Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 22, Problem 4Q
Interpretation Introduction
Interpretation:
The structural formulas of the products (a), (b), (c), and (d) in the given reaction are to be determined.
Concept introduction:
Oxidation of aldoses by nitric acid produces optically inactive aldaric acids. This is due to the formation of meso compounds.
Ruff degradation reaction is used for decreasing the number of carbon atoms of the respective aldoses, thereby, shortening the carbon chain of the compound.
Fischer projection is a way of representing structures of
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Chapter 22 Solutions
Organic Chemistry
Ch. 22 - Prob. 1PPCh. 22 - Prob. 2PPCh. 22 - Prob. 3PPCh. 22 - Prob. 4PPCh. 22 - Prob. 5PPCh. 22 - Prob. 6PPCh. 22 - Prob. 7PPCh. 22 - Prob. 8PPCh. 22 - Practice Problem 22.9 What products would you...Ch. 22 - Prob. 10PP
Ch. 22 - Prob. 11PPCh. 22 - Prob. 12PPCh. 22 - Prob. 13PPCh. 22 - Prob. 14PPCh. 22 - Prob. 15PPCh. 22 - Prob. 16PPCh. 22 - Prob. 17PPCh. 22 - Prob. 18PPCh. 22 - Prob. 19PPCh. 22 - Prob. 20PCh. 22 - Prob. 21PCh. 22 - Prob. 22PCh. 22 - Prob. 23PCh. 22 - Prob. 24PCh. 22 - Prob. 25PCh. 22 - Prob. 26PCh. 22 - Prob. 27PCh. 22 - Prob. 28PCh. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - Prob. 31PCh. 22 - Prob. 32PCh. 22 - Prob. 33PCh. 22 - Prob. 34PCh. 22 - Prob. 35PCh. 22 - Prob. 36PCh. 22 - Prob. 37PCh. 22 - Prob. 38PCh. 22 - Arbutin, a compound that can be isolated from the...Ch. 22 - Prob. 40PCh. 22 - Prob. 41PCh. 22 - Prob. 42PCh. 22 - Prob. 43PCh. 22 - 22.44 The following reaction sequence represents...Ch. 22 - 22.45
The NMR data for the two anomers...Ch. 22 - Shikimic acid is a key biosynthetic intermediate...Ch. 22 - Prob. 1QCh. 22 - Prob. 2QCh. 22 - Give the structural formula of the monosaccharide...Ch. 22 - Prob. 4QCh. 22 - Prob. 5QCh. 22 - Prob. 6QCh. 22 - Prob. 7QCh. 22 - Prob. 8QCh. 22 - Select the reagent needed to perform the following...
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- Two molecules of glucose, a monosaccharide, when joined together they form a molecule of maltose. Write a chemical reaction to show this process.arrow_forward(a) Draw the condensed structural formula, and give the name for the dipeptide Pro-Asn. (b) Draw the disaccharide formed by the following two monosaccharide via 1,4-linkage. In your disaccharide structure, circle and label the anomeric carbon and indicate whether you have an alpha (a) or a beta (B) anomer. CH2OH CH₂OH ОН ОН ОН ОН, ОН ОН ОН ОНarrow_forwardConsider N-acetyl-d-glucosamine Q.) Draw a chair conformation for the disaccharide formed by joining two units of the pyranose form of N-acetyl-d-glucosamine by a b-1,4-glycosidic bond. If you draw this correctly, you have the structural formula for the repeating dimer of chitin, the structural polysaccharide component of the shell of lobsters and other crustaceans.arrow_forward
- Monosaccharides can be categorized in terms of thenumber of carbon atoms (pentoses have five carbons andhexoses have six carbons) and according to whether theycontain an aldehyde (aldo- prefix, as in aldopentose) orketone group (keto- prefix, as in ketopentose). Classify glucoseand fructose in this way.arrow_forwardstarch has free hemiacetal bonds it is non reducing sugar, explain ?arrow_forwardWhich of the following saccharides has INCORRECT paired description/s? * D-mannose: Monosaccharide: Prevents UTI Cellobiose: Disaccharide: With 2 glucose units Heparin: Acidic polysaccharide: Blood coagulant N-acetyl-galactosamine: Amino sugar: Present in type-A blood Keratin sulfate: Structural Polysaccharide: Most heterogenous GAGSarrow_forward
- 14. (a) Identify the acetal and the ketal group in the following disaccharide. (b) Decide whether the compound is a non-reducing or reducing sugar. OH НО HƠ HO Н HO Н НО HO 15. (a) Identify the glycosidic bond in the following disaccharide. (b) Decide whether the compound is a non-reducing or reducing sugar. (c) Polysaccharide units are usually bonded together with a or B 1, 6 or 1, 4 linkages. What linkage is used in the disaccharide shown below? s) НО НО НО HO НО -OH OH -H OH CH2OH 16. Draw the structure for 1,4-B-D-galactopyranosyl-D-glucose. ( но- 17. Assign an R/S designation to each chirality center in the following compound: ( CHO НО -OHarrow_forwardArabinoxylan is a copolymer of arabinose and xylose-two five-carbon sugars. A portion of the polysaccharide is shown here. (a) Identify and classify each glycosidic linkage. (b) Based on the structure, do you think arabinoxylan functions as a storage polysaccharide or a structural polysaccharide? Explain your reasoning. HOH,C. OH Но OH OH но но OH Но LO. Но HOH,C HOH2C НО OH OH CH,OHarrow_forwardQuestion 17 of 45 Plants store excess glucose as starch which is composed of amylose and amylopectin. Identify the characteristics of amylopectin. A) A straight chain polysaccharide containing only straight chain a-1-4 linkages of glucose residues. B) A polysaccharide containing a-1-4 linkages of glucose units and branching due to a-1-6 linkages of glucose residues C) A straight chain polysaccharide with a-1-4 linkages of glucose and galactose residues D) A branching polysaccharide containing a-1-4 linkages of glucose and galactose residues E) A branching polysaccharide containing a-1-4 linkages and a-1-6 linkages of glucose and galactose residues Submit +arrow_forward
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