Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 21, Problem 45P
The 1H NMR spectrum of D-glucose in D2O exhibits two high-frequency doublets. What is responsible for these doublets?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
(d) Draw the structure of the expected product when monosaccharide B undergo
mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3,
NHẠOH).
он
OH
O.
OH
OH
OH
monosaccharide B
Two sugars differing in configuration at a single
asymmetric carbon atom are known as
epimers.
D-mannose is a C-2 epimer of glucose
(Structure I), while D-galactose is a C-4 epimer
of glucose. Structure Il and IIl are
H-
-OH
но-
-H
H OH
HO H
но-
H
HO H
H
-OH
H-
-OH
HO OH
H -OH
H-
-OH
H OH
HO.
HO,
OH
II
II
Which of the following represents an
aldopentose?
OH
H O
HO O
HO H
но н
HO H
но-
HO H
HO H
HO-
H OH
H OH
H OH
H OH
OH
HO
Он
of
но"
HO O
OH
он
III
IV
These are chemical messengers that are
secreted by endocrine glands and carried
through the bloodstream to target tissues.
prostaglandin
deoxysugar
glycoside
hormones
Which of the following is NOT correctly paired?
cellulose: beta-1,4-glycosidic linkage
amylose: alpha-1,4-glycosidic linkage
chitosan: alpha-1,4-glycosidic linkage
cellubiose: beta-1,4-glycosidic linkage
The 1H NMR spectrum of d-glucose in D2O exhibits two high-frequency doublets. What is responsible for these doublets?
Chapter 21 Solutions
Organic Chemistry
Ch. 21.1 - Prob. 1PCh. 21.2 - Prob. 2PCh. 21.2 - Prob. 3PCh. 21.3 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.4 - Prob. 7PCh. 21.4 - Prob. 8PCh. 21.5 - Prob. 9PCh. 21.5 - Prob. 10P
Ch. 21.5 - Prob. 11PCh. 21.6 - Prob. 12PCh. 21.6 - Prob. 13PCh. 21.6 - Prob. 14PCh. 21.7 - Prob. 15PCh. 21.8 - Prob. 16PCh. 21.9 - Prob. 18PCh. 21.10 - Prob. 20PCh. 21.10 - Prob. 21PCh. 21.10 - Prob. 22PCh. 21.11 - Prob. 24PCh. 21.11 - Prob. 25PCh. 21.15 - Prob. 27PCh. 21.16 - Prob. 28PCh. 21.17 - Prob. 29PCh. 21.18 - Refer to Figure 20.5 to answer the following...Ch. 21 - Prob. 31PCh. 21 - Prob. 32PCh. 21 - Prob. 33PCh. 21 - Prob. 34PCh. 21 - Prob. 35PCh. 21 - Prob. 36PCh. 21 - Prob. 37PCh. 21 - Prob. 38PCh. 21 - Prob. 39PCh. 21 - Prob. 40PCh. 21 - Prob. 41PCh. 21 - Prob. 42PCh. 21 - Prob. 43PCh. 21 - Prob. 44PCh. 21 - The 1H NMR spectrum of D-glucose in D2O exhibits...Ch. 21 - Prob. 46PCh. 21 - Prob. 47PCh. 21 - Prob. 48PCh. 21 - Prob. 49PCh. 21 - Prob. 50PCh. 21 - Prob. 51PCh. 21 - Prob. 52PCh. 21 - Prob. 53PCh. 21 - Prob. 54PCh. 21 - Prob. 55PCh. 21 - A hexose is obtained when the residue of a shrub...Ch. 21 - Prob. 57PCh. 21 - Prob. 58PCh. 21 - Prob. 59PCh. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Prob. 62PCh. 21 - Prob. 63PCh. 21 - Prob. 64PCh. 21 - Prob. 65PCh. 21 - Prob. 66P
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
- 1) Below you are given the structures of the disaccharides lactose and trehalose. он он но он но но OH но но OH но он но но OH Lactose Trehalose a. Identify clearly the hemiacetal and acetal groups in these disaccharides and determine for each of these identified groups if they have a- or B-configuration.arrow_forwardDraw the isomers for each aldotetrose and ketopentose in the figure below and designate each isomer as a D or L sugar and designate also the R and S in every chiral centers. Label the enantiomers and diastereomers respectively. CH,OH C=0 Н—С—ОН Н-С—ОН Н—С—ОН H-C-OH ČH,OH ČH,OHarrow_forwardThe most stable conformation of the pyranose ring of most D-aldohexoses places the largest group, CH2OH, in the equatorial position. An exception to this is the aldohexose D-idose. Draw the two possible chair conformations of either the a or ß anomer of D-idose. Explain why the more stable conformation has the CH2OH group in the axial position.arrow_forward
- Classify the structures as being either an enantiomer, diastereomer or diastereomer/epimer of D-glucose. Structure A: CH H- -OH Structure B: но- H- H- OH Structure C: H- он H- -H D-Glucose: OH || CH CH CH он H- он но -H H- он но он но но- H- но H- OH OH но -- H- -H H -Ç-H Structure A: OH Structure B: OH Structure C: OHarrow_forwarddoes structure E represent fructofuranose? explainarrow_forward#6 B D F INSTRUCTIONS: Characterize the members of each of the following pairs of structures as enantiomers, diastereomers or neither enantiomers nor diastereomers.arrow_forward
- (a) assign R or S configuration to each chiral center, (b) Which compound are enantiomers? (c) Which compounds are diastereomers?arrow_forwardDraw the structure of 2-azacyclopentanone, g-butyrolactam:arrow_forward1. Draw Haworth projections of B-D-arabinofuranose and a-L-mannopyranose. 2. Consider the structure of the disaccharide drawn at right: НО `CH2 В ОН (a) Give the names and D/L designation for the two monosaccharides linked together. H,C-O OHO „OH OH А: НО НО A В: ОН (b) In the structure, circle the anomeric carbon of each saccharide. (c) Is each saccharide present in its a or ß anomer? Specify both A and B (d) Would this disaccharide undergo mutarotation? Why or why not? (e) Would this disaccharide react with Tollens and/or Benedicts reagent? Why or why not? (f) There are two reasons this is very unlikely to be a naturally occurring disaccharide. What about its structure suggests this is true? Give both reasons.arrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY