Reaction #4031648
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-164b6ee8633a44438414efbe920c71efNo renderable structure data available
C1=CC=C(C=C1)OC(=O)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | Phenyl Fluoroformate |
|---|---|
| IUPAC Name | — |
| CAS Number | 351-80-4 |
| Database ID | 11815898 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
Phenyl Fluoroformate (CAS 351-80-4) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 11815898
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-164b6ee8633a44438414efbe920c71efConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fd5978d40f6744cd96b0e5e74dbf45efConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of phenylchloroformate in acetonitrile is charged sodium fluoride. To this mixture is charged the 15-crown-5(“15C5”) at ambient temperature. The reaction mixture is then heated to 40° C. for approximately 16 hrs. Reaction completion is monitored by gas chromatography (“G.C.”). Reaction completion
Source ID: ord-550de413773c49dd9b5b621e9b040826Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of phenylchloroformate in acetonitrile is charged sodium fluoride. To this mixture is charged the 15-crown-5(“15C5”) at ambient temperature. The reaction mixture is then heated to 40° C. for approximately 16 hrs. Reaction completion is monitored by gas chromatography (“G.C.”). Reaction completion
Source ID: ord-550de413773c49dd9b5b621e9b040826Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of phenylchloroformate in acetonitrile is charged sodium fluoride. To this mixture is charged the 15-crown-5(“15C5”) at ambient temperature. The reaction mixture is then heated to 40° C. for approximately 16 hrs. Reaction completion is monitored by gas chromatography (“G.C.”). Reaction completion
Source ID: ord-550de413773c49dd9b5b621e9b040826Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 11.6 g (0.058 mole) of freshly distilled 1-chloroethyl phenyl carbonate, 4.60 g (0.079 mole) of anhydrous KF (Aldrich), 0.80 g (0.003 mole) of 18-crown-6 ether (Aldrich) is prepared. The mixture is stirred and heated by means of an oil bath at 75° C. at a pressure of about 2.7 kPa. The reaction is allowed to proceed for 90 minutes during which the phenyl fluoroformate which is formed continuously evaporates and is removed by fractional distillation. is prepared
Source ID: ord-64b3dbc8e15c4defa3c41c765ba09d00Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-164b6ee8633a44438414efbe920c71efConditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 11.6 g (0.058 mole) of freshly distilled 1-chloroethyl phenyl carbonate, 4.60 g (0.079 mole) of anhydrous KF (Aldrich), 0.80 g (0.003 mole) of 18-crown-6 ether (Aldrich) is prepared. The mixture is stirred and heated by means of an oil bath at 75° C. at a pressure of about 2.7 kPa. The reaction is allowed to proceed for 90 minutes during which the phenyl fluoroformate which is formed continuously evaporates and is removed by fractional distillation. is prepared
Source ID: ord-64b3dbc8e15c4defa3c41c765ba09d00Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of phenylchloroformate in acetonitrile is charged sodium fluoride. To this mixture is charged the 15-crown-5 (“15C5”)at ambient temperature. The reaction mixture is then heated to 40° C. for approximately 16 hrs. Reaction completion is monitored by gas chromatography (“G.C.”). Reaction completion
Source ID: ord-dcd9b198eb6e48468c4e1093779a5e63Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of phenylchloroformate in acetonitrile is charged sodium fluoride. To this mixture is charged the 15-crown-5 (“15C5”)at ambient temperature. The reaction mixture is then heated to 40° C. for approximately 16 hrs. Reaction completion is monitored by gas chromatography (“G.C.”). Reaction completion
Source ID: ord-dcd9b198eb6e48468c4e1093779a5e63Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of phenylchloroformate in acetonitrile is charged sodium fluoride. To this mixture is charged the 15-crown-5 (“15C5”) at ambient temperature. The reaction mixture is then heated to 40° C. for approximately 16 hrs. Reaction completion is monitored by gas chromatography (“G.C.”). Reaction completion
Source ID: ord-8b9ce016ec564ff58f9729c1d8df04f0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The preparation was carried out as in Example 2 but using 250 g of ethylene carbonate, 89 g (1.53 mol) of potassium fluoride and 156.6 g (1.0 mol) of phenyl chloroformate. After addition of the chloroformate, stirring of the reaction mixture was continued at 45°-50° C. for 2 hours. Evaporation under vacuum was carried out as above. By distillation under reduced pressure, 131 g (93.5% yield) of phenyl fluoroformate with a boiling point of 62°-64° at 40 mm Hg were recovered. Evaporation under vacuum
Source ID: ord-eb37e1517b4743b8acccb02a295a296cPubChem References
These sources are listed in the compound's public database record.
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