Carbon Dioxide → Tributylphosphine

HRID 329828Notes

Reaction equation

HRID 329828 reaction equation
C(=O)([O-])[O-].[CH2:5]([P+:9]([CH2:15][CH2:16][CH2:17][CH3:18])([CH2:11][CH2:12][CH2:13][CH3:14])C)[CH2:6][CH2:7][CH3:8].[CH2:19]([P+:23]([CH3:32])([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH3:22].[H+].[B-:34]([F:38])([F:37])([F:36])[F:35].C(=O)=O>O>[CH2:15]([P:9]([CH2:5][CH2:6][CH2:7][CH3:8])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17][CH3:18].[F:35][B-:34]([F:38])([F:37])[F:36].[CH2:28]([P+:23]([CH2:19][CH2:20][CH2:21][CH3:22])([CH2:24][CH2:25][CH2:26][CH3:27])[CH3:32])[CH2:29][CH2:30][CH3:31]

Participants

6

Reactant 3

HCID 280Carbon DioxideHCID 28118Tetrafluoroboric acidHCID 86743661HCID 86743661, compound

Product 2

HCID 13831TributylphosphineHCID 11426660HCID 11426660, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 10.0 g of water was dissolved 10.0 g of tri-n-butylmethylphosphonium carbonate and 7.9 g of an aqueous solution of 42% HBF4 was gradually added to the solution, whereby carbon dioxide simultaneously generated vigorously. For more completely removing carbon dioxide from the system, degassing was performed for 2 hours at 40° C. and 20 mmHg and after confirming carbon dioxide being less than 20 ppm, water was distilled off. The residue formed was recrystallized from a mixture of water and methanol to provide 10.1 g (92.4% of the theoretical yield, yield of 58.8% to tri-n-butylphosphine) of tri-n-butylmethylphosphonium tetrafluoroborate.

Workup

  1. customFor more completely removing carbon dioxide from the system, degassing
  2. distillationwas distilled off
  3. customThe residue formed
  4. customwas recrystallized from a mixture of water and methanol

Sources & evidence

ORD record
ord-987cf3eee0af4680be36ede48c2f10a9
Source dataset
uspto-grants-1990_01
Patent number
US04892944

Reaction notes

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