Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 5.SE, Problem 50AP
Interpretation Introduction
Interpretation:
R or S configuration is to be assigned to the following molecule.
Concept introduction:
Xylose is a sugar first isolated from wood, and named for it. Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes an
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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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- Cholesterol is one of the important components of the animal cell membrane. Label the circled chiral centers as R/S, and circle the rest of the chiral centers in this compound.arrow_forwardThe structure of 4 isomers of an aldotetrose carbohydrate are given. 1) select every structure that is a diastereomer of structure D A, B, or C? 2) select every structure that is a enantiomer of structure C D, B, or A? 3) select every structure that is a stereoisomer of structure D A, B, or Carrow_forward5. Cholesterol is one of the important component of animal cell membrane. Label circled chiral centers as R/S, and circle the rest of chiral centers in this compound. b a H НО Cholesterolarrow_forward
- Diltiazem is prescribed to treat hypertension, and simvastatin is a cholesterol-lowering drug. Locate the chirality centers in each.arrow_forward5. Consider the following pairs of structures. Identify the relationship between them (enantiomers, diastereomers, or identical compounds. он HO o CH,OH H,C H но CH,OH сон H HO. HO CH, HO,C CH COH HO,C, CO,H CO,H н онн он н онн он HOH,C сно OHC CH,OH Br CH,CH, H,CH,C CI CH OHarrow_forwardTwo sugars differing in configuration at a single asymmetric carbon atom are known as epimers. D-mannose is a C-2 epimer of glucose (Structure I), while D-galactose is a C-4 epimer of glucose. Structure Il and IIl are H- -OH но- -H H OH HO H но- H HO H H -OH H- -OH HO OH H -OH H- -OH H OH HO. HO, OH II II Which of the following represents an aldopentose? OH H O HO O HO H но н HO H но- HO H HO H HO- H OH H OH H OH H OH OH HO Он of но" HO O OH он III IV These are chemical messengers that are secreted by endocrine glands and carried through the bloodstream to target tissues. prostaglandin deoxysugar glycoside hormones Which of the following is NOT correctly paired? cellulose: beta-1,4-glycosidic linkage amylose: alpha-1,4-glycosidic linkage chitosan: alpha-1,4-glycosidic linkage cellubiose: beta-1,4-glycosidic linkagearrow_forward
- A. Assign each chiral center as R or S B. draw a diastereomer of ephedrine.arrow_forwardThe image shows Fischer projections for the structures of four isomers of a ketopentose. CH₂OH CH₂OH CH₂OH ПА пс C=O D HOEC H HOECH CH,OH A C=O H➡ COH но-с-н CH₂OH Which of the structures are stereoisomers of B? B Which of the structures are diastereomers of D? C=O HOI-C-H HOI-C-H CH₂OH с 000 ΤΑ B HO D CH₂OH O Which of the structures are enantiomers of C? H HI COH D CH₂OHarrow_forward6. Each of the following pairs of compounds contains one chirality center. Determine whether they are the same compound or enantiomers. If they are superimposable, they are the same. If they are nonsuperimposable, they are mirror images, they are enantiomers. Br C1 I_CC1 I— H Ме- Me-C Br Et H Br Cl H C-I Me-C Et Br H I-C Br Me BrC-I H H Et-C Br Me Me H H-C Br Me Et 1 2 Sk 954~ Rost 45 r Siarrow_forward
- Structure A Br C H3C H CH2CH3 Structure B CH3 BrC H CH2CH3 Determine the relationship between the structures above. Are they the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, futher classify them as diastereomers or enantiomers. OA and B are the same molecule OA and B are constitutional isomers OA and B are stereoisomers and diastereomers OA and B are stereoisomers and enantiomersarrow_forwardDraw the more stable chair conformation for each productarrow_forwardHow many stereogenic centers are present in the following compound? CH3CH₂CH₂CH2, H C=C H 1 02 H ||arrow_forward
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