ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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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 (LL)-PACKAGE, 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 (LL)-PACKAGE, 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 (LL)-PACKAGE, 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 (LL)-PACKAGE, 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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A. B. b. Now consider the two bicyclic molecules A. and B. Note that A. is a dianion and B. is a neutral molecule. One of these molecules is a highly reactive compound first characterized in frozen noble gas matrices, that self-reacts rapidly at temperatures above liquid nitrogen temperature. The other compound was isolated at room temperature in the early 1960s, and is a stable ligand used in organometallic chemistry. Which molecule is the more stable molecule, and why?
Where are the chiral centers in this molecule? Also is this compound meso yes or no?
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