679349
Description
Flashcards by Danielle Thibeadeaux, updated more than 1 year ago
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Created by Danielle Thibeadeaux
over 10 years ago
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| Question | Answer |
| Dissolving _________ in an aqueous _______ causes them to undergo a series of ________ and _______ ______________ that lead to ___________. | Dissolving monosaccharides in an aqueous base causes them to undergo a series of enolizations and keto-enol tautomerizations that lead to isomerization |
| If a solution of D-glucose containing ______ ______ is allowed to stand for several days a number of products can be isolated including ________ and _________ | If a solution of D-glucose containing calcium hydroxide is allowed to stand for several days a number of products can be isolated including D- fructose and D-mannose. |
| When carrying out reactions with monosaccharides it is important to ________ these isomerizations to preserve the ______________ at all ________ centers. | When carrying out reactions with monosaccharides it is important to prevent these isomerizations to preserve the stereochemistry at all chirality centers. |
| To prevent isomerization, one can convert the monosaccharide to the ______ _______ first. Then carry out the reactions in a _______ media because the aldehyde group has been converted to an _______ and _______ are stable in aqueous _____ | To prevent isomerization, once can convert the monosaccharide to the methyl glycoside first. Then carry out the reaction in a basic media because the aldehyde group has been converted to an acetal and acetals are stable in aqueous base. |
| Methyl glycoside serves to protect the _______________ from _________ reactions that could occur with the anomeric carbon in its hemiacetal form. | Methyl glycosides serves to protect the monosaccharide from unwanted reactions that could occur with the anomeric carbon in its hemiacetal form. |
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