Alkoxyamines are a class of organic compounds with the general structure R1R2N−OR3, where R3 is an alkyl group and R1 and R2 are an organyl or hydrogen. They are O-substituted hydroxylamines.[1]

Examples

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References

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  1. ^ IUPAC, Compendium of Chemical Terminology, 5th ed. (the "Gold Book") (2025). Online version: (2006–) "alkoxyamines". doi:10.1351/goldbook.A00226

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Nitroxide-mediated radical polymerization

polymerization (NMP) are a family of compounds referred to as alkoxyamines. An alkoxyamine can essentially be viewed as an alcohol bound to a secondary

N-Hydroxyphthalimide

cyclic N-alkenyloxyimides, the corresponding cyclic N-alkoxyimides and O-alkoxyamines", published 1995-09-21, assigned to DSM N.V.  S. Coseri (2009), "Phthalimide‐N‐oxyl

Methoxyamine

hydroxylamine with the hydroxyl hydrogen replaced by a methyl group, an alkoxyamine. Alternatively, it can be viewed as a derivative of methanol with the

Tandem mass spectrometry

functional group for labeling free sulfhydryls (iodoTMT) and (3) reactive alkoxyamine functional group for labeling of carbonyls (aminoxyTMT). The progress

Biotinylation

carbohydrate residues to aldehydes, which then react with hydrazine- or alkoxyamine-based biotinylation reagents. Sodium periodate oxidizes the sialic acids

Electrophilic amination

displacements at nonstereogenic atoms: the formal displacement of alkoxide from alkoxyamines by organolithium reagents". J. Am. Chem. Soc. 108 (19): 6016–23. doi:10

Bioconjugation

method or Schultz method. They will then selectively condense with an alkoxyamine and a hydrazine, producing oxime and hydrazone derivatives (shown in

Radical polymerization

Detrembleur; V. Sciannamea; C. Pagnoulle; R. Jerome (2004). "Grafting of alkoxyamine end-capped (co)polymers onto multi-walled carbon nanotubes". Polymer