Enolization, Tautomerization, and Isomerization

Danielle Thibeadeaux
Flashcards by Danielle Thibeadeaux, updated more than 1 year ago
Danielle Thibeadeaux
Created by Danielle Thibeadeaux over 7 years ago
543
0

Description

22.5

Resource summary

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.
Show full summary Hide full summary

Similar

A Level Chemistry Unit 1 - Organic Chemistry
charlottehyde
Organic Chemistry
Ella Wolf
A2 Organic Chemistry - Reactions
yannycollins
C2: Material Choices Test
James McConnell
Crude Oils and others quiz
Dale George
CARBOHYDRATES & SUGARS
Eleanor H
Organic Nomenclature
mahnoor.gohar
Carbohydrates
kevinlinkovoor
Alcohols
Bee Brittain
Polymerisation.
anjumn10
Mechanisms
DauntlessAlpha