Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 5.11, Problem 24P
The lactic acid that builds up in tired muscles is formed from pyruvate. If the reaction occurs with addition of hydrogen to the Re face of pyruvate, what is the stereochemistry of the product?
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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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- H CH3 H₂C-N-CH₂-C-CH₂- CH3 OH The reason that this compound is required in the diet of humans is that it: O is part of the coenzyme A molecule. O helps fatty acids cross the inner mitochondrial membrane. O is involved in the reoxidation of cytosolic NADH under anaerobic conditions. O is a precursor of one of the most important oxidizing agents in cells. O is part of the flavin adenine dinucleotide molecule. EESarrow_forwardDefine the Stereochemistry of Epoxidation ?arrow_forwardIn the biosynthesis of aromatic amino acids, erythrose-4-phosphate undergoes electrophilic addition to phosphoenolpyruvate (PEP). Draw the products of this step, paying particular attention to regiochemistry. ОН OPOH ОН ? Enzyme Erythrose 4-phosphate Phosphoenolpyruvate (PEP)arrow_forward
- One pathway for the metabolism of D-glucose 6-phosphate is its enzyme-catalyzed conversion to D-fructose 6-phosphate. Show that this transformation can be accom- plished as two enzyme-catalyzed keto-enol tautomerisms. СНО CH,OH C=0 enzyme catalysis Но Но H OH H H. O- H- -HO- ČH,OPO, ČH,OPO, D-Glucose 6-phosphate D-Fructose 6-phosphatearrow_forwardA graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. Does the product have any asymmetric carbon atoms or other stereocenters?arrow_forwardFor the trans isomer of cinnamic acid: o Draw the structure of the trans isomer of cinnamic acid and the structure of the intermediate bromonium ion. Note that the bromonium ion can exist as two enantiomeric forms. You should draw both of these isomeric forms. o Draw the structures of the two dibrominated products which can form when a bromide ion adds to the bromonium ion intermediate. These must be drawn to show the correct stereochemistry. Assign the chiral carbons as R or S.arrow_forward
- Draw the two stereoisomers of the product formed in the following reaction. Are the two products enantiomers or diastereomers?arrow_forwardDraw and name all the stereoisomers of 2-bromo-3-iodopentane. Indicate which stereoisomers are enantiomers and which are diastereomers.arrow_forwardConsider the stereochemistry of the equimolar mixture of compounds and its optical activity. Flm H3C F Which statement is true? Select one: the mixture is optically active the optical activity of the mixture cannot be determined by the information presented the mixture is optically inactivearrow_forward
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