Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 7, Problem 70P
Interpretation Introduction
(a)
Interpretation: The products formed by the reaction of alkyl bromide A with a single enantiomer of amino ester B are to be predicted.
Concept introduction: The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of
Interpretation Introduction
(b)
Interpretation: The product that is needed to synthesize the quinapril is to be identified.
Concept introduction: The stereochemistry of the compound is determined by prioritizing the groups attached to its stereogenic center. The groups are prioritized on the basis of atomic number of their atoms. The racemic mixture contains same amount of compounds that has S and R configuration.
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Quinapril (trade name Accupril) is used to treat high blood pressure and congestive heart failure. One step in the synthesis of quinapril involves reaction of the racemic alkyl bromide A with a single enantiomer of the amino ester B. (a) What two products are formed in this reaction? (b) Given the structure of quinapril, which one of these two products is needed tosynthesize the drug?
Quinapril (trade name Accupril) is used to treat high blood pressure andcongestive heart failure. One step in the synthesis of quinapril involvesreaction of the racemic alkyl bromide A with a single enantiomer of theamino ester B.
Given the structure of quinapril, which one of these two products isneeded to synthesize the drug?
(a) What is the major alkene formed when A is dehydrated with HS2O4? (b) What is the major alkene formed when A is treated with POCl3 and pyridine? Explain why the major product is different in these reactions.
Chapter 7 Solutions
Organic Chemistry (6th Edition)
Ch. 7.1 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7.2 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7.2 - Prob. 3PCh. 7.3 - An sp3 hybridized CCl bond is more polar than an...Ch. 7.4 - Prob. 5PCh. 7.6 - Prob. 6PCh. 7.7 - Prob. 10PCh. 7.8 - Prob. 15PCh. 7.8 - Prob. 16PCh. 7.8 - Prob. 17P
Ch. 7.11 - Prob. 18PCh. 7.11 - Prob. 19PCh. 7.11 - Draw the product of each SN2 reaction and indicate...Ch. 7.11 - Prob. 21PCh. 7.11 - Prob. 22PCh. 7.12 - What happens to the rate of an SN1 reaction under...Ch. 7.12 - Draw the products of each SN1 reaction and...Ch. 7.13 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7.15 - Problem 7.30 For each alkyl halide and...Ch. 7.15 - Prob. 30PCh. 7.15 - Prob. 31PCh. 7.15 - Prob. 32PCh. 7.15 - Prob. 33PCh. 7.15 - Prob. 34PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 50PCh. 7 - Prob. 51PCh. 7 - 7.53 Consider the following reaction.
Draw a...Ch. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - 7.59 Pick the reactant or solvent in each part...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 62PCh. 7 - Prob. 63PCh. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 69PCh. 7 - Prob. 70PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 72PCh. 7 - Prob. 78P
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