Methyl 2-fluoroacrylate

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	2343-89-7
3D model (JSmol)	Interactive image
ChemSpider	2062679
ECHA InfoCard	100.133.340
PubChem CID	2782524
UNII	3P6DG2B57G^Y
CompTox Dashboard (EPA)	DTXSID80382134
InChI 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
SMILES COC(=O)C(=C)F
Properties
Chemical formula	C4H5FO2
Molar mass	104.080 g·mol^−1
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 [77 °F], 100 kPa). Infobox references

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