Concept explainers
(a)
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 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)
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: 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 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)
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: 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 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)
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: 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 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)
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: 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 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)
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: 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 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)
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.
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Chapter 14 Solutions
Introduction to General, Organic and Biochemistry
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- 2. The following molecule is one enantiomer of methylenedioxymethamphetamine (MDMA). 2a. Circle all of the stereocenters in MDMA 2b. Assign the absolute stereochemistry (R or S) for each stereocenter .CH3 HN H H *CH3arrow_forwardOn 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. No stereocenters F ** NH₂ Xarrow_forwardSubject: chemarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning