Chapter 14, Problem 10P

(a)

Interpretation Introduction

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

  

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 4^th 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.

Explanation of Solution

The given structure can be represented as follows:

  

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

  

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:

  

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.

  

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 4^th 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.

Explanation of Solution

The given structure can be represented as follows:

  

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

  

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:

  

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.

  

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 4^th 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.

Explanation of Solution

The given structure can be represented as follows:

  

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

  

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:

  

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.

  

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 4^th 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.

Explanation of Solution

The given structure can be represented as follows:

  

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

  

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:

  

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.

  

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 4^th 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.

Explanation of Solution

The given structure can be represented as follows:

  

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

  

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:

  

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.

  

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 4^th 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.

Explanation of Solution

The given structure can be represented as follows:

  

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

  

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:

  

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