Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter C, Problem C.6P
Interpretation Introduction

(a)

Interpretation:

The substituent in each pair which that has higher priority is to be identified.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets higher priority. When the substituents that are attached by the same atom, a tiebreaker is applied.

For each substituent, the set of three atoms one bond away from its point of attachment are to be identified.

In each set, arrange the three atoms from highest to lowest priority. Compare each set’s highest-priority atom.

If they are different, then the atom that has higher priority corresponds to the higher-priority substituent.

If the highest-priority atoms from each set are identical, then compare each set’s second highest priority that corresponds to the higher priority substituent. If the second-highest-priority atoms from each set are identical, then compare each set’s lowest-priority atom to break the tie.

Interpretation Introduction

(b)

Interpretation:

The substituent in each pair which that has higher priority is to be identified.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets higher priority. When the substituents are attached by the same atom,

A tiebreaker is applied.

For each substituent, the set of three atoms one bond away from its point of attachment are to be identified.

In each set, arrange the three atoms from highest to the lowest priority. Compare each set’s highest-priority atom.

If they are different, then the atom that has higher priority corresponds to the higher-priority substituent.

If the highest-priority atoms from each set are identical, then compare each set’s second highest priority corresponds to the higher priority substituent. If the second-highest-priority atoms from each set are identical, then compare each set’s lowest-priority atom to break the tie.

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