EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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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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Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, CsH10, an optically inactive compound. They discovered that compound B, C3H9Br, is produced during the halogenation process. When compound B is reacted with nitric acid, compound C, C3H§BrNO2, is formed. While Friedel Crafts acylation of compound A produces compound E, C10H12O. This compound C was oxidised to produce compound D, C,H4BrNO4 as a major product. Identify the possible structural formulae compounds A to E and explain your answers.
The following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write the compound which is most reactive towards SN2 reaction.(ii) Write the compound which is optically active.(iii) Write the compound which is most reactive towards P-elimination reaction.
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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