| Identification | More | [Name]
Chlorodifluoroacetic acid ethyl ester | [CAS]
383-62-0 | [Synonyms]
CHLORODIFLUOROACETIC ACID ETHYL ESTER
ETHYL CHLORODIFLUOROACETATE
chlorodifluoro-aceticaciethylester
Ethylchlorodifluoroacetate,98%
Ethyl chlorodifluoroacetate 98%
Ethyl 2-chloro-2,2-difluoroacetate
Ethyl chlorodifluoroethanoate
Difluorochloroacetic acid ethyl ester | [EINECS(EC#)]
206-850-0 | [Molecular Formula]
C4H5ClF2O2 | [MDL Number]
MFCD00013662 | [Molecular Weight]
158.53 | [MOL File]
383-62-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless liquid | [Boiling point ]
96-97.5 °C (lit.) | [density ]
1.252 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.358(lit.)
| [Fp ]
65 °F
| [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Sparingly), Ethyl Acetate (Sparingly) | [form ]
clear liquid | [color ]
Colorless to Almost colorless | [Specific Gravity]
1.252 | [Sensitive ]
Moisture Sensitive | [BRN ]
1761413 | [InChI]
InChI=1S/C4H5ClF2O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3 | [InChIKey]
GVCAWQUJCHZRCB-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)C(Cl)(F)F | [CAS DataBase Reference]
383-62-0(CAS DataBase Reference) | [EPA Substance Registry System]
383-62-0(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS05 | [Signal word ]
Danger | [Hazard statements ]
H225-H314 | [Precautionary statements ]
P210-P233-P240-P280-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
F,C,Xi | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2924 3/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Flammable | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29159000 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless liquid | [Uses]
Ethyl chlorodifluoroacetate (ECDFA) may be used as a starting reagent in the synthesis of 3-gem-difluoro-2-ethoxy allylic alcohols. | [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. | [Synthesis]
General procedure for the synthesis of ethyl difluorochloroacetate from ethanol and difluorochloroacetic acid: 504.3 g (3.87 mmol) of difluorochloroacetic acid and 5.0 g of p-toluenesulfonic acid were dissolved in 775 mL of dichloromethane, and 311.6 g (6.76 mol) of ethanol was slowly added over a 30-minute period at room temperature (the temperature was raised to 33 °C during the reaction). The mixture was assembled to a water condenser and stirred at reflux for 38 hours and then cooled to room temperature. The reaction mixture was washed sequentially with 200 mL of water, 200 mL of saturated sodium bicarbonate solution and 200 mL of water, followed by drying with anhydrous sodium sulfate, filtration and distillation. Further purification by fractional distillation afforded 488.9 g (98% purity, 78.5% yield) of ethyl difluorochloroacetate with a boiling point of 94-96 °C. | [References]
[1] Patent: WO2005/3077, 2005, A1. Location in patent: Page 13
[2] Journal of the American Chemical Society, 1957, vol. 79, p. 4174,4177 |
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