Conversion to Cyclic Acetals

Danielle Thibeadeaux
Flashcards by Danielle Thibeadeaux, updated more than 1 year ago
Danielle Thibeadeaux
Created by Danielle Thibeadeaux over 7 years ago
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Aldehydes and ketones react with open- chain __ , __ _____ to produce ______ _______. Aldehydes and ketones react with open-chain 1,2 diols to produce cyclic acetals.
If the 1, 2 diol is attached to a ring as in a monosaccharide, formation of the cyclic acetals occurs only _________________________________________________________. If the 1,2 diol is attached to a ring as in a monosaccharide, formation of the cyclic acetals occurs only when the vicinal(any two functional groups bonded to two adjacent atoms) hydroxyl groups are cis to each other.
Cyclic acetals are commonly used to protect ________ ____ hydroxyl groups of a sugar while reactions are carried out on other parts of the molecule. Cyclic acetals are commonly used to protect vicinal cis hydroxyl groups of a sugar while reactions are carried out on other parts of the molecule.
When acetals are formed from acetone they are called acetonides. What are acetonides? In organic chemistry, an acetonide is the functional group composed of the ketal of a diol with acetone. The more systematic name for this structure is an isopropylidene ketal. It is the most common protecting group for 1,2- and 1,3-diols. The protecting group can be removed by hydrolysis of the ketal using dilute aqueous acid.
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