Ethyl 2-Fluoropropionate

Base Information

• Chemical Name: Ethyl 2-Fluoropropionate
• CAS No.: 349-43-9
• Molecular Formula: C5H9FO2
• Molecular Weight: 120.124
• Hs Code.: 29155090
• European Community (EC) Number: 638-940-4
• NSC Number: 102760
• Nikkaji Number: J305.661I
• Mol file: 349-43-9.mol

Synonyms:Ethyl 2-Fluoropropionate;349-43-9;ethyl 2-fluoropropanoate;127306-59-6;2-Fluoropropionic Acid Ethyl Ester;ETHYL2-FLUOROPROPIONATE;Propanoic acid, 2-fluoro-, ethyl ester;Ethyl2-Fluoro-propionate;NSC102760;Ethyl-2-fluoropropionate;Ethyl 2-Fluoro Propionate;SCHEMBL98593;ODMITNOQNBVSQG-UHFFFAOYSA-N;BBL103911;MFCD01320801;STL557721;AKOS005063323;CS-W011209;FS-4018;NSC-102760;E0663;FT-0632002;FT-0649627;EN300-306523;J-521309;J-521310;tert-butyl 3-(2-methoxy-5-(3-methylisoxazol-5-yl)pyrimidin-4-yl)piperidine-1-carboxylate

Chemical Property of Ethyl 2-Fluoropropionate

Chemical Property:

• Appearance/Colour: Light-yellowish liquid
• Vapor Pressure: 12.4mmHg at 25°C
• Melting Point: -29oC(lit.)
• Refractive Index: 1.368
• Boiling Point: 125 °C at 760 mmHg
• Flash Point: 29.5 °C
• PSA: 26.30000
• Density: 0.997 g/cm³
• LogP: 0.90750
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 120.05865769
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

98%, ^*data from raw suppliers

Ethyl 2-Fluoropropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10-36/38
• Safety Statements: 16-36/37/39-3/9/49-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)F
• Uses: Ethyl 2-fluoropropionate is used as a solvent for lithium secondary batteries. Ethyl-2-fluoropropionate is also used as a reagent to synthesize a series of potent Nicotinic Acid (N429250) receptor agonists for the treatment of dyslipidemia, a health condition characterized by high triglyceride levels.

Technology Process of Ethyl 2-Fluoropropionate

There total 21 articles about Ethyl 2-Fluoropropionate 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: 96.62%

ethyl 2-hydroxypropionate (97-64-3,2676-33-7) + 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine (1550-50-1) → ethyl 2-fluoropropionate (349-43-9,127306-59-6) + Difluoroacetic acid N,N-dimethylamide (667-50-5)

Guidance literature:

ethyl 2-hydroxypropionate; 1,1,2,2-tetrafluoro-N,N-dimethylethan-1-amine; at 10 - 50 ℃; for 4h;

With dmap; at 0 ℃;

Reference yield: 82.0%

ethyl 2-hydroxypropionate (97-64-3,2676-33-7) → ethyl 2-fluoropropionate (349-43-9,127306-59-6)

Guidance literature:

With N,N-diethyl-α,α-difluoro-3-pyridylmethylamine; In chloroform; at 130 ℃; for 1h; Temperature; Reagent/catalyst; Inert atmosphere;

Reference yield: 80.0%

Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl 2-fluoropropionate (349-43-9,127306-59-6)

Guidance literature:

With potassium fluoride; cetyltributylphosphonium bromide; at 60 ℃; for 0.75h;

DOI:10.1016/S0022-1139(99)00121-9

upstream raw materials:

ethyl (S)-α-(4-methyl-phenylsulphonyloxy)-propionate

ethyl 2-hydroxypropionate

ethanol

propionyl fluoride

Downstream raw materials:

(3R,4R,5R)-3?fluoro?4?hydroxy?5?(hydroxymethyl)?3?methyltetrahydrofuran?2?one

(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyldihydrofuran-2(3H)-one

(2S,3R)-2-fluoro-3-(2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester

(2R,3R)-2-fluoro-3-(2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester

Refernces

• 1、 -. "Method for co-producing 2-fluoropropionate and ethyl difluoroacetate". Paragraph 0038; 0039. . Retrieved 2019/05/04.
• 2、 -. "A 2 - fluorination ester synthesis method". Paragraph 0028; 0029. . Retrieved 2018/02/04.