Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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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?
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Chapter 4 Solutions
Essential Organic Chemistry, Global Edition
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...
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- Bystolic (shown below) is a pharmaceutical used to treat high blood pressure. How many asymmetric centers are present in this structure?arrow_forwardWhich 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_forward
- Tetracycline is called a broad-spectrum antibiotic because it is active against a wide variety of bacteria. How many asymmetric centers does tetracycline have?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
- Diastereomers 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_forwardIndicate 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_forward
- What 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_forwardTamiflu(shown below) is an antiviral medication used to treat influenza. How many asymmetric centers are present in the this structure?arrow_forward
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