Sulfuric Acid → 2-Fluoromethyl-1,1,1,3,3,4,4-heptafluoro-2-pentanol

HRID 1656833Notes

Reaction equation

HRID 1656833 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]([C:6]([F:12])([F:11])[C:7]([F:10])([F:9])[CH3:8])=[CH:4][F:5].S(=O)(=O)(O)[OH:16]>O>[F:5][CH2:4][C:3]([OH:16])([C:6]([F:11])([F:12])[C:7]([F:10])([F:9])[CH3:8])[C:2]([F:13])([F:14])[F:1]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 53915796HCID 53915796, compound

Product 1

HCID 197888562-Fluoromethyl-1,1,1,3,3,4,4-heptafluoro-2-pentanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

As another example, 2-fluoromethyl-1,1,1,3,3,4,4-heptafluoro-2-pentanol may be prepared by fluorinating commercially available 2,3-pentanedione to form 2,2,3,3-tetrafluoropentane which may then be dehydrogenated to form 3,3,4,4-tetrafluoro-1-pentene. CF3 may then be added to the 3,3,4,4-tetrafluoro-1-pentene to form 2-trifluoromethyl-1,3,3,4,4-pentafluoropentane which may then be dehydrogenated to form 2-trifluoromethyl-1,3,3,4,4-pentafluoro-1-pentene. The 2-trifluoromethyl-1,3,3,4,4-pentafluoro-1-pentene may then be reacted with sulfuric acid and then water to form 2-fluoromethyl-1,1,1,3,3,4,4-heptafluoro-2-pentanol.

Sources & evidence

ORD record
ord-36caac17ca014f42a8200aba5affc6c1
Source dataset
uspto-grants-1993_10
Patent number
US05254755

Reaction notes

Loading…