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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476013Generated: October 30, 2026

1-Hexadecene → Hexadecylphosphonous acid

https://huagongshe.com/reaction/1476013

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HexadeceneHCID 12395—
ReactantPhosphinic AcidHCID 4124402—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHexadecylphosphonous acidHCID 8665843887.5%

Reaction Steps

Example 6 is repeated with 66 g (0.5 mol) of phosphinic acid, 114.5 g (0.5 mol) of hexadecene, 23 mg of tris(dibenzylideneacetone)dipalladium and 32 mg of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene in 500 g of tetrahydrofuran, passed through a column charged with Deloxan® THP II for purification and freed of solvent in a rotary evaporator. The residue is admixed with 500 g of completely ion-free water and stirred, and then filtered and the residue is washed with cold water and acetone to obtain 127 g (81% of theory) of hexadecylphosphonous acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018413B2
Source datasetuspto-grants-2015_04
ORD IDord-10e7c4fc0a1c46b7a6c9a717c119055c
Source noteuspto-grants-2015_04