Concept explainers
(a)
Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.
Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their
(b)
Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.
Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.
(c)
Interpretation: The stereogenic center in the given molecule must be assigned R or S configuration.
Concept introduction: Stereogenic centres are given R and S configuration by sequence rule that is by assigning 1 to 4 priorities to the substituents attached at the chiral center on the basis of their atomic number higher the atomic number higher is the priority followed by rotating the molecule from the side of highest priority group to that of the lowest priority. If the molecule rotates in clockwise direction then it is assigned R configuration while if it rotates in anticlockwise direction then it is assigned S configuration. If the first priority atom of the substituent groups is same then the priority of second atom is checked and so on.
Want to see the full answer?
Check out a sample textbook solutionChapter 5 Solutions
Organic Chemistry
- Label the stereogenic center(s) in each drug as R or S. L-Dopa is used to treat Parkinson's disease (Chapter 1). Ketamine is an anesthetic. Enalapril belongs to a class of drugs called ACE inhibitors, which are used to lower blood pressure. CH3 NHẠC CH,CH,Oz a. HO OH COOH HÌNH, L-dopa b. ketamine H enalapril Trade name: Vasotec CO₂Harrow_forward• Question 5: Label each stereogenic center as R or S. CH₂ a. CH₂CH₂ b. CH H 1 NH₂ H CH3 CH₂CH₂ T C. D CI CH3 d. Br C ICH₂ H e. f. H* HO C HOOC CH₂ HO CH(CH3)2 -C₂ C CH3 SH NH₂ H CH3 g. h. .CI CIarrow_forwardPart D. Do the two structures A and B of each pair drawn below represent the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, further classify them as enantiomers or diastereomers. H3C Structure A H3C HO H3C H3C Br T H H3C H HO H3CC H C Br HC H H H H CH₂Br CH₂CH3 H CH₂CH3 CH₂OH OH H HO G G H HO H HO G CH3 CH3 CH3 Br Hallo H H3C H Structure B H3C CH3 Br WING H Br HOCH₂ CH3 CH3 HO H CH₂OH H CH₂CH3 H CH₂CH3 H H H H H H Gim CH3 H OH "H ·GII. CH3 HO. OH OH CH3 CH3 OH Relationship of A and Barrow_forward
- 1. Draw a pair of enantiomers of 2-butanol. Is 2-butanol able to rotate the plane polarized light? Explain.arrow_forwardStereoisomers share the same connectivity and differ only in the way their atoms are arranged in space. Draw the structure of a compound that is a stereoisomer ofarrow_forward2. Circle all of the stereocenters in the molecules below. If there are none, write "None." a. Adrenaline b. Aspirin ОН c. Limonene d. Testosterone OH OH OH OH H totsarrow_forward
- 1a. How many stereogenic centers are present 1c. Draw a three-dimensional structure of a in the structure below? Indicate them with asterisk(s). How many stereoisomers stereoisomers are possible? chiral compound with the molecular formula of C4H4Cl₂ that does not have a stereogenic carbon. In addition, draw the enantiomer of this compound. Number of stereogenic centers: Number of stereoisomers possible: 1b. Draw one of the two most stable stereoisomers of the compound in 1a using a planar structure with wedges and dashes. Now draw it in its preferred chair conformation. 1d. Draw two meso compounds with the molecular formula of C7H14.arrow_forwardLocate the stereogenic centers in each drug. Albuterol is a bronchodilator—that is, it widens airways—so it is used to treat asthma. Chloramphenicol isan antibiotic used extensively in developing countries because of its lowcost.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
- Shown 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_forwardWhat is the total number of stereoisomers? CI .CI CIarrow_forward15. Naming Stereoisomers with Two Chiral Carbons Using the RS System The (RR) isomer of methyphenidate (Ritalin) is used to treat attention deficit hyperactivity disorder (ADHD). The (S.S) isomer is an antidepressant. Identify the two chiral carbons in the structure below. Is this the (R.R) or the (S.S) isomer? Draw the other isomer. HN- H. ..arrow_forward
- Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub CoMacroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks ColeOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning