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Acetals are stable compared to hemiacetals but their formation is a reversible equilibrium as with esters.As a reaction to create an acetal proceeds, water must be removed from the reaction mixture, for example, with a Dean–Stark apparatus, lest it hydrolyse the product back to the hemiacetal.
Cyclic acetals (8 C) H. Hemiacetals (1 C, 2 P) K. Ketals (1 C, 11 P) Pages in category "Acetals" The following 17 pages are in this category, out of 17 total.
The example below depicts the acetalisation reaction of D-ribose 1. With acetone or 2,2-dimethoxypropane as the acetalisation reagent the reaction is under thermodynamic reaction control and results in the pentose 2. The latter reagent in itself is an acetal and therefore the reaction is actually a cross-acetalisation.
Ethylene glycol protects a ketone (as an acetal) during an ester reduction, vs. unprotected reduction to a diol. A protecting group or protective group is introduced into a molecule by chemical modification of a functional group to obtain chemoselectivity in a subsequent chemical reaction.
The product, CH 3 CH(OCH 2 CH 3) 2, is formally named 1,1-diethoxyethane but is commonly referred to as "acetal". [39] This can cause confusion as "acetal" is more commonly used to describe compounds with the functional groups RCH(OR') 2 or RR'C(OR'') 2 rather than referring to this specific compound — in fact, 1,1-diethoxyethane is also ...
Acetals, as already pointed out, are stable tetrahedral intermediates so they can be used as protective groups in organic synthesis. Acetals are stable under basic conditions, so they can be used to protect ketones from a base. The acetal group is hydrolyzed under acidic conditions. An example with a dioxolane protecting group is given below.
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The general structure of a hemiacetal (left) and hemiketal (right). In organic chemistry, a hemiacetal is a functional group the general formula R 1 R 2 C(OH)OR, where R 1, R 2 is a hydrogen atom or an organic substituent.