Phenol → (C2F5)2P(O)OC6H5

HRID 2173697Notes

Reaction equation

[F-].[K+].FC([P:10](=[O:25])([C:18]([F:24])([F:23])[C:19]([F:22])([F:21])[F:20])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])(F)C(F)(F)F.[C:26]1([OH:32])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[P:10]([O:32][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([C:18]([C:19]([F:22])([F:21])[F:20])([F:23])[F:24])([C:11]([C:12]([F:13])([F:15])[F:14])([F:17])[F:16])=[O:25]

Participants

Reactant 3

HCID 996Phenol

HCID 522689Potassium Fluoride

HCID 11165593tris(pentafluoroethyl)phosphine Oxide

Product 1

HCID 89782921(C2F5)2P(O)OC6H5

Conditions

Temperature: 80 °C

Procedure

Potassium fluoride (0.122 g; 2.1 mmol) is suspended in cooled (0° C.) tris(pentafluoroethyl)phosphine oxide (7.378 g; 18.3 mmol) in a 100 ml glass flask, and phenol (1.797 g; 19.1 mmol) is added. The reaction suspension is warmed and stirred at 80° C. for 4.5 h. A pale-brown reaction suspension is then observed. After recondensation in vacuo (10−3 mbar) at 40° C., phenyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OC6H5, is isolated as clear and colourless liquid (3.127 g; 8.3 mmol) in a yield of 45% and a purity of 90%.

Workup

temperatureThe reaction suspension is warmed
customAfter recondensation in vacuo (10−3 mbar) at 40° C.

Sources & evidence

ORD record: ord-2dd98b8c22b34ee88c7659ee3e9ff10c
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056881B2

Reaction notes

Loading…