ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<
ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<
9th Edition
ISBN: 9781337034623
Author: McMurry
Publisher: CENGAGE C
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Chapter 25.SE, Problem 62AP
Interpretation Introduction

Interpretation:

Trehalose consisits of two glucose units joined C1 to C1 as two α-glycosides.

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What product or products are obtained when d-galactose reacts with each of the following? a. nitric acid + ∆     b. Ag+, NH3, HO-     c. NaBH4, followed by H3O+               d. excess CH3I + Ag2O                            e. Br2 in water             f. ethanol + HClg. 1. hydroxylamine/trace acid       2. acetic anhydride/∆       3. HO-/H2O
Trehalose, C12H22O11, is a nonreducing sugar that is only 45% as sweet as sugar. When hydrolyzed by aqueous acid or the enzyme maltase, it forms only d-glucose. When it is treated with excess methyl iodide in the presence of Ag2O and then hydrolyzed with water under acidic conditions, only 2,3,4,6-tetra-O-methyl-d-glucose is formed. Draw the structure of trehalose
The carbonyl group in d-galactose may be isomerized from C1 to C2 by brief treatmentwith dilute base (by the enediol rearrangement, Section 23-7). The product is the C4epimer of fructose. Draw the furanose structure of the product.

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ORGANIC CHEM.(LL)-W/OWL V2 >CUSTOM<

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