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E1505

Sigma-Aldrich

Ethyl 2-cyanoacrylate

liquid

Synonym(s):

ethyl 2-cyanoprop-2-enoate

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About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
7085-85-0
Molecular Weight:
125.13
EC Number:
230-391-5
MDL number:
MFCD00045615
UNSPSC Code:
12162002
PubChem Substance ID:
57654149
NACRES:
NA.23

form

liquid

Quality Level

200

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

E1505-1G:
E1505-10G:4548173948751
E1505-BULK:
E1505-5G:4548173948768
E1505-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000385831
0000385831
0000262846
0000262845
SLCL5668

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Anja Graf et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 37(1), 53-61 (2009-01-27)
The purpose of this study was to optimise entrapment of insulin in poly(alkylcyanoacrylate) nanoparticles prepared from microemulsions with different microstructure containing isopropyl myristate, caprylocaproyl macrogolglycerides, polyglyceryl oleate and insulin solution and to investigate the in vitro release and bioactivity of
T Landegren et al.
International journal of oral and maxillofacial surgery, 39(7), 705-712 (2010-05-04)
Cyanoacrylate adhesive has been suggested as an alternative to suturing when repairing severed peripheral nerves. The authors examined the cytotoxic effect of ethyl-cyanoacrylate on the human neuroblastoma cell line SH-SY5Y and compared it with the effects of butyl-cyanoacrylate (Histoacryl), an
Asymmetric superhydrophobic/superhydrophilic cotton fabrics designed by spraying polymer and nanoparticles
Sasaki K, et al.
ACS Applied Materials & Interfaces, 8(1), 651-659 (2015)
Ana Isabel Quilez-Molina et al.
Polymers, 12(9) (2020-09-10)
Applications of cyanoacrylate monomers are generally limited to adhesives/glues (instant or superglues) and forensic sciences. They tend to polymerize rapidly into rigid structures when exposed to trace amounts of moisture. Transforming cyanoacrylate monomers into transparent polymeric films or coatings can
Willian Morais De Melo et al.
Journal of oral and maxillofacial surgery : official journal of the American Association of Oral and Maxillofacial Surgeons, 71(1), 35-41 (2012-10-30)
Cyanoacrylate has been used as a commercial tissue adhesive. Recently, ethyl 2-cyanoacrylate has been suggested for the fixation of onlay autogenous bone graft. However, ethyl 2-cyanoacrylate must be biocompatible with bone tissue. This study evaluated the cytotoxicity of cyanoacrylate adhesives
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