Concept explainers
(a)
Interpretation:
The configuration of each stereo center in the given molecule is to be designated as R or S.
Concept introduction:
When assigning priorities to substituents, the atom having the greater
When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R.
When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S.
If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined and that arrangement is reversed before assigning R or S.
If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined and that arrangement is reversed before assigning R or S.
(b)
Interpretation:
The configuration of each stereo center in the given molecule is to be designated as R or S.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets higher priority.
When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R.
When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S.
If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituent is determined and that arrangement is reversed before assigning R or S.
If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined and that arrangement is reversed before assigning R or S.
(c)
Interpretation:
The configuration of each stereo center in the given molecule is to be designated as R or S.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets higher priority.
When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R.
When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S.
If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined and that arrangement is reversed before assigning R or S.
If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined and that arrangement is reversed before assigning R or S.
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Check out a sample textbook solutionChapter C Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Problem: Perform a conformational analysis 2-iodo-2-methylbutane, looking down the C2-C3 bond. Pay attention to the relative energies of the various conformations, but do not concern yourself with the actual energy values.arrow_forwardProblem: Answer the following questions about the 2-ethyl-4-isopropyl-1- methylcylcohexane stereoisomer shown below. Be sure to draw the correct stereoisomer! (a) Draw the lowest potential energy chair conformation. (b) Draw the highest potential energy chair conformation. (c) Explain how you determined the relative potential energy of your chair conformations. CH3 CH₂CH3 CH(CH3)2arrow_forwardProblem: Perform a conformational analysis 2-iodo-2-methylbutane, looking down the C2—C3 bond. Pay attention to the relative energies of the various conformations, but do not concern yourself with the actual energy values. Pleae draw newman projections.arrow_forward
- What is the lowest energy 3D conformation of the molecule in the image?arrow_forwardHow many asymmetric centers are in the molecule on the right?arrow_forwardFor the following pair of molecules, (1) Draw out the chair conformation for each molecule, flip the ring if it is possible. (2) Compare both molecules to circle out which one is more stable. (3) Assign the absolute configuration (R/S) on all the chiral center(s), if it applicable. (4) Name the molecule on the left side. VS.arrow_forward
- Use the following wedge formula mentioned in attached diagram to answer the following question. If we assume structure (ii) rotates plane-polarized light + 13.5° (i.e specific rotation of + 13.5°), what would be the specific rotation of its mirror image)?arrow_forwardCheck the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of the above box under. the table. Molecule 1 Molecule 4 none of the above Molecule 2 ******* Molecule 5 Molecule 3 Molecule 6 ? F olo Ar warrow_forward3) Draw a molecule that has one S stereocenter. Do not duplicate your example from question 1.arrow_forward
- For each molecule in Problem , identify all chiral centers that exist. Which of those molecules, if any, are meso?arrow_forwardImage below, Why is this not a constructual isomer?arrow_forwardDraw Newman projects of all the staggered conformations for the molecule below looking along the bolded bond in the direction indicated by the arrow. The carbon closest to the arrow should be the front carbon of your Newman projection. (It is a practice problem from the book but I am confused about how to approach it.)arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning