InChI
1S/C6H9FO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3
SMILES string
CCOC(=O)C(F)C(C)=O
InChI key
SHTFQLHOTAJQRJ-UHFFFAOYSA-N
refractive index
n20/D 1.414 (lit.)
bp
183 °C (lit.)
density
1.181 g/mL at 25 °C (lit.)
Application
Ethyl 2-fluoroacetoacetate may be used in the preparation of:
- δ-keto-β-hydroxy-α-fluoro esters
- fluorinated [1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-ones
- fluorinated [1,2,4]triazolo[5,1-c][1,2,4]triazin-4(1H)-ones
- 4-fluorofarnesol
Reactant for:
- Michael addition-induced cyclization reaction
- Asymmetric Mannich reaction
- Enantioselective organocatalytic conjugate addition
General description
Ethyl 2-fluoroacetoacetate is an α-fluorinated β-keto ester that can be prepared by the fluorination of ethyl acetoacetate.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Green chemistry: synthesis in micro reactors.
Haswell SJ and Watts P.
Green Chemistry, 5(2), 240-249 (2003)
Organocatalytic direct aldol reaction between acetone and α-substituted β-keto esters.
London G, et al.
J. Mol. Catal. A: Chem., 267(1), 98-101 (2007)
Fluoroisoprenyl synthesis using ethyl 2-fluoroacetoacetate.
Ortiz de Montellano PR and Vinson WA.
The Journal of Organic Chemistry, 42(11), 2013-2014 (1977)
Fluorinated [1,2,4] triazolo [1,5-a] pyrimidines and [1,2,4] triazolo [5,1-c][1,2,4] triazines*.
Ulomskiy EN, et al.
Chemistry of Heterocyclic Compounds, 47(9), 1164-1169 (2011)
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