ETHYL 2-CYANOACRYLATE Chemical Properties

Melting point:

-20 to -25°

Boiling point:

bp 54-56° (0.21-0.40 kPa)

Density 

1.04

vapor pressure 

21Pa at 20℃

refractive index 

nD20 1.4391

Flash point:

85 °C

storage temp. 

2-8°C

solubility 

Acetontrle (Slightly), Benzene (Slightly), Chloroform (Slightly)

form 

liquid

color 

Clear colorless to slightly yellow

Water Solubility 

24μg/L at 20℃

Stability:

Unstable - polymerizes rapidly, especially in the presence of moisture. Combustible. Incompatible with strong oxidizing agents, moisture.

Cosmetics Ingredients Functions

FILM FORMING

InChI

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

InChIKey

FGBJXOREULPLGL-UHFFFAOYSA-N

SMILES

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

LogP

0.230 (est)

CAS DataBase Reference

7085-85-0(CAS DataBase Reference)

EPA Substance Registry System

Ethyl 2-cyanoacrylate (7085-85-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-26-23

WGK Germany 

1

RTECS 

UD3330000

TSCA 

TSCA listed

HS Code 

29269090

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

Hazardous Substances Data

7085-85-0(Hazardous Substances Data)

MSDS

• Language:English Provider:SigmaAldrich

ETHYL 2-CYANOACRYLATE Usage And Synthesis

Description

Ethyl cyanoacrylate is contained in instant glues for metal, glass, rubber, plastics, textiles, tissues and nails. It polymerizes almost instantaneously in air at room temperature and bonds immediately and strongly to surface keratin. Beauticians are exposed to contact dermatitis from nail glues.

Chemical Properties

Clear Colourless Liquid

Uses

A cosmetic composition

Uses

ECA can be used as a tissue adhesive for potential applications in cardiovascular and pulmonary surgeries. It can also be mixed with hydrophobic silica nanoparticles for the designing of cotton fabrics for medical applications.

Uses

Ethyl cyanoacrylate is an acrylate compound used in instant glues to mend broken nails and to adhere glue-impregnated silk or linen to the nail plate, which is then filed to shape the nail; in medicine to glue tissues and skin cracks; to attach hair and to glue shoes, plastics, and many other materials.

General Description

Ethyl 2-cyanoacrylate (ECA) is a monomeric adhesive that can be used on a variety of materials such as metals, plastics, rubber, ceramics, and wood. It forms a one part adhesive system that can also be used as a primer.

Hazard

An inhalation hazard.

Flammability and Explosibility

Not classified

Safety Profile

An inhalation hazard. When heated to decomposition it emits toxic vapors of NOx.

Synthesis

Preparation method of ethyl -cyanoacrylate monomer:

300g of ethyl cyanoacetate and solid formaldehyde or formaldehyde solution were mixed homogeneously under dichloroethane or toluene medium, hexahydropyridine catalyst was added, and the temperature was controlled to be 70C5C, and condensation reaction was carried out for 2h to obtain the oligomer of ethyl -cyanoacrylate;

wherein the ethyl cyanoacetate and formaldehyde aqueous solution (in terms of formaldehyde) were fed in an amount of 1.02:1.00, and the amount of hexahydropyridine added was 0.15% by weight percentage of ethyl cyanoacrylate.

To the oligomer of said ethyl -cyanoacrylate, 50g of dioctyl phthalate was added, the solvent was stripped off to the kettle temperature of 140 at normal or reduced pressure, 8g of phosphorus pentoxide and 4g of hydroquinone were added, and decompression cracking was carried out under the condition of -0.098Mpa, and the fractions at 150-200 were collected, obtaining the crude monomer of ethyl -cyanoacrylate of 290g;

The crude monomer of -cyanoacrylic acid ethyl ester obtained in was distilled under reduced pressure at -0.099Mpa to obtain 267g of the monomer product of -cyanoacrylic acid ethyl ester, and the content of gas phase detection was 99%.

Toxics Screening Level

The ITSL will be based on 1/100 of the TLV, and set at 10 μg/m3 with an 8-hour averaging time, under R232(1)(c).

ETHYL 2-CYANOACRYLATE(7085-85-0)Related Product Information

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• Methyl cyanoacetate
• ALPHA-CYANOCINNAMIC ACID ETHYL ESTER
• Ethyl 2-cyano-3-(dimethylamino)acrylate
• propyl 2-cyanoacrylate
• ETHYL 2-CYANO-3-METHYLCROTONATE
• Ethyl (ethoxymethylene)cyanoacetate
• bucrilate
• ETHYL 2-CYANOACRYLATE
• Octocrylene
• Ethyl 2-cyano-3,3-diphenylacrylate
• Ethyl cis-beta-cyanoacrylate
• Ethyl acrylate
• ETHYL 3-(4-CHLOROPHENYL)-2-CYANOACRYLATE
• ETHYL 2-CYANO-3-(4-NITROPHENYL)PROP-2-ENOATE
• ETHYL 2-CYANO-3-(2-THIENYL)ACRYLATE
• ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE
• ETHYL 2-CYANO-3-(4-METHOXYPHENYL)ACRYLATE