Isopropanol → 1,3-Dichloro-1,1,2,2,3-pentafluoropropane
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
1,1,3-trichloro-1,2,2,3,3-pentafluoropropane(produced in Part C above) (106.6 g, 0.45 mol) and 300 g(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 g 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
- customirradiated 4.5 hours with a 450 W Hanovia Hg lamp at a distance of 2-3 inches(5-7.6 cm)
- customThe organic layer was separated
- washwashed twice with 50 ml water
- dry with materialdried with calcium sulfate
- distillationdistilled
Sources & evidence
- ORD record
- ord-56e2ac0045884bf3a2623a6c8c2be509
- Source dataset
- uspto-grants-1994_02
- Patent number
- US05288819
Reaction notes
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