General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 15, Problem 35P
Interpretation Introduction
Interpretation:
The chiral center and enantiomers of methamphetamine molecules should be determined.
Concept Introduction:
Organic compounds are the compounds that are mainly composed of C and H atoms. The branch of chemistry that deals with preparation, reactions, and properties of organic compounds is said to be the
Constitutional isomers can be defined as the pair of molecules with the same molecular formula but different structural formula. Stereoisomers have same molecular and structural formula but have different arrangement of atoms in the three-dimensional space.
Optical isomers are type of stereoisomers which have same molecular and structural formula but have different arrangement of atoms in the three-dimensional space. The essential condition for a molecule to be optical isomer is the presence of chiral carbon atom.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Diltiazem is prescribed to treat hypertension, and simvastatin is a cholesterol-lowering drug. Locate the chirality centers in each.
Explain the concept of chirality in organic chemistry, its significance in drug design, and the difference between enantiomers and diastereomers.
Ephedrine, a stimulant and illegal drug is an optically active compound with two chiral
centers.
OH
NHCH3
CH3
Ephedrine
a. In the structure of ephedrine on the answer sheet, mark each chiral center with an asterisk.
b. How many stereoisomer/s does ephedrine have? Show necessary solutions on the answer
sheet.
c. Compound EPS is a stereoisomer of ephedrine. Determine the absolute configuration (R or
S) at carbons A and B of compound EPS.
Chapter 15 Solutions
General, Organic, and Biological Chemistry - 4th edition
Ch. 15.1 - Prob. 15.1PCh. 15.1 - Prob. 15.1PPCh. 15.1 - For trans-2-hexene: (a) draw a stereoisomer; (b)...Ch. 15.2 - Prob. 15.3PCh. 15.2 - Prob. 15.4PCh. 15.3 - Prob. 15.2PPCh. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15.3 - Prob. 15.3PPCh. 15.3 - Prob. 15.7P
Ch. 15.3 - Prob. 15.8PCh. 15.3 - Prob. 15.9PCh. 15.4 - Prob. 15.4PPCh. 15.4 - Prob. 15.10PCh. 15.4 - Prob. 15.11PCh. 15.4 - Prob. 15.12PCh. 15.5 - Prob. 15.13PCh. 15.6 - Prob. 15.5PPCh. 15.6 - Prob. 15.14PCh. 15.6 - Prob. 15.15PCh. 15.7 - Prob. 15.16PCh. 15.7 - Prob. 15.17PCh. 15.7 - Prob. 15.6PPCh. 15.7 - Prob. 15.18PCh. 15.8 - Prob. 15.7PPCh. 15.8 - Prob. 15.19PCh. 15.9 - Prob. 15.20PCh. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - Prob. 23PCh. 15 - Prob. 24PCh. 15 - Prob. 25PCh. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - Prob. 28PCh. 15 - Prob. 29PCh. 15 - Prob. 30PCh. 15 - Prob. 31PCh. 15 - Prob. 32PCh. 15 - Prob. 33PCh. 15 - Prob. 34PCh. 15 - Prob. 35PCh. 15 - Prob. 36PCh. 15 - How are the compounds in each pair related? Are...Ch. 15 - Prob. 38PCh. 15 - Prob. 39PCh. 15 - Prob. 40PCh. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - Prob. 43PCh. 15 - Prob. 44PCh. 15 - Prob. 45PCh. 15 - Prob. 46PCh. 15 - Prob. 47PCh. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - Prob. 50PCh. 15 - (a) Define the terms “optically active” and...Ch. 15 - Prob. 52PCh. 15 - Prob. 53PCh. 15 - Prob. 54PCh. 15 - Prob. 55PCh. 15 - Prob. 56PCh. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - Prob. 60PCh. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Prob. 67CPCh. 15 - Prob. 68CP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- One of the analgesics has a chiral center. Which compound is it? One of the two enantiomers is far more effective at reducing pain than the other.arrow_forwardCoibacin B is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites. Assign the configuration of each chiral center in coibacin B H.arrow_forwardAlthough fresh human sweat has no odor, enzymes in skin bacteria form a variety of compounds with distinctive, pungent odors. The two enantiomers of 3-methyl-3-sulfanyl-1-hexanol (A), which smell somewhat differently, contribute to the characteristic foul odor of sweat. Locate the chirality center in A and draw both enantiomersarrow_forward
- Label the chirality center (if one exists) in each compound. A compound may contain zero or one chirality center.arrow_forwardH3C CH3 chiral achiral H H₂C CH3 H chiral achiral CI CH3 CH3 chiral achiral Br Br chiral achiralarrow_forwardConsider the following pairs of structures. Identify the relationship between them by describing them as representing enantiomers, diastereomers, constitutional isomers, or two molecules of the same compound. H H3C" CH3 Br Hitm Br enantiomers constitutional isomers diastereomers H B H F F two molecules of the same compound CH3 H Ba CH3arrow_forward
- Label each as chiral or achiral: ......... Chiral Chiral Br Chiral Achiral ●●●●●●●●●●arrow_forward1) The following compound, whose central ring is referred to as a 1,2,4-trioxane, is an anticancer agent that demonstrates activity against canine osteosarcoma. Assign the configuration of each chiral center and then draw all possible stereoisomers of this compound, showing the specific stereochemical relationship between each of your drawings. H -OH O-N O-Oarrow_forwardSimvastatin (trade name: Zocor™M) is a pharmaceutical used to treat elevated blood lipids (i.e. high cholesterol). It contains 7 chirality centers (which allows for 128 different stereoisomers!) Determine the configuration of each chirality center. HOL. O CH3 H O H Ou yot H O XII H по / CH3arrow_forward
- The quantitative differences in biological activity between the two enantiomers of a compound are sometimes quite large. For example, the D isomer of the drug isoproterenol, used to treat mild asthma, is 50 to 80times more effective as a bronchodilator than the L isomer. Identify the chiral center in isoproterenol. Why do the two enantiomers have such radically different bioactivity?arrow_forward8. Two structures of Lipitor (a drug used to lower cholesterol) are shown below. (a) Determine the absolute configuration of each indicated stereocenter. Fill in the correct circle. (b) Determine if the two structures are the same compound or stereoisomers. Fill in the correct circle. (a) НО. Carbon a HO O OH Carbon a: OR OS Carbon b H N Carbon b: R OS of H Carbon c: OR OS OH OH Carbon c F Carbon d: R OS OH Carbon d (b) The two structures are: O the same compound O stereoisomersarrow_forwarda) HO OH Molecule 5 is achiral has an enantiomer has at least one chiral diastereomer contains at least one R chiral center has a meso diastereomer b) Molecule 6 is achiral has an enantiomer has at least one chiral diastereomer contains at least one R chiral center has a meso diastereomer Ph Molecule 7 is achiral has an enantiomer has at least one chiral diastereomer contains at least one R chiral center has a meso diastereomerarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning