Tributylstannane → Phosphine, bis(1,1,2,2,2-pentafluoroethyl)-

HRID 241311Notes

Reaction equation

HRID 241311 reaction equation
[F:1][C:2]([P:8](Cl)[C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11])([F:7])[C:3]([F:6])([F:5])[F:4].C([SnH](CCCC)CCCC)CCC>BrCCCCCCBr>[F:7][C:2]([PH:8][C:9]([F:14])([F:15])[C:10]([F:11])([F:12])[F:13])([F:1])[C:3]([F:6])([F:5])[F:4]

Participants

4

Reactant 2

HCID 5948Tributylstannane2×HCID 2757428Bis(pentafluoroethyl)phosphinous chloride2×

Product 1

HCID 13626720Phosphine, bis(1,1,2,2,2-pentafluoroethyl)-

Reagents, catalysts & solvents 1

HCID 123681,6-DibromohexaneSolvent

Procedure

0.3 g (1.0 mmol) of bis(pentafluoroethyl)phosphinous acid chloride, (C2F5)2PCl, obtainable in accordance with Example 2, is condensed into a degassed solution of 0.61 g (2.0 mmol) of tributyltin hydride, (n-C4H9)3SnH, in 1,6-dibromohexane. The mixture is stirred at room temperature for one hour, and the volatile compounds are subsequently removed under dynamic vacuum conditions. Three cold traps are used: −30° C., −78° C. and −196° C. The cold trap at −196° C. contains a colourless liquid, bis(pentafluoroethyl)phosphine, (C2F5)2PH. The compound is stable at room temperature under inert-gas conditions.

Workup

  1. customthe volatile compounds are subsequently removed under dynamic vacuum conditions
  2. custom−30° C., −78° C. and −196° C
  3. customat −196° C.
  4. customis stable at room temperature under inert-gas conditions

Sources & evidence

ORD record
ord-d730c57ed2094214ae5b37d1ea73f1f6
Source dataset
uspto-grants-2014_02
Patent number
US08648202B2

Reaction notes

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