Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 16, Problem 25P
Interpretation Introduction
Interpretation:
The method to determine which bottle contains D-lyxose is to be stated.
Concept Introduction:
Dilute nitric acid is a strong oxidizing agent. It is used to oxidize
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Deduce the structure of the disaccharide isomaltose from the following data.a. Hydrolysis yields D-glucose exclusively. b. Isomaltose is cleaved with α-glycosidase enzymes. c. Isomaltose is a reducing sugar. d. Methylation with excess CH3I, Ag2O and then hydrolysis with H3O+ forms two products:
To synthesize D-galactose, a student went to the stockroom to get some D-lyxose to use as a starting material. She found that the labels had fallen off the bottles containing D-lyxose and D-xylose. How can she determine which bottle contains D-lyxose?
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Chapter 16 Solutions
Essential Organic Chemistry, Global Edition
Ch. 16.1 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.3 - Prob. 3PCh. 16.3 - Prob. 4PCh. 16.4 - Prob. 5PCh. 16.4 - Prob. 6PCh. 16.5 - Prob. 7PCh. 16.5 - Prob. 8PCh. 16.6 - Prob. 10PCh. 16.8 - Prob. 12P
Ch. 16.8 - Prob. 14PCh. 16.9 - Prob. 15PCh. 16.10 - Prob. 16PCh. 16.11 - Refer to Figure 16.4 to answer the following...Ch. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Prob. 25PCh. 16 - Name the following compounds:Ch. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Prob. 33PCh. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Draw the mechanism for the acid-catalyzed...Ch. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41P
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- 26. This compound is L-glyceraldehyde. Draw a stereochemically correct representation of C-1 and C-2 of D-glucose. CHO | HO—C—H | CH2OH 27. Categorize each of the following as an aldose, a ketose, or neither. 28. Define each in 20 words or less: (a) anomeric carbon; (b) enantiomers; (c) furanose and pyranose; (d) glycoside; (e) aldose and ketose. 29. A) Draw the structure of any aldohexose in the pyranose ring form. B) Draw the structure of the anomer of the aldohexose you drew above. C) How many asymmetric carbons (chiral centers) does each of these structures have? D) How many stereoisomers of the aldohexoses you drew are theoretically possible? 30. A) Define "reducing sugar." (b) Sucrose is a disaccharide composed of glucose and fructose (Glc(1 → 2)Fru). Explain why sucrose is not a reducing sugar, even though both glucose and fructose are.arrow_forwardAn aldohexose would have the functional group A. See first image B. See second image C. -CH3 D. more than one choice is correctarrow_forwardFrom the choices given below select the aldohexose that yields the same alditol as D-idose upon reduction with NaBH 4. Select ALL monosaccharides that satisfy the requirement, excluding the structure referenced in the question. Note that only D structures are shown. To select an L structure click on the name. If no selection exists, then select the referenced structure. H H- H H- CHO OH HO- -OH -OH -OH H CH₂OH D-Allose L-Allose H- CHO -H H -OH HO H H HOH -OH CH₂OH D-Altrose L-Altrose CHO -OH -H -OH H -OH H CH₂OH D-Glucose HO HO- L-Glucose CHO H H OH HO H -OH CH₂OH D-Mannose H L-Mannose CHO OH OH -H L-Gulose OH CH₂OH D-Gulose HO- H HO- H- CHO H- OH HO- -H HO -OH H L-Idose -H CH₂OH D-Idose CHO OH -H CH₂OH D-Galactose HO- -H HO- OH H- L-Galactose HO- CHO H H -H -OH CH₂OH D-Talose L-Talosearrow_forward
- Please don't provide handwriting solution The structure given below has what type of glycosidic linkage?arrow_forwardThe reaction shows the chemical synthesis of protected lactose disaccharides. Which bromide donor would you choose to accomplish this transformation? Explain your reasoning.arrow_forward4. Draw the structures for the oxidation of the following carbohydrates. a) C-H 主 H CH CHOH erythrose b) [0] Ho CHOH glicese 5. Draw the structures for the reduction of the following carbohydrates. Ho CHOH Cat. C=0 + Hz It. OH CHOH olwollol enythrulse b) Cat. Ho CHCH gucosearrow_forward
- m) Which pyranose ring (A, B, C, or D) in the tetrasaccharide below is derived from D-altrose? The Fischer projections for the four aldohexoses that make up this tetrasaccharide are shown below. B C D HOH CHO CHO CHO CHO HO+H HTOH Fонно н HOH HOH H-OH H-OH H-+-OH H-TOHHOH HOH H+OH HOHнтон нон CHOH CHOH CHOH CHOH De D-glue Dalose Datrone i NH Į HOH STEP 1 OH, HO- answer 1. Just add arrows and charges for steps 1, 2, and 3 in formation of this enamine з no arrows needed here OH н Н ЮН -OH STEP 3 :ÖH н H STEP 2 на это про за почarrow_forwardCHEM 111 WA #3 0 pts Name 1. Draw the structure of a-D-fructose and ß-D-galactose.arrow_forwardC. Trehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. HO НО НО HO Но HO OH Он HO OHOH Но trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.arrow_forward
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