Aminal
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In organic chemistry, an aminal or aminoacetal is a functional group or type of organic compound that has two amine groups attached to the same carbon atom: Template:Chem2. (As is customary in organic chemistry, R can represent hydrogen or an alkyl group).[1] A common aminal is bis(dimethylamino)methane, a colorless liquid that is prepared by the reaction of dimethylamine and formaldehyde:[2]
Aminals are encountered in, for instance, the Fischer indole synthesis. Several examples exist in nature.[3]
- Naturally occurring aminals
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Hodgkinsine, an alkaloid with antiviral, antibacterial and antifungal effects
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5,10-Methylenetetrahydrofolate, an intermediate in one-carbon metabolism
Hexahydro-1,3,5-triazine (Template:Chem2), an intermediate in the condensation of formaldehyde and ammonia, tends to degrade to hexamethylene tetraamine.
Cyclic aminals can be obtained by the condensation of a diamine and an aldehyde.[4] Imidazolidines are one class of these cyclic aminals.
See also
References
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- ↑ IUPAC, Compendium of Chemical Terminology, 5th ed. (the "Gold Book") (2025). Online version: (2006–) "aminals". Script error: No such module "CS1 identifiers".Script error: No such module "TemplatePar".
- ↑ Script error: No such module "Citation/CS1".
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- ↑ Hiersemann, M. "Functions bearing two nitrogens" in Comprehensive Organic Functional Group Transformations II 2005, volume 4, 411-441. Edited by Katritzky, Alan R.; Taylor, Richard J. K. Script error: No such module "CS1 identifiers".
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