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 8Q
Interpretation Introduction
Interpretation:
The saccharides obtained by the hydrolysis of (+)-sucrose are to be identified.
Concept introduction:
Carbohydrates containing single units of sugar molecule are called monosaccharides while those containing two units of sugar are called disaccharides.
Hydrolysis is the process in which a larger compound breaks into smaller compounds in the presence of water.
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Identify monomeric and multimeric (di-,tri-meric, for example) saccharides
from this group. If you come across multimeric polypeptides, state the mono-
mers that form these multimers. State the nature of the bond that links two
units together in each case.
(a) Maltose
(b) Trehalose
(c) Lactose
(d) Sucrose
(e) Cellobiose
(f) Agarose
Consider the structure of raffinose, a trisaccharide found
in sugar beets and a number of higher plants.
HO
CH,OH
Но-
OH
OCH,
Но
Но
OH
НОСН
Но
CH,OH
ÓH
raffinose
(a) Classify raffinose as a reducing or nonreducing sugar,
and tell how you know.
(b) Identify the glycoside linkages in raffinose, and clas-
sify each as either a or B.
(c) Name the monosaccharides formed when raffinose is
hydrolyzed in
aqueous
acid.
(d) What products are formed when raffinose is treated
with dimethyl sulfate in NaOH, and then with aqueous
acid and heat?
(d) Use the diagram below to complete the cyclic alpha form of structure V
(e) Circle the hemiacetal in cyclic alpha form of structure V.
(f) Redraw the cyclic alpha form of structure V but replace the OH group on the anomericcarbon with a methoxy group. Is this modified monosaccharide a reducing sugar or anonreducing sugar?
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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