Sodium Fluoride → Difluoromalonyl fluoride

HRID 1005621Notes

Reaction equation

HRID 1005621 reaction equation
[F-:1].[Na+].[CH2:3]([C:7]([F:9])=[O:8])[C:4]([F:6])=[O:5].[F:10]F>>[C:3]([C:7]([F:9])=[O:8])([C:4]([F:6])=[O:5])([F:10])[F:1]

Participants

4

Reactant 3

HCID 5235Sodium FluorideHCID 24524Fluorine2×HCID 15120223Propanedioyl difluoride

Product 1

HCID 2774099Difluoromalonyl fluoride

Procedure

To a 1 L monel metal reactor charged with 18 g (0.43 mol) of NaF, 12.1 g (0.112 mol) of CH2(COF)2 was charged with condensation, and thereto, 0.1 g/h of fluorine gas was blown gradually while controlling increasing the inner pressure with keeping the reactor at 0° C., and the reaction was conducted. When the total pressure increased by the product reached to 0.44 atm, the blowing of fluorine gas was finshed. The reaction product was separated and purified, and 1.7 g (0.0118 mol) of CF2(COF)2 was obtained. It was confirmed with FT-IR and 19F-NMR that the resulting compound was CF2(COF)2. The yield thereof was 10%.

Workup

  1. additionwas charged with condensation
  2. temperaturewhile controlling increasing the inner pressure
  3. customat 0° C.
  4. temperatureWhen the total pressure increased by the product
  5. customThe reaction product was separated
  6. custompurified

Sources & evidence

ORD record
ord-17b2e450575c48c88d007eb0a57546f7
Source dataset
uspto-grants-2004_09
Patent number
US06787053B2

Reaction notes

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