Ethyl difluoroacetate

Base Information

• Chemical Name: Ethyl difluoroacetate
• CAS No.: 454-31-9
• Molecular Formula: C4H6F2O2
• Molecular Weight: 124.087
• Hs Code.: 29159000
• European Community (EC) Number: 207-223-4
• UNII: A3R5VZ4KWN
• DSSTox Substance ID: DTXSID0060010
• Nikkaji Number: J79.622K
• Wikidata: Q72474318
• Mol file: 454-31-9.mol

Synonyms:ETHYL DIFLUOROACETATE;454-31-9;ethyl 2,2-difluoroacetate;ethyldifluoroacetate;Acetic acid, difluoro-, ethyl ester;Difluoroacetic Acid Ethyl Ester;Ethyl difluoroacetic;C4H6F2O2;difluoro-acetic acid ethyl ester;ETHYL DIFLUORO ACETATE;Acetic acid, 2,2-difluoro-, ethyl ester;EINECS 207-223-4;MFCD00013578;EC 207-223-4;ethyl difluroacetate;ethyl difluoroacetic acid;Difluoroacetic acid ethyl;A3R5VZ4KWN;Ethyl difluoroacetate, 97%;SCHEMBL238384;DTXSID0060010;GZKHDVAKKLTJPO-UHFFFAOYSA-;2,2-Difluoroacetic acid ethyl ester;BBL027798;FD2077;STK292392;AKOS000310040;CS-W013535;MS-20041;AM20100159;D2498;FT-0624918;EN300-35673;Q-102546;F8880-6244;Z361436550

Chemical Property of Ethyl difluoroacetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.836mmHg at 25°C
• Refractive Index: 1.3465-1.3485
• Boiling Point: 76 °C at 760 mmHg
• Flash Point: 1.1 °C
• PSA: 26.30000
• Density: 1.135 g/cm³
• LogP: 0.81460
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Sparingly), Methanol (Sparingly)
• Water Solubility.: Slightly soluble in water
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 124.03358575
• Heavy Atom Count: 8
• Complexity: 82.1

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Difluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, F, T, Xi
• Hazard Codes: C,F,T,Xi
• Statements: 34-10
• Safety Statements: 45-36/37/39-26-16-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(F)F
• Uses: Ethyl difluoroacetate is used in pharmaceutical intermediates, acrylization oxidation and halogenating reaction of catalyst. Also ethyl difluoroacetate is used in preparing pyrrazolo-pyrimidine derivatives.

Technology Process of Ethyl difluoroacetate

There total 36 articles about Ethyl difluoroacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Ethyl bromodifluoroacetate (667-27-6) → ethyl difluoroacetate (454-31-9)

Guidance literature:

With 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-7-methylbenzo-[d]imidazole; [Zr(2,6-bis(5-methyl-3-phenyl-1H-pyrrol-2-yl)pyridine)₂]; In benzene-d6; for 2.5h; Catalytic behavior; UV-irradiation; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b05934

Reference yield: 96.0%

ethanol (64-17-5) + 2,2-difluoroacetyl fluoride (2925-22-6) → ethyl difluoroacetate (454-31-9)

Guidance literature:

With N,N-dimethyl acetamide; for 4h; Product distribution / selectivity; Inert atmosphere; Sealed tube; Cooling with ice;

Reference yield: 93.98%

ethanol (64-17-5) + Difluoroacetic acid N,N-dimethylamide (667-50-5) → ethyl difluoroacetate (454-31-9)

Guidance literature:

With sulfuric acid; at 0 - 70 ℃; for 2h; Temperature;

upstream raw materials:

Difluoroacetic acid

ethanol

acetyl fluoride

Ethyl 1,1,2,2-tetrafluoroethyl ether

Downstream raw materials:

N-Difluoracetyl-piperidin

ethyl 4,4,4-trifluoroacetoacetate

Difluoroacetyl D-threo amphenicol

1,1-bis-(4-bromo-phenyl)-2,2-difluoro-ethanol

Refernces

• 1、 Zhang, Yu,Akhmedov, Novruz G.,Petersen, Jeffrey L.,Milsmann, Carsten. "Photoluminescence of Seven-Coordinate Zirconium and Hafnium Complexes with 2,2′-Pyridylpyrrolide Ligands". . p. 3042 - 3052. Retrieved 2019.
• 2、 Zhao, Qing-Wei,Yang, Zhi-Fang,Fu, Xia-Ping,Zhang, Xingang. "Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N -Vinylacetamide". supporting information. p. 1565 - 1569. Retrieved 2020/11/16.