Introduction To General, Organic, And Biochemistry
Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 14, Problem 10P

(a)

Interpretation Introduction

Interpretation: The stereocenters present in the molecule needs to be labelled as R or S.

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  1

Concept Introduction:

The Cahn-Ingold-Prelog system is a set of rules that allows us to unambiguously define the stereochemical configuration of any stereocenter, using the designations 'R ' (from the Latin rectus, meaning right-handed) or ' S ' (from the Latin sinister, meaning left-handed).

In the first step, priority is given to 4 different groups attached to the stereocenter. The direction of 4th priority group should be away from the observer. In the second step, direction from 1 to 3 priority group is determined. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

(a)

Expert Solution
Check Mark

Explanation of Solution

The given structure can be represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  2

Here, stereocenter and priority in groups is labelled as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  3

Here, the lowest priority group is H atom and it is bonded to C atom via dashed bond thus, it is away from us.

Now, determine the direction from 1 to 3 priority group. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

Here, the direction is represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  4

Since, it is anticlockwise, the configuration will be S.

(b)

Interpretation Introduction

Interpretation: The stereocenters present in the molecule needs to be labelled as R or S.

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  5

Concept Introduction:

The Cahn-Ingold-Prelog system is a set of rules that allows us to unambiguously define the stereochemical configuration of any stereocenter, using the designations 'R ' (from the Latin rectus, meaning right-handed) or ' S ' (from the Latin sinister, meaning left-handed).

In the first step, priority is given to 4 different groups attached to the stereocenter. The direction of 4th priority group should be away from the observer. In the second step, direction from 1 to 3 priority group is determined. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

(b)

Expert Solution
Check Mark

Explanation of Solution

The given structure can be represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  6

Here, stereocenter and priority in groups is labelled as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  7

Here, the lowest priority group is H atom and it is bonded to C atom via dashed bond thus, it is away from us.

Now, determine the direction from 1 to 3 priority group. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

Here, the direction is represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  8

Since, it is clockwise, the configuration will be R.

(c)

Interpretation Introduction

Interpretation: The stereocenters present in the molecule needs to be labelled as R or S.

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  9

Concept Introduction:

The Cahn-Ingold-Prelog system is a set of rules that allows us to unambiguously define the stereochemical configuration of any stereocenter, using the designations 'R ' (from the Latin rectus, meaning right-handed) or ' S ' (from the Latin sinister, meaning left-handed).

In the first step, priority is given to 4 different groups attached to the stereocenter. The direction of 4th priority group should be away from the observer. In the second step, direction from 1 to 3 priority group is determined. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

(c)

Expert Solution
Check Mark

Explanation of Solution

The given structure can be represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  10

Here, stereocenter and priority in groups is labelled as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  11

Here, the lowest priority group is H atom and it is bonded to C atom via dashed bond thus, it is away from us.

Now, determine the direction from 1 to 3 priority group. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

Here, the direction is represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  12

Since, it is clockwise, the configuration will be R.

(d)

Interpretation Introduction

Interpretation: The stereocenters present in the molecule needs to be labelled as R or S.

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  13

Concept Introduction:

The Cahn-Ingold-Prelog system is a set of rules that allows us to unambiguously define the stereochemical configuration of any stereocenter, using the designations 'R ' (from the Latin rectus, meaning right-handed) or ' S ' (from the Latin sinister, meaning left-handed).

In the first step, priority is given to 4 different groups attached to the stereocenter. The direction of 4th priority group should be away from the observer. In the second step, direction from 1 to 3 priority group is determined. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

(d)

Expert Solution
Check Mark

Explanation of Solution

The given structure can be represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  14

Here, stereocenter and priority in groups is labelled as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  15

Here, the lowest priority group is H atom and it is bonded to C atom via dashed bond thus, it is away from us.

Now, determine the direction from 1 to 3 priority group. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

Here, the direction is represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  16

Since, it is anticlockwise, the configuration will be S.

(e)

Interpretation Introduction

Interpretation: The stereocenters present in the molecule needs to be labelled as R or S.

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  17

Concept Introduction:

The Cahn-Ingold-Prelog system is a set of rules that allows us to unambiguously define the stereochemical configuration of any stereocenter, using the designations 'R ' (from the Latin rectus, meaning right-handed) or ' S ' (from the Latin sinister, meaning left-handed).

In the first step, priority is given to 4 different groups attached to the stereocenter. The direction of 4th priority group should be away from the observer. In the second step, direction from 1 to 3 priority group is determined. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

(e)

Expert Solution
Check Mark

Explanation of Solution

The given structure can be represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  18

Here, stereocenter and priority in groups is labelled as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  19

Here, the lowest priority group is H atom and it is bonded to C atom via wedge bond thus, it is towards us.

Now, determine the direction from 1 to 3 priority group. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

Here, the direction is represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  20

Here, the direction is clockwise thus, the configuration is R.

(f)

Interpretation Introduction

Interpretation: The stereocenters present in the molecule needs to be labelled as R or S.

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  21

Concept Introduction:

The Cahn-Ingold-Prelog system is a set of rules that allows us to unambiguously define the stereochemical configuration of any stereocenter, using the designations 'R ' (from the Latin rectus, meaning right-handed) or ' S ' (from the Latin sinister, meaning left-handed).

In the first step, priority is given to 4 different groups attached to the stereocenter. The direction of 4th priority group should be away from the observer. In the second step, direction from 1 to 3 priority group is determined. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

(f)

Expert Solution
Check Mark

Explanation of Solution

The given structure can be represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  22

Here, stereocenter and priority in groups is labelled as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  23

Here, the lowest priority group is H atom and it is bonded to C atom via wedge bond thus, it is towards us.

Now, determine the direction from 1 to 3 priority group. If the direction is clockwise, the configuration will be R and if it is anticlockwise, the configuration will be S.

Here, the direction is represented as follows:

  Introduction To General, Organic, And Biochemistry, Chapter 14, Problem 10P , additional homework tip  24

Here, the direction is clockwise thus, the configuration is R.

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Students have asked these similar questions
Draw a molecule that has one R stereocenter.
On the molecule below, highlight all R stereocenters in red and all S stereocenters in blue. If it doesn't contain any stereocenters, check the "No Stereocenters" box under the drawing area.
Assign R/S configuration of all stereocenters.

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Introduction To General, Organic, And Biochemistry

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