ethyl 2-chloro-2,2-difluoroacetate

• ChemBase ID: 9122
• Molecular Formular: C4H5ClF2O2
• Molecular Mass: 158.5311064
• Monoisotopic Mass: 157.99461352
• SMILES: C(C(=O)OCC)(Cl)(F)F
• Canonical SMILES: CCOC(=O)C(Cl)(F)F
• InChI: InChI=1S/C4H5ClF2O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3
• InChIKey: GVCAWQUJCHZRCB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-chloro-2,2-difluoroacetate
• IUPAC Traditional name: ethyl 2-chloro-2,2-difluoroacetate
• Synonyms: Ethyl chlorodifluoroacetate; Ethyl chlorodifluoroacetate; Ethyl 2-chloro-2,2-difluoroethanoate; Chloro(difluoro)acetic acid ethyl ester; Ethyl chloro(difluoro)acetate 98%; Chlorodifluoroacetic acid ethyl ester; 二氟氯乙酸乙酯

Database IDs

• CAS Number: 383-62-0
• EC Number: 206-850-0
• MDL Number: MFCD00013662
• Beilstein Number: 1761413
• PubChem SID: 160972429; 24870471
• PubChem CID: 67843

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.6183715
• LogD (pH = 7.4): 1.6183715
• Log P: 1.6183715
• Molar Refractivity: 28.0064 cm^3
• Polarizability: 10.703101 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 96-97°C; 96-97.5 °C(lit.); 96-97°C
• Flash Point: 18 °C; 18°C; 18°C(64°F); 64.4 °F
• Density: 1.252; 1.252 g/mL at 25 °C(lit.)
• Refractive Index: 1.3577; 1.3580; n20/D 1.358(lit.)

Safety Information

• Storage Warning: Highly Flammable/Corrosive/Lachrymatory; IRRITANT, FLAMMABLE; Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-34
• Safety Statements: 16-26-27-36/37/39-45; 16-26-33-36/37/39-45
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314; H225-H314-H318
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2

Product Information

• Purity: 98%; 99%
• Linear Formula: ClCF2CO2C2H5

DETAILS

Sigma Aldrich - 469599

Packaging
25 mL in glass bottle

REFERENCES

• For conversion to difluoromalonaldehyde derivatives, see: J. Chem. Soc., Chem. Commun., 540 (1992). These may be used in the synthesis of ɑ, ɑ -difluoro functionalized esters and amides.
• Wittig reactions with phosphorus ylides give enol ethers, which are useful precursors of various fluorinated derivatives: J. Org. Chem., 57, 3807 (1992); Org. Synth., 75, 153 (1997). See Ethyl trifluoroacetate, A11520, for reaction scheme.