Ammonia → C3F7-O-CF(CF3)-CF2-O-CF2-Coonh4

HRID 1914977Notes

Reaction equation

HRID 1914977 reaction equation
C(C(C(OC(C(OC(=C(F)F)F)(F)F)(C(F)(F)F)F)(F)F)(F)F)(F)(F)F.[C:27]([C:31]([C:34]([O:37][C:38]([C:44]([O:47][C:48]([C:51]([O:53]C)=[O:52])([F:50])[F:49])([F:46])[F:45])([C:40]([F:43])([F:42])[F:41])[F:39])([F:36])[F:35])([F:33])[F:32])([F:30])([F:29])[F:28].[NH3:55].C(OC=C)=C>CO>[C:34]([O:37][C:38]([C:44]([O:47][C:48]([C:51]([O-:53])=[O:52])([F:49])[F:50])([F:46])[F:45])([C:40]([F:41])([F:42])[F:43])[F:39])([C:31]([C:27]([F:30])([F:29])[F:28])([F:33])[F:32])([F:36])[F:35].[NH4+:55]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 8024Vinyl etherHCID 1026621,1,1,2,3,3-Hexafluoro-2-(heptafluoropropoxy)-3-((trifluorovinyl)oxy)propaneHCID 131727916CF3CF2CF2Ocf(CF3)CF2ocf2cooch3

Product 1

HCID 131727914C3F7-O-CF(CF3)-CF2-O-CF2-Coonh4

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Conversion of CF3CF2CF2OCF(CF3)CF2OCF═CF2 to CF3CF2CF2OCF(CF3)CF2OCF2COOCH3 (bp 91-92° C. at 133 mbar) was carried out as described in U.S. Pat. No. 4,987,254. The ester was reacted with aqueous ammonia and methanol was removed by distillation resulting in CF3CF2CF2OCF(CF3)CF2OCF2COONH4. All structures were confirmed by F-NMR spectra. Due to an isomer content in the vinyl ether, an isomer with the structure CF3CF2CF2OCF2CF(CF3)OCF2COOX (X=CH3, NH4) was found.

Workup

  1. customwas removed by distillation
  2. customresulting in CF3CF2CF2OCF(CF3)CF2OCF2COONH4

Sources & evidence

ORD record
ord-9afcd20aa8544c08ba881006132c8f40
Source dataset
uspto-grants-2013_12
Patent number
US08614265B2

Reaction notes

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