Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 5, Problem 40P

(a)

Interpretation Introduction

Interpretation:Whether the pair of two molecules representconstitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  1

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(b)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  2

Concept introductionIn order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(c)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  3

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(d)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  4

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(e)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  5

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(f)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  6

Concept introduction:The enantiomers are identical chemical compounds that have a mirror-image relationship to each other while diastereomers do not hold mirror image relationships. The former are chiral and optically active while the latter can be chiral or achiral.

(g)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  7

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(h)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  8

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(i)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  9

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(j)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  10

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(k)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  11

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(l)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  12

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

(m)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  13

Concept introduction:The enantiomers are identical chemical compounds that have a mirror-image relationship to each other while diastereomers do not hold mirror image relationships. The former are chiral and optically active while the latter can be chiral or achiral.

(n)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  14

Concept introduction: The enantiomers are identical chemical compounds that have a mirror-image relationship to each other while diastereomers do not hold mirror image relationships. The former are chiral and optically active while the latter can be chiral or achiral.

(o)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  15

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

The enantiomers are identical chemical compounds that have a mirror-image relationship to each other while diastereomers do not hold mirror image relationships. The former are chiral and optically active while the latter can be chiral or achiral.

(p)

Interpretation Introduction

Interpretation: Whether the pair of two molecules represent constitutional isomers, enantiomers, diastereomers, or identical isomers should be identified.

  Organic Chemistry: Structure and Function, Chapter 5, Problem 40P , additional homework tip  16

Concept introduction:In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of atomic number. The one with highest atomic number gest highest priority and is designated as 1 and so on and with the lowest priority group at the bottom.

If the groups now are arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter if the rotation is anticlockwise then S is assigned at the configuration.

Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain the lowest priority group at the bottom or lowest priority.

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For each of the following pairs, indicate if they are (A) the same, (B) constitutional isomers, (C) enantiomers, or (D) diastereomers
For each of the following pairs, please indicate if the compounds are (A) identical,   (B) constitutional isomers, (C) enantiomers, or (D) diastereomers:
For each of the following pairs of molecules, classify them as either: enantiomers, diastereomers, identical compounds, or constitutional isomers.
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