Concept explainers
(a)
Interpretation:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.
A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their
Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.
If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.
If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.
(b)
Interpretation:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.
A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has higher priority. 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.
Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.
If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.
If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.
(c)
Interpretation:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.
A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has higher priority. 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.
Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.
If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.
If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.
(d)
Interpretation:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.
A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center, when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has the higher priority. 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.
Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.
If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.
If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.
(e)
Interpretation:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.
Concept introduction:
For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.
A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has the higher priority. 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.
Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.
If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.
If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.
Want to see the full answer?
Check out a sample textbook solutionChapter C Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
- Draw a bond-line diagram for the compounds below. Which of the following compounds is chiral? (a) 2-bromobutane (b) methylcyclohexane (draw a chair configuration)arrow_forwardShown below is Streptomycin, an antibiotic medication used to treat a number of bacterial infections, including tuberculosis, plague, and endocarditis. Neomycin B has broad-spectrum antibacterial activity. Circle and label as many functional groups in these molecules as you can. Label each chiral carbon in Streptomycin. How many total stereoisomers exist for Streptomycin? Label each chiral carbon in Neomycin B. How many total stereoisomers exist for Neomycin B?arrow_forwardHow many chiral center(s) are present in each molecule and how many stereoisomers are possible in each case? a) 2- Chloropentane b) 3- chloropentane c) 3- Chloro- 1- pentene draw the structures of each of the molecules on paper with showing chiral centers with a star/asterisk and mention the number of the stereoisomers for each molecule.arrow_forward
- Which of the following structures represent the same stereoisomer? A. only 1 and 2 B. only 1 and 3 C. only 2 and 3 D. 1, 2 and 3 Please explain.arrow_forwardMark each chiral center in the following molecule with an asterisk. How many stereoisomers are possible for each molecule?arrow_forwardShown below is Streptomycin, and Neomycin B. Circle and label as many functional groups in these molecules as you can. a. Label each chiral carbon in Streptomycin. How many total stereoisomers exist for Streptomycin? b. Label each chiral carbon in Neomycin B. How many total stereoisomers exist for Neomycin B?arrow_forward
- For the list of molecules, indicate if there is an internal mirror plane and if they are chiral. 1. cis-1,3- dimethylcyclobutane 2. trans-1,3- dimethylcyclobutane 3. cis-1,2- dimethylcyclobutane 4. trans-1,2- dimethylcyclobutane 5. 2-butanol 6. Meso-2,3 butanediol 7. Glycine (aminoacetic acid) 8. L-proline 9. Isoleucine 10. 1,3 dichloro-allene (C3 H2 Cl2 )arrow_forwardDraw three-dimensional representations of the following compounds. Which have asymmetric carbon atoms? Which have no asymmetric carbons but are chiral anyway? 1-chlorobuta-1,2-dienearrow_forwarda).Consider the Fischer projections of the following pair of stereoisomers. Name eachstructure in the pair according to IUPAC nomenclature, using appropriate R/S designation to show handedness. b).Draw the missing stereoisomer(s)in this set. Indicate the relationship (enantiomers or diastereomers) between every possible pairing of compounds. Circle a pair of compounds that, if present in equal amounts, will not show optical activity. If one of these compounds has a specific rotation of -7.9owhen isolated, what is the specific rotation of the other?arrow_forward
- (a) (R)-1,1,2-trimethylcyclohexane, draw a three-dimensional representation.arrow_forwardUsing the priority rule, identify the configuration at each chiral center and the configuration of the double bond: For a chiral center please type EXACTLY one of the following: R or S or neither if it is not a chiral center. For a double bond please type EXACTLY one of the following: E or Z or neither if the double bond has no stereochemistry.arrow_forwardConstruct a model of CH3Br using MolView and answer the following: 1. Can it be superimposed on its mirror image? (Y/N) 2. Does CH3Cl contain a plane of symmetry? (Y/N) 3. Is CH3Cl chiral? (Y/N)arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY