Phosphorofluoridic acid → HCID 131711180, compound

HRID 2419307Notes

Reaction equation

HRID 2419307 reaction equation
[OH:1][P:2]([F:5])([OH:4])=[O:3].[CH2:6]([NH2:24])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C1(C)C=CC=CC=1>[P:2]([F:5])([OH:4])([OH:3])=[O:1].[CH2:6]([NH:24][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 24267Phosphorofluoridic acidHCID 5356789Oleylamine

Product 1

HCID 131711180HCID 131711180, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

14 gms (0.14 mole) of monofluorophosphoric acid is slowly added to 58.66 gm (0.22 moles) of oleylamine in 300 ml toluene immersed in an ice bath to maintain the temperature at about 0° C since the reaction in exothermic, while continuously stirring for about 20 minutes to 2 hours. A solid reaction product settles out of solution and is filtered, and washed while on the filter with aliquot portions of the toluene solvent. The solid reaction product is removed from the filter and is vacuum dried at a temperature of 27°-45° C for 12 hours to 2 days to remove the toluene solvent. Transmission infrared spectra of the oleylamine monofluorophosphate exhibit peaks at 720 cm-1 and 790 cm-1 indicative of the absorptions of the PO3F= structure; peaks from 1300-1700 cm-1 and 2300-3000 cm-1 which are typical of RNH3+ absorptions; and the P-O peak (110 cm-1) is located at an energy intermediate between that of hydroxyapatite (1070 cm-1) and Na2PO3F (1175 cm-1).

Workup

  1. customimmersed in an ice bath
  2. customsince the reaction in exothermic,
  3. customA solid reaction product
  4. filtrationis filtered
  5. washwashed while on the
  6. filtrationfilter with aliquot portions of the toluene solvent
  7. customThe solid reaction product
  8. customis removed from the
  9. filtrationfilter
  10. customdried at a temperature of 27°-45° C for 12 hours to 2 days
  11. customto remove the toluene solvent

Sources & evidence

ORD record
ord-eaa8475d89724866a2e88cf8f556bcd3
Source dataset
uspto-grants-1978_08
Patent number
US04105759

Reaction notes

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