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E1505

Sigma-Aldrich

Ethyl 2-cyanoacrylate

liquid

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Synonym(s):
ethyl 2-cyanoprop-2-enoate
Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
7085-85-0
Molecular Weight:
125.13
EC Number:
230-391-5
MDL number:
MFCD00045615
PubChem Substance ID:
57654149

form

liquid

storage temp.

2-8°C

SMILES string

CCOC(=O)C(=C)C#N

InChI

1S/C6H7NO2/c1-3-9-6(8)5(2)4-7/h2-3H2,1H3

InChI key

FGBJXOREULPLGL-UHFFFAOYSA-N

Related Categories

General description

Ethyl 2-cyanoacrylate belongs to the class of monomers known as cyanoacrylates. Ethyl 2-cyanoacrylate polymers are primarily used as adhesives due to their fast-setting and strong bonding properties. They are widely utilized for bonding a variety of materials, including metals, plastics, rubber, ceramics, and wood. These adhesives are used in industries such as automotive, electronics, crafts, and general repairs. Ethyl 2-cyanoacrylate adhesives find applications in industrial and manufacturing processes. They are used for sealing products, encapsulating electronics, and securing parts during assembly.

Application

Ethyl 2-cyanoacrylate, commonly known as super glue, has several uses in the field of bioadhesives:
  • Wound Closure: Ethyl 2-cyanoacrylate is often used in medical settings to close small cuts and wounds. It forms a strong bond when it comes into contact with moisture, effectively sealing the wound.
  • Tissue Adhesives: In surgical and medical applications, ethyl 2-cyanoacrylate is used to adhere tissues together. It can be used as an alternative to traditional sutures or staples in certain procedures.
  • Drug Delivery Systems: In some cases, ethyl 2-cyanoacrylate has been investigated as a component in drug delivery systems and tissue engineering due to its biocompatibility and ability to form strong bonds with biological materials.
  • It can also be mixed with hydrophobic silica nanoparticles for the designing of cotton fabrics for medical applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Manish K Tiwari et al.
ACS applied materials & interfaces, 2(4), 1114-1119 (2010-04-29)
Super-repellent nanostructured composite coatings applied over large areas by spray and subsequent thermal treatment are reported. Solution blending of poly(vinylidene fluoride) and poly(ethyl 2-cyanoacrylate) is implemented to formulate filler particle dispersions used to apply these coatings. The wettability of these
Histopathological effects of ethyl 2-cyanoacrylate tissue adhesive following surgical application: an experimental study
Kaplan M, et al.
European Journal of Cardio-Thoracic Surgery : Official Journal of the European Association For Cardio-Thoracic Surgery, 25(2), 167-172 (2004)
Modification of synthesis and investigation of properties for 2-cyanoacrylates
Tseng Y, et al.
Biomaterials, 11(1), 73-79 (1990)
A McDowell et al.
New Zealand veterinary journal, 57(6), 370-377 (2009-12-08)
To investigate polymeric nanoparticles as an oral delivery system for protein biocontrol agents for control of the brushtail possum, Trichosurus vulpecula. Insulin-loaded poly(ethyl 2-cyanoacrylate) (PECA) nanoparticles were prepared using interfacial polymerisation, and characterised for size, zeta potential, and efficiency of
Qiwen Chen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(44), 12458-12464 (2011-09-20)
A carbon nanotube/poly(ethyl 2-cyanoacrylate) (CNT/PECA) composite electrode was developed for enhanced amperometric detection. The composite electrode was fabricated on the basis of water-vapor-initiated polymerization of a mixture of CNTs and ethyl 2-cyanoacrylate in the bore of a piece of fused
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