Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Chapter 5, Problem 5.37SP

(a)

Interpretation Introduction

To draw: All the stereoisomers of 2,3,4-tribromopentane with the help of fisher projections.

Interpretation: All the stereoisomers of 2,3,4-tribromopentane with the help of fisher projections are to be drawn.

Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) aur (S) to (R).

(b)

Interpretation Introduction

To determine: The asymmetric carbon atoms and to label them as (R) or (S).

Interpretation: The asymmetric carbon atoms are to be identified and (R) or (S) has to be labeled.

Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) aur (S) to (R).

(c)

Interpretation Introduction

To determine: The validation of the fact that C3 in the meso structures is neither asymmetric nor a chiral centre, yet it is a stereocentre.

Interpretation: The validation of the fact that C3 in the meso structures is neither asymmetric nor a chiral centre, yet it is a stereocentre is to be stated.

Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. Chiral centers signify the presence of asymmetric carbon atoms. They are examples of stereocentre. When two groups bounded to an atom are interchanged to give a stereoisomer, then the atom is known as stereogenic atom.

(d)

Interpretation Introduction

To determine: The validation of the fact that C3 is not a stereocentre in the enantiomers.

Interpretation: The validation of the fact that C3 is not a stereocentre in the enantiomers is to be stated.

Concept introduction: Chiral centres signify the presence of asymmetric carbon atoms. They are examples of stereocentres. When two groups bounded to an atom are interchanged to give a stereoisomer, then the atom is known as stereogenic atom.

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4. - Determine the structural relationship between the compounds in each of the pairs that follow. They may be unrelated, identical (the same compound), constitutional isomers, diastereoisomers, enantiomers? - Identify the optically active (chiral) compounds and any meso compounds. - Assign a configuration (R or S) to all stereocenters. - Name all compounds so that the name reflects the structure unambiguously. a) b) c) d) e) f) H- HO- CHO H3C -NH₂ H- -H H- CH2OH H CH3 CH3 H Ph H CH3 H H CI Ph H H CI CH3 CH₂OH -OH -NH₂ CI H H CI & t OH CHO H3C H OH O-CH3 oma O-CH3 H3C OH
Q2: If you think you know your definitions, try this difficult problem. (a) Draw all the stereoisomers of 2,3.4-tribromonentane, (Using Fischer projections may helpful.) You should find two meso structures and one pair of enantiomers. (b) Star (*) the asymmetric carbon atoms, and label each as (R) or (S). (c) In the meso structures, show how C3 is pot asymmetric, nor is it a chiral center, Yetn stereocenter. (d) In the enantiomers, show how C3 is not a stereocenter.
the drawing utility. Draw any one of the skeletal structures of a 2° alkyl bromide having the molecular formula of C6H13Br and two stereogenic centers. Indicate chirality by using wedge and hashed wedge notation. Lone pairs do not need to be shown. edit structure ...
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