18545
3-Bromo-1,1,1-trifluoroacetone
purum, ≥95.0% (GC)
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About This Item
Linear Formula:
CF3COCH2Br
CAS Number:
Molecular Weight:
190.95
EC Number:
207-071-9
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1703387
MDL number:
grade
purum
assay
≥95.0% (GC)
refractive index
n20/D 1.376 (lit.)
bp
87 °C/743 mmHg (lit.)
density
1.839 g/mL at 25 °C (lit.)
SMILES string
FC(F)(F)C(=O)CBr
InChI
1S/C3H2BrF3O/c4-1-2(8)3(5,6)7/h1H2
InChI key
ONZQYZKCUHFORE-UHFFFAOYSA-N
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.
Application
3-Bromo-1,1,1-trifluoroacetone was 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
Regulatory Information
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A combined nuclear magnetic resonance and absorbance stopped-flow apparatus for biochemical studies.
W A McGee et al.
Analytical biochemistry, 189(2), 267-273 (1990-09-01)
A combined NMR and absorbance stopped-flow has been developed for monitoring the kinetics of biochemical reactions. We demonstrate its usefulness in following the alkaline denaturation of human hemoglobin. No glassblowing is required in the fabrication of the apparatus. Commercially available
M Brauer et al.
Biochemistry, 25(8), 2187-2191 (1986-04-22)
G-Actin is a globular protein (Mr 42 300) known to have three cysteine residues that are at least partially exposed and chemically reactive (Cys-10, -284, and -374). When G-actin was reacted with 3-bromo-1,1,1-trifluoropropanone, three resolvable 19F resonances were observed in
Reaction of ethyl 4, 4, 4-trifluoroacetoacetate enolate with 3-bromo-1, 1, 1-trifluoroacetone: synthesis of 2, 4-bis (trifluoromethyl) furan.
Smith JO, et al.
Journal of Fluorine Chemistry, 81(2), 123-128 (1997)
Binoy Jose et al.
Bioorganic & medicinal chemistry letters, 14(21), 5343-5346 (2004-09-30)
Cyclic tetrapeptides containing trifluoromethyl and pentafluoroethyl ketone as zinc binding functional group were synthesized as potent HDAC inhibitors. Evaluation by human HDAC inhibition assay and p21 promoter assay showed that these inhibitors are promising anticancer agents.
Effect of magnetic susceptibility on nuclear magnetic resonance signals arising from red cells: a warning.
M E Fabry et al.
Biochemistry, 22(17), 4119-4125 (1983-08-16)
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