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Hexafluoropropylene oxide → Perfluoro-11-cyano-2,5,8-trimethyl-3,6,9-trioxadodecanoyl fluoride

HRID 437450
Notes
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Reaction equation

HRID 437450 reaction equation
[F-:1].[Cs+].[F:3][C:4]([C:12]#[N:13])([C:8]([F:11])([F:10])[F:9])[C:5]([F:7])=[O:6].[F:14][C:15]([C:31]([F:34])([F:33])[F:32])([O:19][C:20]([F:30])([F:29])[C:21]([F:28])(C#N)[C:22]([F:25])([F:24])[F:23])[C:16]([F:18])=[O:17].[F:35][C:36]([F:44])([F:43])[C:37]1([F:42])[O:41][C:38]1([F:40])[F:39]>COCCOCCOCCOCCOC>[F:14][C:15]([C:31]([F:34])([F:33])[F:32])([O:19][C:20]([F:29])([F:30])[C:21]([F:28])([C:22]([F:23])([F:25])[F:24])[O:41][C:38]([F:40])([F:39])[C:37]([F:42])([C:36]([F:44])([F:43])[F:35])[O:6][C:5]([F:1])([F:7])[C:4]([F:3])([C:12]#[N:13])[C:8]([F:9])([F:10])[F:11])[C:16]([F:18])=[O:17]
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 9883Hexafluoropropylene oxideHCID 25953Cesium fluorideHCID 538141122-Cyano-2,3,3,3-tetrafluoropropanoyl fluorideHCID 54075986Perfluoro(5-cyano-2-methyl-3-oxahexanoyl) fluoride

Product 1

HCID 21428441Perfluoro-11-cyano-2,5,8-trimethyl-3,6,9-trioxadodecanoyl fluorideYield 77.9%

Reagents, catalysts & solvents

1
HCID 8925TetraglymeSolvent

Procedure

By essentially the procedure of Examples 1 and 2, 7 g of cesium fluoride, 30 ml of tetraglyme, 11.5 g of perfluoro(α-cyanopropionyl) fluoride, 68.5 g of perfluoro(5-cyano-2-methyl-3-oxahexanoyl) fluoride, and 256 g of hexafluoropropylene oxide were reacted to give, in addition to the products of Examples 1 and 2, 24.1 g of perfluoro-11-cyano-2,5,8-trimethyl-3,6,9-trioxadodecanoyl fluoride, B.P. 106° C/100 mm.

Sources & evidence

ORD record
ord-c9ec8b09c5784cb0848b6887c56e331a
Source dataset
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04031124

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes