Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
3rd Edition
ISBN: 9780137533268
Author: Paula Bruice
Publisher: PEARSON+
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 4, Problem 69P
Chloramphenicol is a broad-spectrum antibiotic that is particularly useful against typhoid fever. What is the configuration of each of the asymmetric centers?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
How many carbon chirality centers does the molecule possess?
Butaclamol is a potent antipsychotic that has been used clinically in the treatment of schizophrenia. How many asymmetric centers does it have?
Bystolic (shown below) is a pharmaceutical used to treat high blood pressure. How many asymmetric centers are present in this structure?
Chapter 4 Solutions
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
Ch. 4.1 - Draw the cis and trans isomers for the following:...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Prob. 6PCh. 4.2 - Prob. 7PCh. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:Ch. 4.2 - Draw the structure of (Z)-2,3-dimethyl-3-heptene.
Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Assign relative priorities to the groups or atoms...Ch. 4.7 - Name the following:Ch. 4.7 - Prob. 22PCh. 4.7 - Draw a perspective formula for each of the...Ch. 4.8 - Prob. 24PCh. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - Prob. 29PCh. 4.9 - Prob. 30PCh. 4.10 - Prob. 31PCh. 4.10 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.11 - Prob. 34PCh. 4.11 - a. Draw the stereoisomers of...Ch. 4.11 - Prob. 37PCh. 4.11 - Prob. 38PCh. 4.12 - Which of the following compounds has a...Ch. 4.12 - Draw all the stereoisomers for each of the...Ch. 4.12 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Which of the following have an asymmetric center?...Ch. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Of all the possible cyclooctanes that have one...Ch. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Draw the stereoisomers of 2,4-dichlorohexane....Ch. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Prob. 62PCh. 4 - Draw structures for each of the following: a....Ch. 4 - Prob. 64PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Chloramphenicol is a broad-spectrum antibiotic...
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
- Which of the following compounds has one or more asymmetric centers?arrow_forwardMevacor is used clinically to lower serum cholesterol levels. How many asymmetric centers does Mevacor have? Mevacor®CH3HO Oarrow_forwardAn example of a chiral center is a carbon that bears 4 different groups, and therefore has no symmetry. Select ALL of the molecules that contain a chiral center. CI 요 Br 8 Brarrow_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_forwardAtorvastatin is sold under the trade name Lipitor and is used for lowering cholesterol. Annual global sales of this compound exceed $13 billion. Assign a configuration to each chiral center in atorvastatin: 12 32 33 18 36 39 42 13 11 OH OH 19 14 9 6 34 37 40 OH 41 15 3 20 35 38 H 1021 16 17 30 22 25 26 29 28 23 24 27 31 In the boxes below, first input the numbers corresponding to the chiral centers in numerical order as a comma separated list (e.g., "1,3,4"). Then input the configurations of the chiral centers in the same order and format (e.g., "R,S,S"). chiral center(s): Configuration(s):arrow_forwardHow many chirality centers does this molecule have?arrow_forward
- Which of these molecules have chiral center?arrow_forwardDiastereomers are a type of a stereoisomer. Diastereomerism occurs when two or more stereoisomers of a compound have different configurations at one or more (but not all) of the equivalent (related) stereocenters and are not mirror images of each other. OH OH НО Но ÕH ОН How many chiral centers are present in one of the structures above? 1 O 2 O0 Are the structures mirror images of each other (i.e., are ALL of the chiral centers exactly opposite)? no yes I can not tell. How are these two structures related to each other? Diastereomers Non-isomeric (different molecular formulas) O Constitutional (same MF but different connections) Enantiomers (non-superimposable mirror images)arrow_forwardANSWER THE FOLLOWING PROBLEM AND EXPLAIN YOUR ANSWER FOR BETTER UNDERSTANDINGarrow_forward
- Indicate the stereochemical configuration for the tetrahedral center. OR H OH not a configuration center S Indicate the stereochemical configuration for the tetrahedral center. H₂N H S not a configuration center ORarrow_forwardWhat are the enantiomers of ibuprofen? Point out the chiral centers and indicate absolute configuration for each chiral center.arrow_forward3. Drawn below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. Assign the absolute configurations of the two chirality centers as R or S. Ans: OH OH CO₂Harrow_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
Group Theory - Learn like Expert with 3D animation | Introduction for Beginners | ONE Chemistry; Author: One Chemistry;https://www.youtube.com/watch?v=Lz2ih8fkgDs;License: Standard YouTube License, CC-BY