430-99-9

Basic information

• Product Name: 2-FLUOROACRYLIC ACID
• Synonyms: 2-FLUOROACRYLIC ACID;2-FLUOROPROPENOIC ACID;2-FLUOROACRYLIC ACID 97%;2-Fluoroprop-2-enoic acid;2-Propenoic acid, 2-fluoro-;1g, 2g, 5g;alpha-Fluoroacrylic acid
• CAS NO: 430-99-9
• Molecular Formula: C₃H₃FO₂
• Molecular Weight: 90.05
• Mol File: 430-99-9.mol

Chemical Properties

• Melting Point: 51.5 °C
• Boiling Point: 181.3 °C at 760 mmHg
• Flash Point: 63.5 °C
• Appearance: /
• Density: 1.233 g/cm³
• Vapor Pressure: 0.397mmHg at 25°C
• Refractive Index: 1.388
• Storage Temp.: 2-8°C
• PKA: pK1:2.55 (25°C)
• CAS DataBase Reference: 2-FLUOROACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUOROACRYLIC ACID(430-99-9)
• EPA Substance Registry System: 2-FLUOROACRYLIC ACID(430-99-9)

Safety Data

• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• HazardClass: IRRITANT
• Hazardous Substances Data: 430-99-9(Hazardous Substances Data)

Usage

Uses

Used in Polymer Industry:
2-Fluoroacrylic Acid is used as a monomer for the preparation of fluoropolymers. Its fluorine-containing structure imparts exceptional properties such as thermal stability, chemical resistance, and non-stick characteristics to the resulting polymers, which are widely used in coatings, films, and other high-performance materials.
Used in Chemical Synthesis:
2-Fluoroacrylic Acid is used as a reactant for the preparation of fluorolactams. These compounds are important intermediates in the synthesis of various pharmaceuticals, agrochemicals, and specialty chemicals, where the presence of fluorine can significantly influence the reactivity, selectivity, and biological activity of the final products.

InChI:InChI=1/C3H3FO2/c1-2(4)3(5)6/h1H2,(H,5,6)

Upstream product

• 67-56-1 methanol 
• 420-25-7 1-bromo-1-fluoroethylene 
• 201230-82-2 carbon monoxide 
• 2317-91-1 1-chloro-1-fluoroethane 
• 760-80-5 ethyl 2-fluoroacrylate 

Downstream Products

• 21133-78-8 4-Nitro-α-chlor-α-fluor-dihydrozimtsaeure 
• 664342-20-5 N-allyl-N-benzyl-2-fluoroacrylamide 
• 664342-21-6 N-benzyl-N-(but-3-enyl)-α-fluoroacrylamide 
• 16522-55-7 α-fluoroacryloyl chloride 
• 1095714-01-4 C₁₂H₁₁FO₄ 
• 1443236-32-5 ethyl 4-{3-{(2-fluoroacryloyl)amino}phenyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate 
• 1609467-09-5 5-amino-3-[4-(4-chlorophenoxy)phenyl]-1-[(3R)-1-(2-fluoroacryloyl)piperidin-3-yl]-1H-pyrazole-4-carboxamide 
• 1609467-25-5 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-[(3R)-1-(2-fluoroacryloyl)piperidin-3-yl]-1H-pyrazole-4-carboxamide 
• 1609467-40-4 5-amino-1-[(3R)-1-(2-fluoroacryloyl)piperidin-3-yl]-3-(4-{[6-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)-1H-pyrazole-4-carboxamide 
• 1420403-40-2 N-(4-((3-chloro-4-fluorophenyl)amino)-7-(3-morpholinopropoxy)quinazolin-6-yl)-2-fluoroacrylamide 

Relevant articles and documents

METHOD FOR PRODUCING alpha-FLUOROACRYLIC ACID

An object of the present invention is to provide a novel method for producing an α-fluoroacrylic acid ester compound. This problem is solved by a method for producing a compound represented by formula (1), wherein R1 and R2 are identical or different, and each represents an alkyl group or the like; and R3 is an alkyl group or the like, the method comprising step A of reacting a compound represented by formula (2) with R3—OH (3) and carbon monoxide in the presence of palladium, a double bond-containing compound (α), a diphosphine compound (β), and a base, to obtain the compound represented by formula (1) above.

PRODUCTION METHOD FOR ALPHA-FLUORO ACRYLIC ACID ESTERS

An object of the present invention is to provide a process for producing α-fluoroacrylic acid esters at a high starting material conversion and a high yield. The present invention provides, as a means to achieve the object, a process for producing a compound represented by formula (1): wherein R2 and R2 are the same or different and each represent alkyl, fluoroalkyl, aryl optionally substituted with at least one substituent, halogen, or hydrogen; and R3 represents alkyl, fluoroalkyl, or aryl optionally substituted with at least one substituent, the process comprising step A ofreacting a compound represented by formula (2): wherein the symbols are as defined above, with carbon monoxide and an alcohol represented by formula (3): [in-line-formulae]R3—OH ??(3)[/in-line-formulae]wherein the symbol is as defined above, in the presence of a transition metal complex catalyst containing at least one bidentate phosphine ligand and a base to thereby obtain the compound represented by formula (1).

Low-temperature 19F NMR spectroscopy of 1-fluoro-1-lithioethenes - Stability, shifts and unexpected coupling constants

Half-lives and fluorine atom shifts of stabilized 1-fluoro-l-lithioethenes bearing hydrogen, fluorine, phenyl, and/or dimethylphenylsilyl groups in the β-positions have been determined by a low-temperature 19F NMR spectroscopy. Some 1-fluoro-1-lithioethenes displayed an exceptionally low value of the trans-3JFF coupling constant. Stereoselectivity of carbenoid formation, as well as an effect of configuration on the stability is discussed.

SYNTHESIS OF 2-FLUOROPROPENOIC ACID DERIVATIVES

A method is described for the synthesis of 2-fluoropropenoic acid esters, amides, and nitrile from the corresponding derivatives of 2-fluoro-3-(4-toluenesulfonyloxy)propanoic acid by heating with potassium phtalimide in vacuo.The free acid Ia and its chloride have also been synthetized.The reactivity of esters and nitrile of acid Ia has been verified by the Michael addition of diethyl acetamidomalonate to these compounds.