General, Organic, and Biological Chemistry - 4th edition
General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Chapter 15.6, Problem 15.14P
Interpretation Introduction

(a)

Interpretation:

The given Fischer projection needs to be represented using wedges and dashed wedges.

Concept introduction:

For a molecule with chiral center, the Fischer projection formula is written to describe the stereo arrangement of atoms in two dimensions. For large molecules with more than 1 stereocenters are also represent their stereochemistry using the Fischer Projection. The carbon chain of the molecule containing the chiral carbon center is represented as vertical line with chiral carbon at the center. Two other groups are then horizontally arranged around the chiral carbon atom.

The wedge and dashed bonds are used to represent the 3D structure of the molecule.

Interpretation Introduction

(b)

Interpretation:

The given Fischer projection needs to be represented using wedges and dashed wedges.

Concept introduction:

For a molecule with chiral center, the Fischer projection formula is written to describe the stereo arrangement of atoms in two dimensions. For large molecules with more than 1 stereocenters are also represent their stereochemistry using the Fischer Projection. The carbon chain of the molecule containing the chiral carbon center is represented as vertical line with chiral carbon at the center. Two other groups are then horizontally arranged around the chiral carbon atom.

The wedge and dashed bonds are used to represent the 3D structure of the molecule.

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9. The following reaction, which proceeds via the SN1/E1 mechanisms, gives three alkene products (A, B, C) as well as an ether (D). (a) Show how each product arises mechanistically. (b) For the alkenes, determine the major product and justify your answer. (c) What clues in the reaction as shown suggest that this reaction does not go by the SN2/E2 mechanism route? (CH3)2CH-CH-CH3 CH3OH 1 Bl CH3OH ⑧· (CH3)2 CH-CH=CH2 heat H ⑥③ (CH3)2 C = C = CH3 © СнЗ-С-Снаснз сна (CH 3 ) 2 C H G H CH 3 оснз
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General, Organic, and Biological Chemistry - 4th edition

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