(Aminooxy)diphenylphosphine oxide
CAS 72804-96-7
One nitrogen-transfer reagent connects amination with the surprisingly different goal of nitrogen deletion.
O-(Diphenylphosphinyl)hydroxylamine, CAS 72804-96-7, is an electrophilic nitrogen-transfer reagent. Its synthetic abbreviation DPPH should not be confused with the unrelated radical used in antioxidant assays. A checked 2026 Organic Syntheses procedure uses the reagent to turn an arylboronic acid into an aniline derivative. A 2024 Nature Synthesis study demonstrates a different outcome: carbon-carbon bond formation through nitrogen deletion from secondary amines. The contrast shows why a reagent's initial reactivity and a sequence's net result are separate questions. Introducing nitrogen at one stage can help enable its later removal in another process. Its story connects functional-group installation with skeletal editing, while emphasizing exact identity and evidence for the particular substrate and transformation rather than assuming that one abbreviation defines a single chemical purpose.
Published:
2026-10-21