3,4-Hexanedione → 3,3,4,4-Tetrafluorohexane

HRID 892364Notes

Reaction equation

HRID 892364 reaction equation
F[C:2](F)(F)[CH:3]([C:8]([F:15])([F:14])[C:9]([F:13])([F:12])[CH2:10][CH3:11])C(F)(F)F.CCC(=O)C(=O)CC>>[F:12][C:9]([F:13])([C:8]([F:15])([F:14])[CH2:3][CH3:2])[CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 625393,4-HexanedioneHCID 19895031HCID 19895031, compound

Product 1

HCID 5562263,3,4,4-Tetrafluorohexane

Procedure

As another example, 2-trifluoromethyl-1,1,1,3,3,4,4-heptafluorohexane may be prepared by fluorinating commercially available 3,4-hexanedione to form 3,3,4,4-tetrafluorohexane which may then be dehydrogenated to form 3,3,4,4-tetrafluoro-1-hexene. CF3 may then be added to the 3,3,4,4-tetrafluoro-1-hexene to form 2-trifluoromethyl-1,3,3,4,4-pentafluorohexane which may then be dehydrogenated to form 2-trifluoromethyl-1,3,3,4,4-pentafluoro-1-hexene. The 2-trifluoromethyl-1,3,3,4,4-pentafluoro-1-hexene may then be reacted with hydrogen fluoride to form 2-trifluoromethyl-1,1,3,3,4,4-hexafluorohexane which may then be dehydrogenated to form 2-trifluoromethyl-1,1,3,3,4,4-hexafluoro-1-hexene which may then be reacted with hydrogen fluoride to form 2-trifluoromethyl-1,1,1,3,3,4,4-heptafluorohexane.

Sources & evidence

ORD record
ord-ce7e84274bcd468ca6855aa56097c9ad
Source dataset
uspto-grants-1992_06
Patent number
US05118359

Reaction notes

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