Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Chapter 14, Problem 14.37AP
Locate the alcohol
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In the monosaccharide derivatives known as sugar alcohols, the carbonyl oxygen is reduced to a hydroxyl group. For example, D-glyceraldehyde can be reduced to glycerol. However, this sugar alcohol is no longer designated D or L. Why?
Following are Fischer projections for a group of five-carbon sugars, all of which are aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers. (The sugars shown here are not all of the possible five-carbon )
Following are Fischer projections for a groupof five-carbon sugars, all of which are aldopentoses. Identify thepairs that are enantiomers and the pairs that are epimers. (Thesugars shown here are not all of the possible five-carbon sugars.)
Chapter 14 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 14.1 - Identify each of the following compounds as an...Ch. 14.1 - Prob. 14.2PCh. 14.2 - Prob. 14.3PCh. 14.2 - Prob. 14.4PCh. 14.2 - Prob. 14.5PCh. 14.3 - Prob. 14.6PCh. 14.3 - For each of the following molecules, (i) redraw...Ch. 14.4 - Prob. 14.1MRPCh. 14.4 - Provide the mechanism for the dehydration of...Ch. 14.4 - Prob. 14.3MRP
Ch. 14.4 - Prob. 14.8PCh. 14.4 - What alcohols yield the following alkenes as the...Ch. 14.4 - Prob. 14.10KCPCh. 14.4 - What products would you expect from oxidation of...Ch. 14.4 - Prob. 14.12PCh. 14.4 - Prob. 14.13KCPCh. 14.5 - Prob. 14.14PCh. 14.5 - Prob. 14.15PCh. 14.7 - Prob. 14.1CIAPCh. 14.7 - Prob. 14.2CIAPCh. 14.7 - Prob. 14.3CIAPCh. 14.7 - Prob. 14.16PCh. 14.8 - What disulfides would you obtain from oxidation of...Ch. 14.9 - Prob. 14.18PCh. 14.10 - Prob. 14.19PCh. 14.10 - Prob. 14.20PCh. 14.10 - Prob. 14.4CIAPCh. 14.10 - Prob. 14.5CIAPCh. 14.10 - Prob. 14.6CIAPCh. 14.10 - Prob. 14.7CIAPCh. 14 - Prob. 14.21UKCCh. 14 - Prob. 14.22UKCCh. 14 - Prob. 14.23UKCCh. 14 - Prob. 14.24UKCCh. 14 - Prob. 14.25UKCCh. 14 - How do alcohols, ethers, and phenols differ...Ch. 14 - What is the structural difference between primary,...Ch. 14 - Prob. 14.28APCh. 14 - Prob. 14.29APCh. 14 - The Taxane nucleus is shown here; it is the basis...Ch. 14 - Vitamin E has the structure shown. Identify the...Ch. 14 - Give systematic names for the following alcohols:...Ch. 14 - Give systematic names for the following compound...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Prob. 14.36APCh. 14 - Locate the alcohol functional groups in the taxane...Ch. 14 - Prob. 14.38APCh. 14 - Prob. 14.39APCh. 14 - Prob. 14.40APCh. 14 - Prob. 14.41APCh. 14 - Prob. 14.42APCh. 14 - Prob. 14.43APCh. 14 - Assume that you have samples of the following two...Ch. 14 - Which of the following alcohols can undergo...Ch. 14 - The following alkenes can be prepared by...Ch. 14 - Prob. 14.47APCh. 14 - Prob. 14.48APCh. 14 - What alcohols would you oxidize to obtain the...Ch. 14 - Prob. 14.50APCh. 14 - What is the structural relationship between a...Ch. 14 - Prob. 14.52APCh. 14 - Prob. 14.53APCh. 14 - Prob. 14.54APCh. 14 - Prob. 14.55APCh. 14 - Prob. 14.56APCh. 14 - Prob. 14.57APCh. 14 - Identify the chiral center(s) in each of the...Ch. 14 - Are the following molecules chiral or achiral? If...Ch. 14 - Prob. 14.60CPCh. 14 - Prob. 14.61CPCh. 14 - 1-Propanol is freely soluble in water, 1-butanol...Ch. 14 - Prob. 14.63CPCh. 14 - Prob. 14.64CPCh. 14 - Prob. 14.65CPCh. 14 - Prob. 14.66CPCh. 14 - Prob. 14.67CPCh. 14 - Prob. 14.68CPCh. 14 - Prob. 14.69CPCh. 14 - Prob. 14.70CPCh. 14 - Prob. 14.71CPCh. 14 - Prob. 14.72CPCh. 14 - (a)Draw all possible cyclic C7H14O alcohol isomers...Ch. 14 - Prob. 14.74GPCh. 14 - Prob. 14.75GP
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- Following are Fischer projection for a group of five carbon sugars,all of which are aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers.(The sugar shown herebare not all of the possible five carbon sugars.)arrow_forwardWhich form of aspartic acid in Problem 18.54 is the zwitterion? What is the pI for the zwitterion?arrow_forwardWhat is the complete name of the following sugar? но он носн он Write out the words alpha and beta. This question is case-sensitive. Capitalize only the configuration designation, D or L, example: beta-D-glucopyranose.arrow_forward
- Does trehalose (Problem 20.68) have an acetal grouping? A hemiacetal grouping? Do you expect trehalose to be a reducing or nonreducing sugar? Classify the linkage between the two monosaccharides.arrow_forwardFollowing are Fischer projections for a group of five-carbon sugars, all of which are aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers. (The sugars shown here are not all of the possible five-carbon sugars.) 1 СНО 2 СНО СНО Н-С—ОН Н-С—ОН Н—С—ОН Н-С—ОН НО —С—Н Н-С—ОН Н- С—ОН НО—С— Н НО—С—Н CH̟OH CH̟OH ČH̟OH в iоchemistry |61 STATE ATION Republic of the Philippines Romblon State University Romblan, Philippines 4 СНО 5 СНО 6 СНО НО—С—Н Н-С—ОН НО -С—Н Н—С—ОН НО -С—Н НО -С—Н H-C–OH Н-С—ОН НО—С—Н CH,OH ČH,OH CH,OHarrow_forwardIdentify the selected functional groups inside of the red dotted lines.arrow_forward
- Fumaric acid is a metabolic intermediate that has the systematic name trans-2-butenedioic acid. Draw its structure.arrow_forwardIf thymine nucleotides are degraded by the same enzymes as those catabolizing uridine nucleotides, give the structure of the thymine metabolite that corresponds to B-ureidopropionate.arrow_forwardDraw the four stereoisomers of threonine as Fischer projections.arrow_forward
- Give one specific sample structure (Fischer Projection or Haworth) of the following carbohydrate derivatives: - Alditols - Deoxy-sugararrow_forwardGive one specific sample structure (Fischer Projection or Haworth) of the following carbohydrate derivatives: - Amino-sugararrow_forwardWhat is unusual about glutathione’s structure? (If you cannot answer this question, draw the structure you would expect for the tripeptide and compare your structure with the actual structure.)arrow_forward
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