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About This Item
Linear Formula:
ClCF2CO2C2H5
CAS Number:
Molecular Weight:
158.53
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
98%
refractive index
n20/D 1.358 (lit.)
bp
96-97.5 °C (lit.)
density
1.252 g/mL at 25 °C (lit.)
functional group
chloro
ester
fluoro
SMILES string
CCOC(=O)C(F)(F)Cl
InChI
1S/C4H5ClF2O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3
InChI key
GVCAWQUJCHZRCB-UHFFFAOYSA-N
General description
Ethyl chlorodifluoroacetate (ECDFA) undergoes Reformatskii reaction with various aldehydes in DMF. It reacts with phenylacetylene to afford ethyl α,α−difluoro-4-phenyl-3-butenoates.
Application
Ethyl chlorodifluoroacetate (ECDFA) may be used as a starting reagent in the synthesis of 3-gem-difluoro-2-ethoxy allylic alcohols.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
64.4 °F - closed cup
Flash Point(C)
18 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A theoretical investigation on the kinetics and reactivity of the gas-phase reactions of ethyl chlorodifluoroacetate with OH radical and Cl atom at 298 K.
Mishra BK, et al.
Structural Chemistry, 25(2), 463-470 (2014)
Fluorine-containing organozinc reagents. IV.: Reformatskii-type reactions of chlorodifluoroacet1c acid derivatives.
Lang RW and Schaub B.
Tetrahedron Letters, 29(24), 2943-2946 (1988)
Synthesis of 3-gem-difluoro-2-ethoxy allylic alcohols from ethyl chlorodifluoroacetate.
Begue J-P, et al.
Tetrahedron Letters, 35(3), 6097-6100 (1994)
Wadih Ghattas et al.
The Journal of organic chemistry, 71(22), 8618-8621 (2006-10-27)
An efficient preparation of pure ethyl Z- and E-alpha,alpha-difluoro-4-phenyl-3-butenoate 1a and 1b together with the corresponding acids 2a and 2b is described. The procedures involve stereocontrolled additions of *CF2CO2Et to phenylacetylene or beta-bromostyrene. Compound 1a is easily obtained by addition
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