Hydrochloric Acid → Tributylphosphine oxide

HRID 1757929Notes

Reaction equation

HRID 1757929 reaction equation
ClS(O)(=O)=[O:3].[CH2:6]([P:10]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH3:9].Cl>>[CH2:15]([P:10](=[O:3])([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 13831TributylphosphineHCID 24638Chlorosulfonic acid

Product 1

HCID 13138Tributylphosphine oxideYield 120.5%

Procedure

116.5 g (1 mol) chlorosulfonic acid was placed in an apparatus as described in Example 4 and reacted therein within 60 minutes with 208 g (1 mol) tributylphosphane at 18°-20° C. while cooling with ice. Towards the end of the reaction when cooling was stopped, the reaction temperature rose to 34° C. The whole was stripped at 70° C. under a pressure of 0.5 millibar. This was accompanied by a violent exothermal reaction. The temperature rose up to 140° C. The material was stripped once again at 80° C. under a pressure of 1 millibar. 263 g tributylphosphane oxide was obtained in the form of a HCl-adduct (determined by elementary analysis and 31P -NMR-spectroscopy). 90% P was in the form of a tributylphosphane oxide HCl-adduct.

Workup

  1. customreacted
  2. customTowards the end of the reaction when
  3. temperaturecooling
  4. customrose to 34° C
  5. customwas stripped at 70° C. under a pressure of 0.5 millibar
  6. customThis was accompanied by a violent exothermal reaction
  7. customrose up to 140° C
  8. customwas stripped once again at 80° C. under a pressure of 1 millibar

Sources & evidence

ORD record
ord-ab3d2636f15d431e897c498f551f08d6
Source dataset
uspto-grants-1983_02
Patent number
US04371509

Reaction notes

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