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 6, Problem 43P

(a)

Interpretation Introduction

Interpretation: The R and S should be designated to below substrates as well as products of the bimolecular reaction and products with optical activity should be identified.

  Organic Chemistry: Structure and Function, Chapter 6, Problem 43P , 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 with the atomic number as the fundamental property. The one with the highest atomic number gest highest priority and is designated as “a” and so on.

The 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. If the groups 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.

Any organic compound must have no plane of symmetry in order to be optically active. The compounds with any plane of symmetry are achiral and optically inactive.

(b)

Interpretation Introduction

Interpretation: The R and S should be designated to belowsubstrates as well as products of the bimolecular reaction and products that are optically active should be identified.

  Organic Chemistry: Structure and Function, Chapter 6, Problem 43P , additional homework tip  2

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 with the atomic number as the fundamental property. The one with the highest atomic number gest highest priority and is designated as “a” and so on.

The 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. If the groups 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.

Any organic compound must have no plane of symmetry in order to be optically active. The compounds with any plane of symmetry are achiral and optically inactive.

(c)

Interpretation Introduction

Interpretation: The R and S should be designated to below substrates as well as products of the bimolecular reaction and products that are optically active should be identified.

  Organic Chemistry: Structure and Function, Chapter 6, Problem 43P , 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 the atomic number. The one with the highest atomic number gest highest priority and is designated as “a” and so on.

If the groups now are arranged are read from highest towards least in clockwise fashion the R is assigned to the stereocenter, provided the hydrogen is present below the plane. If hydrogen or least priority group is not below the plane the same molecule is designated as S.

If the rotation is anticlockwise the S is assigned at the configuration provided the hydrogen is present below the plane. If hydrogen or least priority group is not below the plane the same molecule is designated as R.

Any organic compound must have no plane of symmetry in order to be optically active. The compounds with any plane of symmetry are achiral and optically inactive.

(d)

Interpretation Introduction

Interpretation: The R and S should be designated to below substrates as well as products of the bimolecular reaction and products that are optically active should be identified.

  Organic Chemistry: Structure and Function, Chapter 6, Problem 43P , 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 the atomic number. The one with the highest atomic number gest highest priority and is designated as “a” and so on.

If the groups now are arranged are read from highest towards least in clockwise fashion the R is assigned to the stereocenter, provided the hydrogen is present below the plane. If hydrogen or least priority group is not below the plane the same molecule is designated as S.

If the rotation is anticlockwise the S is assigned at the configuration provided the hydrogen is present below the plane. If hydrogen or least priority group is not below the plane the same molecule is designated as R.

Any organic compound must have no plane of symmetry in order to be optically active. The compounds with any plane of symmetry are achiral and optically inactive.

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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Frage
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