carbon of the formyl group.
If the following compound is saponified with sodium hydroxide, the
products are:
O
||
CH3(CH2) 14CH2-C-O-CH₂CH3
an ester and an alcohol
an alcohol and a salt
an acid and a salt
an acid and an alcohol
The purpose of the acid catalyst in the hydrolysis of an amide is:
to enhance the nucleophilicity of the water molecule
to enhance the electrophilicity of the amide carbonyl carbon
to enhance the electrophilicity of the water molecule
to shift the equilibrium of the reaction
Which of the following compounds has the highest boiling point?
CH3CH3
CH3CH2OH
CH3-0-CH3
CH3COOH
A mixture of the compounds shown below is dissolved in cyclohexane. An
aqueous solution of NaOH is added to the solution, and two layers are
formed. Which compound(s) is(are) found in the aqueous layer?
он
HO
Benzoic acid
Beta-naphthol
Naphthalene
O Benzoic acid only
O Beta-naphthol only
O Naphthalene
O Both Benzoic acid and beta-naphthol
O Both beta-naphthol and naphthalene
Chapter 18 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
Ch. 18.1 - Prob. 18.1PCh. 18.2 - Prob. 18.2PCh. 18.4 - Prob. 18.3PCh. 18.4 - Prob. 18.4PCh. 18.4 - Synthesis of nitriles by nucleophilic displacement...Ch. 18.5 - Complete the following transesterification...Ch. 18.6 - Complete and balance equations for the following...Ch. 18.8 - Prob. AQCh. 18.8 - Several compounds have been found to inhibit...Ch. 18.8 - Prob. CQ
Ch. 18.8 - The following sequence of steps is used to create...Ch. 18.9 - Prob. 18.8PCh. 18.9 - Prob. 18.9PCh. 18.10 - Prob. 18.10PCh. 18.10 - Show how to convert (R)-2-phenylpropanoic acid to...Ch. 18 - Prob. 18.12PCh. 18 - Write the IUPAC name for each compound. (a)...Ch. 18 - Prob. 18.14PCh. 18 - Prob. 18.15PCh. 18 - Propose a structural formula for compound A,...Ch. 18 - Propose a structural formula for compound B,...Ch. 18 - Propose a structural formula for each compound...Ch. 18 - Draw a structural formula for the principal...Ch. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - Prob. 18.23PCh. 18 - Prob. 18.24PCh. 18 - Show the product expected when the following...Ch. 18 - The reagent diisobutylaluminum hydride (DIBALH)...Ch. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Nicotinic acid, more commonly named niacin, is one...Ch. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Isoniazid, a drug used to treat tuberculosis, is...Ch. 18 - Prob. 18.37PCh. 18 - A step in a synthesis of PGE1 (prostaglandin E1,...Ch. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - Show how to synthesize 5-nonanone from...Ch. 18 - Prob. 18.42PCh. 18 - The following sequence of steps converts...Ch. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46PCh. 18 - Prob. 18.47PCh. 18 - Following is a retrosynthetic analysis for the...Ch. 18 - Prob. 18.50PCh. 18 - Given this retrosynthetic analysis, propose a...Ch. 18 - Prob. 18.52PCh. 18 - Prob. 18.53PCh. 18 - Prob. 18.54PCh. 18 - In Problem 7.28, we saw this step in Johnsons...Ch. 18 - Prob. 18.56PCh. 18 - Prob. 18.57PCh. 18 - Prob. 18.58PCh. 18 - Prob. 18.59PCh. 18 - Prob. 18.60PCh. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Using your reaction roadmap as a guide, show how...Ch. 18 - Minoxidil is a molecule that causes hair growth in...Ch. 18 - Prob. 18.69PCh. 18 - Prob. 18.70PCh. 18 - Prob. 18.71P
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