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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 328457Generated: October 26, 2026

Oxygen → Triphenylphosphine Oxide

https://huagongshe.com/reaction/328457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantTriphenylphosphineHCID 11776—
ReactantEthoxydiethylaluminiumHCID 16683109—
CatalystNickel(II) acetylacetonateHCID 9834912—
CatalystHCID 178420538HCID 178420538—
SolventDiethyl EtherHCID 3283—
ProductTriphenylphosphine OxideHCID 13097—

Reaction Steps

10 gms. of nickel acetylacetonate and 40.95 gms. of triphenylphosphine are dissolved in 400 ml. of absolute ether and the solution is reduced with 16 ml. of ethoxydiethyl aluminum at 0° C. This results in a red-brown solution from which red-brown crystals precipitate after standing for 30 minutes. Complete precipitation of the crystals is achieved by cooling. The crystals are filtered with suction, washed with ether and dried. There are obtained 32 gms. (80% of the theoretical yield) of red-brown crystals, the elementary analysis of which agrees wit the formula Ni(P(C6H5)3)4. The compound is sensitive to air. When allowing oxygen to act on it, triphenylphosphine oxide is formed. The compound is capable of catalyzing the formation of cyclooctadiene from butadiene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04017526
Source datasetuspto-grants-1977_04
ORD IDord-5a724e81ef2a4d38bd6c086366cd7920
Source noteuspto-grants-1977_04