- 2H-Heptafluorobut-2-ene as a synthon for hexafluorobut-2-yne
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Reactions of heptafluorobut-2-ene with nucleophiles are described, in some cases giving products analogous to those previously obtained from hexafluorobut-2-yne. Depending on the conditions, hydrolysis can lead to 1,1,1,4,4,4-hexafluorobutan-2-one, or 1,1,1-trifluoroacetone. Reactions with diols, bis-phenols, ammonia and amines are also described.
- Chambers, Richard D.,Roche, Alex J.
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p. 139 - 143
(2007/10/03)
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- STEREOCHEMISTRY OF NUCLEOPHILIC ADDITIONS TO HEXAFLUORO-2-BUTYNE
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Base-catalysed additions of alcohols to F-2-butyne (1) give mainly products of trans-addition while cis-addition predominates in uncatalysed additions of alcohols carried out in a diluent.The stereochemistry of addition of diethylamine is very dependent on the solvent used and cis- or trans-addition may predominate.Stepwise and concerted mechanisms are advanced to account for these observations.Nucleophilic addition of sulphur to (1) gives F-tetramethylthiophene (68percent) and hydration gives CF3CH2COCF3 (91percent).
- Chambers, Richard D.,Jones, Colin G. P.,Silvester, Michael J.,Speight, David B.
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