Isobutyl cyanoacrylate

Isobutyl cyanoacrylate is an isomer of butyl cyanoacrylate. It is used in medical procedures either to close incisions and lacerations without the use of sutures, or as an adjunct to strengthen the suturing.[1] This use is possible because it is a bactericidal liquid monomer which, in the presence of small amounts of moisture, rapidly polymerizes to form a strong adhesive.[2]

Isobutyl cyanoacrylate
Structural formula of isobutyl cyanoacrylate
Space-filling model of the isobutyl cyanoacrylate molecule
Names
Preferred IUPAC name
2-Methylpropyl 2-cyanoprop-2-enoate
Other names
2-Methylpropyl 2-cyanopropenoate
Isobutyl 2-cyanoacrylate
Bucrylate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.690
UNII
  • InChI=1/C8H11NO2/c1-6(2)5-11-8(10)7(3)4-9/h6H,3,5H2,1-2H3
    Key: QRWOVIRDHQJFDB-UHFFFAOYAQ
  • N#CC(=C)C(=O)OCC(C)C
Properties
C8H11NO2
Molar mass 153.181 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. de Blanco LP (February 1994). "Lip suture with isobutyl cyanoacrylate". Endodontics & Dental Traumatology. 10 (1): 15–8. doi:10.1111/j.1600-9657.1994.tb00592.x. PMID 8005074.
  2. J. E. Hale (July 1970). "Isobutyl cyanoacrylate as a skin". Postgraduate Medical Journal. 46 (537): 447–450. doi:10.1136/pgmj.46.537.447. PMC 2467054. PMID 5476147.
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