ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 5.3, Problem 4P
Interpretation Introduction

(a)

Interpretation: A plane of symmetry for the given molecule is to be drawn.

Concept introduction: Optical activity of a molecule is the interaction between molecule and plane-polarized light. Molecule having asymmetric center shows optical activity except meso compounds. Asymmetric center is a stereocenter which arises in hydrocarbons if the carbon is bonded to four different groups.

A compound with asymmetric centers possesses a plane of symmetry, so it is superimposable on its mirror image, thereby the compound is achiral.

Interpretation Introduction

(b)

Interpretation: A plane of symmetry for the given molecule is to be drawn.

Concept introduction: Optical activity of a molecule is the interaction between molecule and plane-polarized light. Molecule having asymmetric center shows optical activity except meso compounds. Asymmetric center is a stereocenter which arises in hydrocarbons if the carbon is bonded to four different groups.

A compound with asymmetric centers possesses a plane of symmetry, so it is superimposable on its mirror image, thereby the compound is achiral.

Interpretation Introduction

(c)

Interpretation: A plane of symmetry for the given molecule is to be drawn.

Concept introduction: Optical activity of a molecule is the interaction between molecule and plane-polarized light. Molecule having asymmetric center shows optical activity except meso compounds. Asymmetric center is a stereocenter which arises in hydrocarbons if the carbon is bonded to four different groups.

A compound with asymmetric centers possesses a plane of symmetry, so it is superimposable on its mirror image, thereby the compound is achiral.

Interpretation Introduction

(d)

Interpretation: A plane of symmetry for the given molecule is to be drawn.

Concept introduction: Optical activity of a molecule is the interaction between molecule and plane-polarized light. Molecule having asymmetric center shows optical activity except meso compounds. Asymmetric center is a stereocenter which arises in hydrocarbons if the carbon is bonded to four different groups.

A compound with asymmetric centers possesses a plane of symmetry, so it is superimposable on its mirror image, thereby the compound is achiral.

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1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.
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