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407771 Aldrich

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

contains 0.5% BHT as stabilizer, technical grade

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Properties

Related Categories Building Blocks, C3 to C6, Carbonyl Compounds, Chemical Synthesis, Ketones,
grade   technical grade
InChI Key   YKYIFUROKBDHCY-ONEGZZNKSA-N
contains   0.5% BHT as stabilizer
refractive index   n20/D 1.406(lit.)
bp   51-53 °C/12 mmHg(lit.)
density   1.18 g/mL at 25 °C(lit.)
storage temp.   2-8°C

Description

Packaging

5 g in glass bottle

Application

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one may be used in the synthesis of 4-dialkylamino-1,1,1-trifluorobut-3-ene-2-ones. It may be used for the synthesis of β-alkyl- or dialkylamino substituted enones bearing a CF3 group.

General description

4-Ethoxy-1,1,1-trifluoro-3-buten-2-one reacts with phenylmagnesium bromide to afford ethoxy group substitution products, while it reacts with organozinc compounds to yield products arising from 1,2-addition to the carbonyl group. 4-Ethoxy-1,1,1-trifluoro-3-buten-2-one on heating with triethyl phosphite affords [4+2] cycloaddition product, 2,2,2-triethoxy 2,3-dihydro-3-ethoxy-5-trifluoromethyl-1,2λ5-oxaphospholene, which on hydrolysis affords a 2-oxo-2-hydroxy-2, 3-dihydro-3-hydroxy 5-trifluoromethyl-1,2λ5-oxaphospholen. It reacts with amino to give the N-protected amino acids, which is useful for the peptide synthesis.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN1224 - class 3 - PG 3 - Ketones, liquid, n.o.s., HI: all
WGK Germany 
3
Flash Point(F) 
125.6 °F
Flash Point(C) 
52 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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