Isopropanol → 1,3-Dichloro-1,1,2,2,3-pentafluoropropane

HRID 1030441

Reaction equation

HRID 1030441 reaction equation
[Cl:1][C:2](Cl)([F:10])[C:3]([F:9])([F:8])[C:4]([Cl:7])([F:6])[F:5].C(O)(C)C>>[Cl:7][C:4]([C:3]([CH:2]([F:10])[Cl:1])([F:9])[F:8])([F:6])[F:5]

Participants

3

Procedure

106.6 grams (0.45 mol) 1,1,3-trichloro-1,2,2,3,3-pentafluoropropane (produced in Part C above) and 300 gm (5 mol) isopropanol were stirred under an inert atmosphere and irradiated 4.5 hours with a 450 W Hanovia Hg lamp at a distance of 2-3 inches (5-7.6 cm). The acidic reaction mixture was then poured into 1.5 liters ice water. The organic layer was separated, washed twice with 50 ml water, dried with calcium sulfate, and distilled to give 50.5 gm ClCF2CF2CHClF, bp 54.5-56° C. (55%). 1H NMR (CDCl3): ddd centered at 6.43 ppm. J H-C-F=47 Hz, J H-C-C-Fa=12 Hz, J H-C-C-Fb=2 Hz.

Workup

  1. customirradiated 4.5 hours with a 450 W Hanovia Hg lamp at a distance of 2-3 inches (5-7.6 cm)
  2. customThe organic layer was separated
  3. washwashed twice with 50 ml water
  4. dry with materialdried with calcium sulfate
  5. distillationdistilled

Sources & evidence

ORD record
ord-7de1c79e87a2463f852dfe6ff3ea437a
Source dataset
uspto-grants-1992_04
Patent number
US05106526

Linked notes

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