349-43-9

Basic information

• Product Name: Ethyl 2-fluoropropionate
• Synonyms: ethyl 2-fluoropropanoate;2-fluoropropanoic acid ethyl ester;2-FLUOROPROPIONIC ACID ETHYL ESTER;Ethyl 2-fluoropropionate;2-fluoro-ethyl propionate
• CAS NO: 349-43-9
• Molecular Formula: C₅H₉FO₂
• Molecular Weight: 120.12
• EINECS: 206-478-9
• Product Categories: Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry
• Mol File: 349-43-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 125°C
• Flash Point: 29°C
• Appearance: /
• Density: 0.997
• Vapor Pressure: 12.4mmHg at 25°C
• Refractive Index: 1.3750-1.3790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Ethyl 2-fluoropropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-fluoropropionate(349-43-9)
• EPA Substance Registry System: Ethyl 2-fluoropropionate(349-43-9)

Safety Data

• Hazard Codes: F
• Statements: 10-36/38
• Safety Statements: 16-36/37/39-3/9/49-26
• RIDADR: 3272
• HazardClass: FLAMMABLE
• PackingGroup: III
• Hazardous Substances Data: 349-43-9(Hazardous Substances Data)

Usage

Description

Ethyl 2-fluoropropionate, a clear colorless to light yellow liquid, is an organic compound with the molecular formula C5H9F. It is characterized by its unique chemical properties, making it a versatile substance in various applications.

Uses

1. Used in the Chemical Industry:
Ethyl 2-fluoropropionate is used as a reagent for the synthesis of a series of potent Nicotinic Acid (N429250) receptor agonists. These agonists are crucial in the treatment of dyslipidemia, a health condition characterized by high triglyceride levels. Ethyl 2-fluoropropionate's ability to act as a reagent in the synthesis of these agonists highlights its importance in the development of pharmaceuticals for treating dyslipidemia.
2. Used in the Energy Industry:
Ethyl 2-fluoropropionate is utilized as a solvent for lithium secondary batteries. Its properties make it suitable for use in the energy storage sector, contributing to the development and improvement of lithium-ion batteries, which are widely used in various electronic devices and electric vehicles.

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 2311, 1990 DOI: 10.1021/jo00295a016

InChI:InChI=1/C5H9FO2/c1-3-8-5(7)4(2)6/h4H,3H2,1-2H3

Upstream product

• 33798-77-5 ethyl (S)-α-(4-methyl-phenylsulphonyloxy)-propionate 
• 97-64-3 ethyl 2-hydroxypropionate 
• 64-17-5 ethanol 
• 430-71-7 propionyl fluoride 
• 430-97-7 (R,S)-2-Fluoropropanoyl chloride 
• 55816-57-4 ethyl (RS)-2-(trimethylsilyloxy)propionate 
• 97299-38-2 boric acid tris-(1-ethoxycarbonyl-ethyl ester) 
• 535-11-5 Ethyl 2-bromopropionate 
• 17344-99-9 AlaOEt 
• 58742-64-6 ethyl l-2-((methylsulfonyl)oxy)propionate 
• 1006904-67-1 tris(dimethylamino)methylium trifluoromethanolate 
• 77902-90-0 rac-2-(Trifluormethylsulfonyloxy)propionsaeure-ethylester 
• 2700-82-5 cesium trifluoromethoxide 
• 96898-10-1 tris(dimethylamino)sulfonium trifluoromethoxide 

Downstream Products

• 21120-36-5 1-fluoroethyl phenyl ketone 
• 29114-73-6 1,1-diphenyl-2-fluoro-1-propanol 
• 3824-87-1 2-fluoro-1-hydroxypropane 
• 17841-36-0 2-Fluor-2-methyl-3-phenyl-propionsaeureethylester 
• 881-41-4 2-fluoro-N-methyl-N-phenyl-butyramide 
• 21120-38-7 cyclohexyl 1-fluoroethyl ketone 
• 213322-87-3 2-amino-4-(1-fluoro-ethyl)-6-(1-phenyl-propyl-amino)-1,3,5-triazine 
• 55816-69-8 ethyl 2-fluoro-isobutyrate 
• 57965-29-4 2-fluoropropanoic acid 
• 1402412-87-6 (2S,3R)-2-fluoro-3-(2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester 
• 1402412-88-7 (2R,3R)-2-fluoro-3-(2-fluoro-phenyl)-2-methyl-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester 
• 879551-04-9 (3R,4R,5R)-3?fluoro?4?hydroxy?5?(hydroxymethyl)?3?methyltetrahydrofuran?2?one 
• 1040882-61-8 (3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyldihydrofuran-2(3H)-one 

Relevant articles and documents

Fluorinating agent and synthesis method thereof

The invention discloses a fluorinating agent, and also discloses a preparation method of the fluorinating agent, wherein an amide corresponding to the structural formula of the product reacts with a halogenating agent to obtain corresponding alpha, alpha-dihaloamine, and the alpha, alpha-dihaloamine reacts with a fluoride to obtain the corresponding fluorinating agent. The fluorinating agent has the advantages of being stable in storage and capable of fluorinating hydroxyl with high yield, the preparation method is simple, the adopted raw materials are easy to obtain, the synthesis yield is high, and the fluorinating efficiency of the obtained product is high.

A 2 - fluorination ester synthesis method

The invention discloses a 2-fluoropropionate synthetizing method. The method comprise the steps of 1, adding ester to a four-mouth flask provided with a condenser pipe, wherein the general formula of the ester is CH3CHXCOOR, and R represents alkyl; 2, adding an addition agent, a catalyst and solvent to the four-mouth flask, and then adding a fluorinated reagent and conducting stirring to obtain reaction liquid; 3, heating the reaction liquid to a set temperature, wherein reaction time is 3-16 h; 4, conducting rectification after reaction ends to obtain a 2-fluoropropionate target product. According to the method, cheap 2-CH3CHClCOOR is used as the raw material, and fluorination is conducted with potassium fluoride in the presence of the addition agent to obtain the 2-fluoropropionate. The method has the advantages that the reaction condition is mild, the yield is high, and cost is low. Due to the fact that the addition agent is added, generation of high-boiling by-products can be restrained, and then reaction selectivity is improved.

Nucleophilic fluorination of triflates by tetrabutylammonium bifluoride

(Chemical Equation Presented) Careful examination of nucleophilicity, basicity, and leaving group ability led us to discover the nucleophilic fluorination of triflates by weakly basic tetrabutylammonium bifluoride, which provides excellent yields with minimal formation of elimination-derived side products. Primary hydroxyl groups as well as secondary hydroxyl groups in acyclic chains or in five-membered rings are excellent substrates, whereas benzylic and aldol-type secondary hydroxyl groups give poor yields as a result of the instability of their triflates.