Methyl 2-fluoroacrylate

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Methyl 2-fluoroacrylate
Methyl 2-fluoroacrylate.svg
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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.133.340 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C4H5FO2/c1-3(5)4(6)7-2/h1H2,2H3
    Key: ZTZJVAOTIOAZGZ-UHFFFAOYSA-N
  • InChI=1/C4H5FO2/c1-3(5)4(6)7-2/h1H2,2H3
    Key: ZTZJVAOTIOAZGZ-UHFFFAOYAB
  • COC(=O)C(=C)F
Properties
C4H5FO2
Molar mass 104.080 g·mol−1
Appearancetransparent liquid
Density 1.114 g/mL @ 20 °C
Melting point −42 °C (−44 °F; 231 K)
Boiling point 91 °C @ 750 mmHg
slightly soluble
1.39 @ 20 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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, [1] and insect antifeedant 2-azabicyclo[2.1.1]hexane. [2]

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. [3]

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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