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Concept explainers
(a)
Interpretation:
The configuration of each asymmetric carbon in the given molecule is to be designated as R or S.
Concept introduction:
When assigning priorities to substituents, the atom having the greater
(b)
Interpretation:
The configuration of each asymmetric carbon 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. When writing the IUPAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom and hyphens are used to separate those designations from the rest of the IUPAC name.
(c)
Interpretation:
The configuration of each asymmetric carbon 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. When writing the IUPAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom and hyphens are used to separate those designations from the rest of the IUPAC name.
(d)
Interpretation:
The configuration of each chiral 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. When writing the IUPAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom and hyphens are used to separate those designations from the rest of the IUPAC name.
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Chapter C Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- C) Label each asymmetric carbon in the compound below as R or S. H₂C H₂C CH₂CH₂CI CHOarrow_forwardConsider the compound below. a) Draw the structure showing stereochemistry, in which carbon 1 has S configuration and carbon 2 has R configuration. b) Draw the structure showing stereochemistry, in which carbons 1 and 2 have S configuration. c) are the two structures from part a and b diastereomers, identical, enantiomers, or unrelated?arrow_forwardDetermine the configuration of each stereogenic center in the compound below. Highlight the carbon in red if the configuration is R, and in blue if the configuration is S. |||| OH OH D X 5 Ćarrow_forward
- Determine whether the molecules in each pair are the same or enantiomers. H H a.CH,CH,-a a«CH,CH; CH CH3 H H h. H,Cha HotrCH, но CI но CH, CH3 JCH c. CH HC CH3 CH3 H3C H3C CH2 CH; CH2arrow_forwardAssign RS configuration to each chiral carbon in the following compounds-arrow_forwarda. Draw the 14 constitutional isomers of molecular formula C8H9Cl that contain a benzene ring.b. Name all compounds that contain a trisubstituted benzene ring.c. For which compound(s) are stereoisomers possible? Draw all possible stereoisomers.arrow_forward
- a. Draw the 14 constitutional isomers of molecular formula C8H9Cl that contain a benzene ring. b.Name all compounds that contain a trisubstituted benzene ring. c.For which compound(s) are stereoisomers possible? Draw all possible stereoisomers.arrow_forward2. Draw the two chair conformations of menthol and identify the more stable conformation.arrow_forwardAssign the absolute configuration of the asymmetric carbon in this structure as R or S. Br There is no asymmetric carbon in this structure OR Sarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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