Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 23.7, Problem 23.18P
Two sugars, A and B, are known to be glucose and galactose, but it is not certain which one is which On treatment with nitric acid, A gives an optically inactive aldaric acid, while B gives an optically active aldaric acid. Which sugar is glucose, and which is galactose?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Two sugars, A and B, are known to be glucose and galactose, but it is not certain which oneis which. On treatment with nitric acid, A gives an optically inactive aldaric acid, whileB gives an optically active aldaric acid. Which sugar is glucose, and which is galactose?
Which compound are both Aldose and hexose?
Which statement about saccharides is correct?
(A). Alpha anomers are more common than beta anoomers.
(B). Two monosaccharides can form a disaccharide and oxygen.
(C). Polysaccharides with alpha or beta glycosidic linkages have the different properties.
(D). Disaccharides can be cyclic or acyclic.
Chapter 23 Solutions
Organic Chemistry (9th Edition)
Ch. 23.2 - Prob. 23.1PCh. 23.3A - Prob. 23.2PCh. 23.3A - Prob. 23.3PCh. 23.3B - Draw and name the enantiomers of the sugars shown...Ch. 23.3B - Prob. 23.5PCh. 23.3C - Prob. 23.6PCh. 23.4 - Draw the Haworth projection for the cyclic...Ch. 23.4 - Prob. 23.8PCh. 23.4 - Prob. 23.9PCh. 23.4 - Prob. 23.10P
Ch. 23.4 - Prob. 23.11PCh. 23.5 - Prob. 23.12PCh. 23.5 - Prob. 23.13PCh. 23.6 - Prob. 23.14PCh. 23.6 - Prob. 23.15PCh. 23.7 - Prob. 23.16PCh. 23.7 - Prob. 23.17PCh. 23.7 - Two sugars, A and B, are known to be glucose and...Ch. 23.7 - Prob. 23.19PCh. 23.8 - Prob. 23.20PCh. 23.8 - Prob. 23.21PCh. 23.8 - Prob. 23.22PCh. 23.8 - Prob. 23.23PCh. 23.8 - Prob. 23.24PCh. 23.9 - a. Show the product that results when fructose is...Ch. 23.9 - Prob. 23.26PCh. 23.9 - Prob. 23.27PCh. 23.9 - Prob. 23.28PCh. 23.10 - Prob. 23.29PCh. 23.10 - Prob. 23.30PCh. 23.10 - Prob. 23.31PCh. 23.11 - Prob. 23.32PCh. 23.11 - The Wohl degradation, an alternative to the Ruff...Ch. 23.11 - Prob. 23.34PCh. 23.11 - Prob. 23.35PCh. 23.12A - Prob. 23.36PCh. 23.12A - Give an equation to show the reduction of Tollens...Ch. 23.12A - Prob. 23.38PCh. 23.12B - Prob. 23.39PCh. 23.12C - Prob. 23.40PCh. 23.12C - Prob. 23.41PCh. 23.13A - Prob. 23.42PCh. 23.15 - Cytosine, uracil, and guanine have tautomeric...Ch. 23.15 - a. An aliphatic aminoglycoside is relatively...Ch. 23.16C - Prob. 23.45PCh. 23 - Prob. 23.46SPCh. 23 - Prob. 23.47SPCh. 23 - Prob. 23.48SPCh. 23 - Prob. 23.49SPCh. 23 - Prob. 23.50SPCh. 23 - Prob. 23.51SPCh. 23 - Prob. 23.52SPCh. 23 - Prob. 23.53SPCh. 23 - Prob. 23.54SPCh. 23 - Prob. 23.55SPCh. 23 - Prob. 23.56SPCh. 23 - Prob. 23.57SPCh. 23 - Prob. 23.58SPCh. 23 - Prob. 23.59SPCh. 23 - Prob. 23.60SPCh. 23 - Prob. 23.61SPCh. 23 - Prob. 23.62SPCh. 23 - Prob. 23.63SPCh. 23 - Draw the structure of a four-residue segment of...Ch. 23 - Retroviruses like HIV, the pathogen responsible...Ch. 23 - Prob. 23.66SPCh. 23 - Prob. 23.67SP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Suggest how you could distinguish a sample of glucose from a sample of maltose using Benedict’s reagent. [Hint: maltose is a disaccharide reducing sugar].arrow_forwardCellulose is treated with methanol, which methylates the reducing end of polysaccharides. (a) How many methyl groups would be incorporated per cellulose chain? Explain. (b) Relative to cellulose, how many methyl groups would be incorporated in a molecule of amylopectin? (more, less or the same?) Explain. (c) Cellulose is treated with dimethyl sylfate, which adds a methyl group to all free hydroxyl groups. The cellulose is then hydrolyzed to release all of its monosacharides. Draw the structure of the resulting monosaccharidearrow_forwardArrange the following sugars according to their DECREASING reactivity with Benedict's reagent. [Fructose, maltose, glucose, sucrose, starch]arrow_forward
- Arrange the following sugars according to their DECREASING reactivity with Benedict’s reagent. [fructose, starch, maltose, sucrose, glucose]arrow_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_forwardC. Trehalose and isomaltose are both dimers of glucose. However, they have considerably different reactivities. Concisely explain why these differences are observed. HO HO HO HO он HO- OH HO но Но trehalose isomaltose 1. Isomaltose is a reducing sugar while trehalose is not. Isomaltose is a reducing sugar because it contains two glucose units with one glucose unit containing a hemiacetal group that is free, this allows 2. Trehalose is very resistant to acid hydrolysis while isomaltose can be acid-hydrolyzed with ease.arrow_forward
- A very important aldopentose which formsa fundamental component in RNA. What is the other name of galactose? which is B furanose?arrow_forwardLactose is a disaccharide in which a glycosidic linkage connects the monosaccharides galactose and glucose. OH НО OH (a) Identify the glycosidic linkage and the acetal carbon in lactose. (b) What type of glycosidic linkage does lactose have (i.e., is it 1,1'-, 1,2'-, etc., and is it a or B)? (c) People who are lactose intolerant are deficient in the enzyme lactase, and therefore cannot efficiently break down the disaccharide into its monosaccharides. When lactose is treated with aqueous acid, however, this hydrolysis can take place, though relatively slowly. Draw the complete, detailed mechanism and the products of the acid-catalyzed hydrolysis of lactose. Но ОН НО ОН ОН Lactosearrow_forward1 Draw D- glucose in a Fischer Projection. 2 Draw alpha-D- glucose and in the Hayworth (ring ) structure. 3 Draw the hydrolysis of maltose- the disaccharide composed of alpha D glucose molecules. 4 What is the chemical difference between cellulose and amylose NOTE- please dont explain too much explain to the pointarrow_forward
- 1. Which sugars are reducing? Which sugars are non-reducing? a. Glucose: b. Fructose: c. Sucrose: d. Lactose: e. Sucrose hydrolysate: Starch hydrolysate: g. Cellulose hydrolysate: f. 2. What structural feature is responsible for the reducing property of carbohydrates?arrow_forward4. An iterative approach to oligosaccharide synthesis involves the use of protected glycals (sugars with C1-C2 double bond) as shown below. The product from the reaction of the first glycal with DMDO under anhydrous conditions is treated with another suitably-protected glycal to form a disaccharide glycal, and the process can be repeated to form a trisaccharide glycal, and so on... Crucial to the success of this approach is the stereoselective formation of the intermediate A in the scheme below. Draw the structure of A. DMDO CH₂Cl2 A OH ZnCl₂, THF OHarrow_forward1. Identify the anomeric carbons on sucrose and explain how they are different from lactose and cellulose. 2. On Wikipedia (image pictures below) sucrose is labeled β-D-Fructofuranosyl α-D-glucopyranoside. But the anomeric carbon has the oxygen pointing down and other stereocenters inverted from that of fructose. Did Wikipedia incorrectly name it? Or can you explain why this is the case using structures of sucrose, fructose and glucose…arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Introductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Lipids - Fatty Acids, Triglycerides, Phospholipids, Terpenes, Waxes, Eicosanoids; Author: The Organic Chemistry Tutor;https://www.youtube.com/watch?v=7dmoH5dAvpY;License: Standard YouTube License, CC-BY