Tetranitromethane → Methane, fluorotrinitro-

HRID 1112138Notes

Reaction equation

HRID 1112138 reaction equation
O(C(C(F)(F)F)(C(F)(F)F)[F:4])[K].[N+:13]([C:16]([N+]([O-])=O)([N+:20]([O-:22])=[O:21])[N+:17]([O-:19])=[O:18])([O-:15])=[O:14]>CN(C=O)C>[F:4][C:16]([N+:20]([O-:22])=[O:21])([N+:17]([O-:19])=[O:18])[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 10509TetranitromethaneHCID 178506340HCID 178506340, compound

Product 1

HCID 15796Methane, fluorotrinitro-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

In run 1 (control), 5 ml of 2.2 molar KOCF(CF3)2 in anhydrous DMF was added to a reaction vessel and diluted to 5.0 ml with anhydrous DMF. The reaction vessel consisted of a 50 ml round-bottom, three-neck flask which was equipped with a dropping funnel, an inlet tube with a safety trap, and an exit tube with a -80° C. cooled trap. Tetranitromethane (1.0 g, 5.10 mmoles) was placed in the dropping funnel and diluted with 10 ml of DMF. The system was flushed with nitrogen at 40 cc/min for 2 to 3 minutes. The C(NO2)4 -DMF solution was added to the KOCF(CF3)2 at ambient temperature. Fluorotrinitromethane yields and tetranitromethane conversions were obtained by gas-liquid chromatographic analyses of the reaction mixture as a function of reaction time.

Workup

  1. customthree-neck flask which was equipped with a dropping funnel, an inlet tube with a safety trap, and an exit tube with a -80° C.
  2. temperaturecooled trap
  3. customThe system was flushed with nitrogen at 40 cc/min for 2 to 3 minutes
  4. additionThe C(NO2)4 -DMF solution was added to the KOCF(CF3)2 at ambient temperature

Sources & evidence

ORD record
ord-2aa3245ec71a4c5e9e46f64caae04090
Source dataset
uspto-grants-1978_10
Patent number
US04120904

Reaction notes

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