Concept explainers
(a)
Interpretation:
The structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater
(b)
Interpretation:
The structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has a higher priority. In the case of comparison between isotopes, the one having the greater atomic mass gets a 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 IPUAC 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 structure for the given molecule is to be drawn.
Concept introduction:
When assigning priorities to substituents, the atom having the greater atomic number has a higher priority. In the case of comparison between isotopes, the one having the greater atomic mass gets a 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 IPUAC 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.
Want to see the full answer?
Check out a sample textbook solutionChapter C Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
- Please don't provide handwritten solution ..... which of these alkenes can be a cis and trans-isomere?arrow_forwardWhich do you expect to be the more stable conformation of cis-1,3-dimethylcyclobutane, A or B? Why?arrow_forwardC7H9N has 4 degrees of unsaturation, what are the possible structures?arrow_forward
- a) When (Z)-3-methylhex-3-ene undergoes hydroboration–oxidation, two isomeric products are formed. Give their structures, and label each asymmetric carbon atom as (R) or (S). What is the relationship between these isomers?arrow_forwardWhich of the following statement/s is/are false about the reaction of 3-methylhex-3-ene with H3O+?arrow_forwardDraw the highest and lowest energy conformations. In cases where two or three conformations are degenerate, choose only one as your anwser. Use Pr, Me, H, Et in the structures.arrow_forward
- Which of these is the most stable conformation?arrow_forwardTwo alkenes undergo hydrogenation to yield a mixture or cis- and trans-1,4-dimethylcyclohexane. Which two are these? A third, however, gives only cis-1,4-dimethylcyclohexane. What compound is this?arrow_forwardThe rate law for addition of Br2Br2 to an alkene is first order in Br2Br2 and first order in the alkene. Does this information suggest that the mechanism of addition of Br2Br2 to an alkene proceeds in the same manner as for addition of HBr? Explain.arrow_forward
- Which of the structures below is (4R)-4ethyl-2,4- dimethylcyclohexan-1-one?arrow_forwardDisregarding stereoisomers, draw the structures of all alkenes with molecular formula C5H10. Which ones can exist as cis–trans isomers?arrow_forwardDraw skeletal structures of the following molecules and show the steps: (R)-2-chloro-2-methyloxypentane (2S,3S)-2-bromo-3-chloropentane (1R,2S)-1,2-dibromocyclopentanearrow_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