Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 5.SE, Problem 66AP
Interpretation Introduction
Interpretation:
R or S configuration is to be assigned to Cephalaxin.
Concept introduction:
Cefalexin, also spelled cephalexin, is an antibiotic that can treat a number of bacterial infections. It kills gram-positive and some gram-negative bacteria by disrupting the growth of the bacterial cell wall.
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Assign the absolute configuration of the two chiral centers as R or S.
он он
CO₂H
Both centers are S
The center on the left is R; the center on the right is S
Both centers are R
The center on the left is S; the center on the right is R
A well known non steroidal anti inflammation drug NSAID exists in two sterochemical forms. Only one is biologically active. Below is the structure of the biological active form. Identify the chiral center and determine if it is the R- or S- stereoisomer.
3. 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
CO₂H
Chapter 5 Solutions
Organic Chemistry
Ch. 5.2 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.2 - Prob. 3PCh. 5.2 - Prob. 4PCh. 5.3 - Is cocaine (Worked Example 5-2) dextrorotatory or...Ch. 5.3 - Prob. 6PCh. 5.5 - Prob. 7PCh. 5.5 - Prob. 8PCh. 5.5 - Prob. 9PCh. 5.5 - Assign R or S configuration to the chirality...
Ch. 5.5 - Draw a tetrahedral representation of...Ch. 5.5 - Prob. 12PCh. 5.6 - One of the following molecules (a)–(d) is...Ch. 5.6 - Prob. 14PCh. 5.6 - Assign R or S configuration to each chirality...Ch. 5.7 - Prob. 16PCh. 5.7 - Which of the following have a meso form? (Recall...Ch. 5.7 - Does the following structure represent a meso...Ch. 5.8 - Prob. 19PCh. 5.8 - Prob. 20PCh. 5.9 - Prob. 21PCh. 5.11 - Prob. 22PCh. 5.11 - Prob. 23PCh. 5.11 - The lactic acid that builds up in tired muscles is...Ch. 5.11 - The aconitase-catalyzed addition of water to...Ch. 5.SE - Which of the following structures are identical?...Ch. 5.SE - Prob. 27VCCh. 5.SE - Prob. 28VCCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Prob. 30VCCh. 5.SE - Prob. 31APCh. 5.SE - Which of the following compounds are chiral? Draw...Ch. 5.SE - Prob. 33APCh. 5.SE - Eight alcohols have the formula C5H12O. Draw them....Ch. 5.SE - Draw compounds that fit the following...Ch. 5.SE - Prob. 36APCh. 5.SE - Prob. 37APCh. 5.SE - Prob. 38APCh. 5.SE - What is the stereochemical configuration of the...Ch. 5.SE - Prob. 40APCh. 5.SE - Prob. 41APCh. 5.SE - Prob. 42APCh. 5.SE - Prob. 43APCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Prob. 46APCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Assign R or S configurations to the chirality...Ch. 5.SE - Assign R or S stereochemistry to the chirality...Ch. 5.SE - Prob. 50APCh. 5.SE - Draw examples of the following: (a) A meso...Ch. 5.SE - Prob. 52APCh. 5.SE - Prob. 53APCh. 5.SE - Prob. 54APCh. 5.SE - On reaction with hydrogen gas by a platinum...Ch. 5.SE - Prob. 56APCh. 5.SE - Prob. 57APCh. 5.SE - One of the steps in fat metabolism is the...Ch. 5.SE - The dehydration of citrate to yield cis-aconitate,...Ch. 5.SE - The first step in the metabolism of glycerol,...Ch. 5.SE - One of the steps in fatty-acid biosynthesis is the...Ch. 5.SE - Prob. 62APCh. 5.SE - Draw tetrahedral representations of the two...Ch. 5.SE - The naturally occurring form of the amino acid...Ch. 5.SE - Prob. 65APCh. 5.SE - Prob. 66APCh. 5.SE - Prob. 67APCh. 5.SE - Allenes are compounds with adjacent carbon-carbon...Ch. 5.SE - Prob. 69APCh. 5.SE - Prob. 70APCh. 5.SE - How many stereoisomers of...Ch. 5.SE - Draw both cis- and trans-1,4-dimethylcyclohexane...Ch. 5.SE - Draw both cis- and trans-1,3-dimethylcyclohexane...Ch. 5.SE - cis-1,2-Dimethylcyclohexane is optically inactive...Ch. 5.SE - Prob. 75APCh. 5.SE - Prob. 76APCh. 5.SE - Prob. 77AP
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- If the asymmetric carbons in a molecule have been designated (2R,3S,5R), what will the designations be in the molecule’s enantiomer? What will the designations be in one of its diastereomers?arrow_forwardIdentify the configuration of the chiral center in the provided structure. OS O R Brarrow_forwardWhat are the chiral centers for this molecule?arrow_forward
- Which of the following compound(s) is/are chiral?arrow_forward6) Assign the absolute configuration of the chiral center as R or S. A) R B) S OH C) R and S are both possible D) The chiral center is neither R or Sarrow_forwardAssign (R) or (S) configuration to each chiral center in the molecules below. Then indicate if the molecules are identical, constitutional isomers, enantiomers, or diastereomers. F F ОН VS. OHarrow_forward
- Designate the configuration of each chiral center in the following molecules as R or S. (a) (b) (c) (d) HO N° H F H CI HO>Carrow_forward6) Assign R or S stereochemistry to the chiral centers in the molecule to the right. Ol OH •▪▪▪|||||arrow_forwardConsider compounds I, II, . How are I and II related to each other? (enantiomers, diastereomers, constitutional isomers, two conformers of the same molecule, not related). Explain. OH HO Br Brarrow_forwardGlucose is the most abundant monosaccharide. In energy metabolism it is the most important source of energy for most organisms. Most carbohydrates have several chiral centers. How many chiral centers are present in the straight chain form of glucose? H- ОН НО H- ОН ОН CH,OHarrow_forwardHow many chiral centers does prostaglandin E2 have? Assign R,S configurations to these centers.arrow_forward4. (a) Draw all possible isomers of C4H3CI2. (b) Indicate which pairs of compounds are enantiomers of one another. (c) Indicate which pairs of compounds are diastereomers of one another. (d) Indicate which compounds would have optical rotations of 0°. (e) Assign R and S configurations to all chirality centers of the compounds in part (a).arrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
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