Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Chapter 5.7, Problem 5.13P
Interpretation Introduction

Interpretation: The percentage of (+)-butan-2-ol and ()-butan-2-ol is to be calculated on the basis of the given information.

Concept introduction: The concentration of the compound affects the rotation of polarized light in Polarimeter. The rotation is also dependent upon the length of the cell and optical activity of the compound. Optical purity of a compound is measured by the enantiomeric excess.

To determine: The percentage of (+)-butan-2-ol and ()-butan-2-ol formed in this reaction on the basis of the given information.

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When the three benzaldehydes shown below were exposed to HCN under identical conditions it was found that the equilibrium constants, K, for the three cyanohydrin formation reactions were different. Based on principles that govern equilibrium processes for reversible carbonyl addition reactions, place the K values for the three reactions in ascending order (smallest to largest). Briefly justify your answer. (Hint: Recall that electron deficient carbonyls tend to react faster with nucleophiles and have larger equilibrium constants for the addition reaction.) H X O + HCN pH ~ 9-10 X = H, NO₂, OCH 3 OH H+CN X
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When 2-bromo-2-methylbutane is treated with a base, a mixture of 2-methyl-2-butene and 2-methyl-1- butene is produced. When potassium hydroxide is the base, 2-methyl-1-butene accounts for 45% of the product mixture. However, when potassium tert-butoxide is the base, 2-methyl-1-butene accounts for 70% of the product mixture. What percent of 2-methyl-1-butene would be in the mixture if potassium propoxide were the base? base Br A. Less than 45% B. C. 45% Between 45% and 70% D. More than 70%
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