Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 5.5, Problem 9P
Interpretation Introduction
Interpretation:
The orientation of each group and subsequently R/S configuration is to be assigned.
Concept introduction:
It takes practice to be able to visualize and orient a chirality center in three dimensions. You might start by indicating where the observer must be Located—180° opposite the lowest-ranked group. Then imagine yourself in the position of the observer, and redraw what you would see.
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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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- For the molecules below, assign the stereocenter’s absolute configuration as R or Sarrow_forwardIdentify the configuration of each chiral center in the following compound: 5 4 10 9 12. 11 14 15 13 In the boxes below, first input the number(s) corresponding to the chiral center(s) in numerical order as a comma separated list with no spaces (e.g., "1,3,4"). Then input the configuration(s) of the chiral center(s) in the same order and format (e.g., "R,S,S"). chiral center location(s): Configuration(s):arrow_forwardIdentify the absolute configuration of the centers of chirality in each of the following compounds as R or S. If two centers of chirality are present, indicate the configurations as: RR, SS, RS, or SR. S S HO! OH |arrow_forward
- (a) to (i): Determine whether each stereocenter marked by letters in red is R or S: H2N CI CI F CI F SH b d SH Br Br CI IIarrow_forwardwhich pair is (2R,3S) and (2S, 3R) and which pair is the (2S, 3S) and (2R, 3R)? please point to the stereocenters to answer Ph S Br LOH S Br A. Br Ph S R Br C. OH C 0 Ph R Br Br OH R B. Ph fo Br OH ི་ R Br S D. Sarrow_forwardAssign priorities to the groups in each set. (a) CH2OH and CH2CH2OH (b) CH2OH and CH=CH2 (c) CH2OH and C(CH3)3arrow_forward
- Consider the following molecule: CH3 H NH₂ 1. Assign the priorities of the four different groups attached to the asymmetric (chiral) carbon in the following compound 2. Hence assign the configuration (R, S) of the stereocentre in the above compound: 3. Identify the two depictions of the correct enantiomer of the compound above: A B C D CH3 NH₂ H CH3 CH3 NH₂ Hi H₂N H H₂C NH₂arrow_forwardAssign R/S configuration of all stereocenters.arrow_forwardIdentify the highlighted hydrogens in the molecules below as enantiotopic, diastereotopic, or neither.arrow_forward
- Ans: 2. Assign the absolute configuration of the chirality center as R or S. O HO- Ans: Assign the absolute configuration of the chirality center as R or S. Ans: OH 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. | NH 4. What is the relationship of the following two structures? OH OHI NH OH OH A. Enantiomers B. Diastereomers. C. Constitutional isomers D. Identical Ans: NH CO₂H 5. What is the relationship of the following two structures? OH OH A. Enantiomers B. Diastereomers C. Constitutional isomers D. Identical Ans: Loo HO OH 6. What is the relationship of the following two structures? HO HO \,.. ...NH محمد HO OH eilte neu-1071 Mamos a diartwollen preto aarrow_forwardPlease draw this structure in wedge-dash and identify chiral centers and determine stereochem of a compound that contains a cyclohexanearrow_forwardDraw an arrow pointing to each stereocenter and label the absolute configuration (R or S) at each one.arrow_forward
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