EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
Question
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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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3)- Determine the total number of conformers and draw the Chair Structures of the conformers for the Tri-substituted cyclohexane structure given below (i.e., "A"). Draw the relative energy diagram for the possible conformers for the cyclohexane structure below. Note, draw only the required structures for the conformers of A. Also, include hydrogen atoms wherever there are substituents on all of your chair conformers. Answer (Total #of Conformers): Chair Structures: Relative Energy Diagram 8 bas roll 3
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
5) relationship between the pairs of structures. NOTE: Each term may be used more than Choose the term from the five terms listed below that BEST describes the once and not all terms need be used. Identical Diastereomers Enantiomers Constitutional isomers Not isomers CH3 CH3 ÇI H3C-Br CH3 Br -CI H,C. D-H H3C- Br H- -D Br CH3 -CI ČH3 OH H3C, CHO OHC, OH OH H. HO CHO OHC CH3 H. OH ÓH
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