Chemical Properties
clear colorless to yellowish liquid
Uses
3-Bromo-1,1,1-trifluoroacetone may be used in the synthesis of:
- 3-nonylthio-1,1,1-trifluoropropan-2-one
- cyclic tetrapeptides containing trifluoromethyl and pentafluoroethyl ketone as zinc binding functional group
- perfluoroalkylated trans-allylic alcohols
Uses
1-Bromo-3,3,3-trifluoroacetone is used in the preparation of 3-nonylthio-1,1,1-trifluoropropan-2-one and perfluoroalkylated trans-allylic alcohols. It is involved in the synthesis of cyclic tetrapeptides. Further, it reacts with potassium enolate of ethyl 4,4,4-trifluoroacetoacetate to produce ethyl 2,4-bis(trifluoromethyl)-4-hydroxydihydro-3-furoate.
General Description
3-Bromo-1,1,1-trifluoroacetone reacts with potassium enolate of ethyl 4,4,4-trifluoroacetoacetate to yield ethyl 2,4-bis(trifluoromethyl)-4-hydroxydihydro-3-furoate.
Synthesis
Using sulfuric acid as catalyst, ethyl 2-bromo-4,4,4-trifluoroacetoacetate was hydrolyzed and decarboxylated to form 3-bromo-1,1,1-trifluoroacetone to find the optimal conditions for the synthesis of .
The optimal process conditions for the synthesis of 3-bromo-1,1,1-trifluoroacetylacetone were found: the raw materials ethyl 2-bromo-1,1,1-trifluoroacetoacetate and trifluoroacetic acid were fed in the ratio of 1:1.5, and then added dropwise to the solution of 30% sulfuric acid, and then hydrolyzed and decarboxylated to generate 3-bromo-1,1,1-trifluoroacetylacetone.
30% sulfuric acid solution, the reaction temperature was about 100 , the reaction time was 8h, and the product yield was about 68.1%.
