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- Hemiaminal abstract "A hemiaminal is a functional group or type of chemical compound that has a hydroxyl group and an amine attached to the same carbon atom: -C(OH)(NR2)-. R can be hydrogen or an alkyl group. Hemiaminals are intermediates in imine formation from an amine and a carbonyl by alkylimino-de-oxo-bisubstitution. An example is of an hemiaminal is that obtained from reaction of secondary amine carbazole and formaldehyde reaction of carbazole with formaldehyde to Carbazol-9-yl-methanolThose generated from primary amines are unstable to the extent that they have never been isolated and very rarely been observed directly. In a 2007 study a hemiaminal substructure trapped in the cavity of a host-guest complex was studied with a chemical half-life of 30 minutes. Because both amine and carbonyl group are isolated in a cavity, hemiaminal formation is favored due to a high forward reaction rate comparable to an intramolecular reaction and also due to restricted access of external base (another amine) to the same cavity which would favor elimination of water to the imine.Hemiaminal formation is a key step in an asymmetric total synthesis of saxitoxin:Hemiaminal formation in saxitox in synthesisIn this reaction step the alkene group is first oxidized to an intermediate acyloin by action of osmium(III) chloride, oxone (sacrificial catalyst) and sodium carbonate (base).".
- Hemiaminal thumbnail Hemiaminal-2D-skeletal.png?width=300.
- Hemiaminal wikiPageID "1764793".
- Hemiaminal wikiPageRevisionID "543991342".
- Hemiaminal hasPhotoCollection Hemiaminal.
- Hemiaminal subject Category:Functional_groups.
- Hemiaminal type Abstraction100002137.
- Hemiaminal type FunctionalGroups.
- Hemiaminal type Group100031264.
- Hemiaminal comment "A hemiaminal is a functional group or type of chemical compound that has a hydroxyl group and an amine attached to the same carbon atom: -C(OH)(NR2)-. R can be hydrogen or an alkyl group. Hemiaminals are intermediates in imine formation from an amine and a carbonyl by alkylimino-de-oxo-bisubstitution.".
- Hemiaminal label "Emiamminali".
- Hemiaminal label "Halbaminale".
- Hemiaminal label "Hemiaminal".
- Hemiaminal label "Hemiaminal".
- Hemiaminal label "Hemiaminal".
- Hemiaminal label "Hémiaminal".
- Hemiaminal label "ヘミアミナール".
- Hemiaminal sameAs Halbaminale.
- Hemiaminal sameAs Hemiaminal.
- Hemiaminal sameAs Hémiaminal.
- Hemiaminal sameAs Emiamminali.
- Hemiaminal sameAs ヘミアミナール.
- Hemiaminal sameAs Hemiaminal.
- Hemiaminal sameAs m.05v2q_.
- Hemiaminal sameAs Q424620.
- Hemiaminal sameAs Q424620.
- Hemiaminal sameAs Hemiaminal.
- Hemiaminal wasDerivedFrom Hemiaminal?oldid=543991342.
- Hemiaminal depiction Hemiaminal-2D-skeletal.png.
- Hemiaminal isPrimaryTopicOf Hemiaminal.
