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Methyl 2-fluoroacrylate

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Methyl 2-fluoroacrylate
Names
Preferred IUPAC name Methyl 2-fluoroprop-2-enoate
Other names Methyl 2-fluoroacrylate
2-Fluoro-2-propenoic acid methyl ester
2-Fluoroacrylic acid methyl ester
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.133.340 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H5FO2/c1-3(5)4(6)7-2/h1H2,2H3Key: ZTZJVAOTIOAZGZ-UHFFFAOYSA-N
  • InChI=1/C4H5FO2/c1-3(5)4(6)7-2/h1H2,2H3Key: ZTZJVAOTIOAZGZ-UHFFFAOYAB
SMILES
  • COC(=O)C(=C)F
Properties
Chemical formula C4H5FO2
Molar mass 104.080 g·mol
Appearance transparent liquid
Density 1.114 g/mL @ 20 °C
Melting point −42 °C (−44 °F; 231 K)
Boiling point 91 °C @ 750 mmHg
Solubility in water slightly soluble
Refractive index (nD) 1.39 @ 20 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Methyl 2-fluoroacrylate (MFA) is a chemical compound classified as an acrylate ester. The molecular formula is C4H5FO2 and the molecular weight is 104.08. The systematic name of this chemical is methyl 2-fluoroprop-2-enoate. It is used in industrial chemistry to produce acrylate polymers with mechanical and optical properties, and insect antifeedant 2-azabicyclohexane.

Hazards

MFA is highly flammable and can be harmful if inhaled, in contact with skin, or if swallowed. It is irritating to eyes, respiratory system, and skin.

References

  1. Fu, Boqiao; Cao, Zhen; Wu, Boying; Mao, Chongyang; Qin, Caiqin; Chen, Shigui (2022-08-12). "Novel facile method for the synthesis of methyl 2-fluoro-3-hydroxypropanoate from Claisen salts and formaldehyde in water". Phosphorus, Sulfur, and Silicon and the Related Elements. 197 (12): 1277–1283. doi:10.1080/10426507.2022.2097232. ISSN 1042-6507.
  2. Wiesmann, U. N.; DiDonato, S.; Herschkowitz, N. N. (1975-10-27). "Effect of chloroquine on cultured fibroblasts: release of lysosomal hydrolases and inhibition of their uptake". Biochemical and Biophysical Research Communications. 66 (4): 1338–1343. doi:10.1016/0006-291x(75)90506-9. ISSN 1090-2104. PMID 4.
  3. Material Safety Data Sheet. SynQuest Laboratories, Inc. Alachua, FL. Revised February, 2011


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