Formaldehyde → 2,2'-[Methylenebis(oxy)]bis[1,1,1,3,3,3-hexafluororopane

HRID 2394988Notes

Reaction equation

HRID 2394988 reaction equation
S(=O)(=O)(O)O.[CH2:6]=[O:7].[CH:8]([OH:17])([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10]>C(=O)=O.CC(C)=O>[CH:8]([O:17][CH2:6][O:7][CH:8]([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10])([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 135291,1,1,3,3,3-Hexafluoro-2-propanol

Product 1

HCID 99501852,2'-[Methylenebis(oxy)]bis[1,1,1,3,3,3-hexafluororopane

Reagents, catalysts & solvents 1

HCID 18522661Acetone cardiceSolvent

Procedure

A 300 ml reactor, which had been cooled down in dry ice/acetone bath to -20° C., was charged with 111.3 g of fuming sulfuric acid, 9.3 g of paraformaldehyde and 52.8 g of HFIPA, followed by stirring for 20 minutes. After stopping stirring, it was cooled down to room temperature by standing still. With this, the contents were separated into two layers. The organic matter of the upper layer was taken out and then washed with 50 ml of 5% sodium hydrogencarbonate aqueous solution. With this, it was separated into two layers to obtain an organic matter.

Workup

  1. stirringAfter stopping stirring
  2. customWith this, the contents were separated into two layers
  3. washwashed with 50 ml of 5% sodium hydrogencarbonate aqueous solution
  4. customWith this, it was separated into two layers
  5. customto obtain an organic matter

Sources & evidence

ORD record
ord-00e2ec1171864691aa16a1c2cff02e3c
Source dataset
uspto-grants-1998_09
Patent number
US05811596

Reaction notes

Loading…