Nitric Acid → Propane, 1,2-dichloro-2-fluoro-3-nitro-

HRID 893407Notes

Reaction equation

HRID 893407 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]([CH2:8][Cl:9])=[CH2:7].[FH:10]>>[Cl:5][C:6]([F:10])([CH2:8][Cl:9])[CH2:7][N+:1]([O-:4])=[O:2]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 65652,3-DichloropropeneHCID 14917Hydrofluoric Acid

Product 1

HCID 10954045Propane, 1,2-dichloro-2-fluoro-3-nitro-

Procedure

To a mixture of 970 ml of anhydrous, 100% strength nitric acid and 3380 ml of anhydrous hydrofluoric acid were added dropwise at -10° C. in the course of 5 hours 1250 g (11.3 mol) of 2,3-dichloropropene. The reaction was exothermic. After the dropwise addition had ceased, the mixture was poured on to ice. The organic phase was separated off and washed with a large quantity of water. This gave 1316 g of moist product (=66% of theory) having a purity of 97%. The water content of the product was 0.5%.

Workup

  1. additionAfter the dropwise addition
  2. additionthe mixture was poured on to ice
  3. customThe organic phase was separated off
  4. washwashed with a large quantity of water

Sources & evidence

ORD record
ord-010106936911401699e9e41a1d96286b
Source dataset
uspto-grants-1992_06
Patent number
US05124476

Reaction notes

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