Ethyl 2-cyanoacrylate (25067-30-5, 7085-85-0)

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Suppliers

• Sigma-Aldrich - Ethyl 2-cyanoacrylate
  95.40 - 164.00 USD
• Fisher Scientific - Search for Ethyl 2-cyanoacrylate
• TCI - Search for Ethyl 2-cyanoacrylate

Most-cited Publications

• Synthesis and characterization of poly(ethyl-2-cyanoacrylate) nanoparticles with a magnetic core (Journal of Controlled Release, 2001)
• Highly Liquid-Repellent, Large-Area, Nanostructured Poly(vinylidene fluoride)/Poly(ethyl 2-cyanoacrylate) Composite Coatings: Particle Filler Effects (ACS Applied Materials & Interfaces, 2010)
• Contact dermatitis to ethyl-cyanoacrylate-containing glue (Contact Dermatitis, 1987)
• Occupational allergic contact dermatitis from ethyl cyanoacrylate (Contact Dermatitis, 1995)
• Ftorafur loading and controlled release from poly(ethyl-2-cyanoacrylate) and poly(butylcyanoacrylate) nanospheres (International Journal of Pharmaceutics, 2007)
• Ectopic contact dermatitis from ethyl cyanoacrylate instant adhesives (Contact Dermatitis, 1993)

Areas of Application

Safety

• Request a Demo
  Predict GHS Hazards for Any Chemical in silico.
  Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more.
• H227: Combustible liquid
  Warning Flammable liquids - Category 4
• H315: Causes skin irritation
  Warning Skin corrosion/irritation - Category 2
• H335: May cause respiratory irritation
  Warning Specific target organ toxicity, single exposure; Respiratory tract irritation - Category 3

Trends

Alternate Names

• Krazy glue
• ethyl cyanoacrylate
• Cyacrine
• ethyl-2-cyanoacrylate
• epiglue
• Cyano-Veneer
• ethyl alpha-cyanoacrylate
• SMILES
  CCOC(=O)C(=C)C#N
• InChIKey
  FGBJXOREULPLGL-UHFFFAOYSA-N

External Links

• Pubchem - Ethyl 2-cyanoacrylate
• Wikipedia - ethyl cyanoacrylate
  Ethyl cyanoacrylate (ECA), a cyanoacrylate ester, is an ethyl ester of 2-cyano-2-propenoic acid. It is a colorless liquid with low viscosity and a faint sweet smell in pure form. It is the main component of cyanoacrylate glues and can be encountered under many trade names.

Synthesis

2-Cyanoacrylic acid  +  Chloroethane (Ester from carboxilic acid(SN2))

2-cyanoacryloyl chloride  +  Ethanol (O-acylation)

Synthesis of Ethyl 2-cyanoacrylate ›

Similar Compounds

Mecrylate (137-05-3)

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Ethyl methacrylate (9003-42-3, 97-63-2)

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N-PROPYL METHACRYLATE (2210-28-8)

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Propyl methacrylate (2210-28-8)

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ETHYL ISOBUTYRATE (97-62-1)

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METHYL 2-CHLOROACRYLATE (80-63-7)

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Ethyl 2-chloropropionate (535-13-7)

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BUTYL METHACRYLATE (9011-15-8, 97-88-1, 9003-63-8)

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2,3-PENTANEDIONE (600-14-6)

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ETHYL CYANOACETATE (105-56-6)

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ETHYL LACTATE (97-64-3)

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ethyl acetoacetate (141-97-9)

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DIETHYL OXALATE (95-92-1)

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ETHYL ISOVALERATE (108-64-5)

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2,3-HEXANEDIONE (3848-24-6)

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ETHYL CROTONATE (623-70-1, 10544-63-5)

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2-Hydroxypropyl methacrylate (923-26-2, 25703-79-1, 9086-85-5, 27813-02-1)

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Ethyl Acrylate (140-88-5, 9003-32-1)

8 alternate names

7 safety hazards

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2,3-butanedione (431-03-8)

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N-NITROSO-N-METHYLURETHANE (615-53-2)

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PROPIONIC ANHYDRIDE (123-62-6)

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4 safety hazards

3 suppliers

BUTYRIC ANHYDRIDE (106-31-0)

8 alternate names

3 safety hazards

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DIETHYL MALONATE (105-53-3)

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2 safety hazards

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Isopropyl butyrate (638-11-9)

8 alternate names

1 safety hazard

3 suppliers

ISOPROPYL PROPIONATE (637-78-5)

8 alternate names

1 safety hazard

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Ethyl 3-hydroxybutyrate (35608-64-1, 5405-41-4)

8 alternate names

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METHYL DICHLOROACETATE (116-54-1)

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2-Oxopentanoic acid (1821-02-9)

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ISOPROPYL METHACRYLATE (4655-34-9)

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diethyl pyrocarbonate (1609-47-8)

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METHYL ACRYLATE (96-33-3)

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7 safety hazards

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2-Ethoxyethyl acetate (111-15-9)

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5 safety hazards

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2,4-Pentanedione (123-54-6)

8 alternate names

5 safety hazards

3 suppliers

ACETIC ANHYDRIDE (108-24-7)

8 alternate names

6 safety hazards

3 suppliers

2-HYDROXYPROPYL ACRYLATE (32029-53-1, 25584-83-2, 999-61-1)

8 alternate names

6 safety hazards

3 suppliers

N,N-DIMETHYLACETAMIDE (127-19-5)

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3 safety hazards

3 suppliers

tert-Butyl ethyl ether (637-92-3)

8 alternate names

2 safety hazards

3 suppliers

METHYL METHANESULFONATE (66-27-3)

8 alternate names

2 safety hazards

3 suppliers

4-Heptanone (123-19-3)

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Diethyl sulfate (64-67-5)

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4 safety hazards

3 suppliers

1,3-Propanesultone (1120-71-4)

8 alternate names

4 safety hazards

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Isobutyl methacrylate (97-86-9)

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3658-77-3 (3658-77-3, 131222-81-6, 131222-82-7)

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BUTYL LACTATE (138-22-7)

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2 safety hazards

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ETHYL CHLOROACETATE (105-39-5)

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DIETHYL CARBONATE (105-58-8)

8 alternate names

1 safety hazard

3 suppliers

dimethyl dicarbonate (4525-33-1)

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Pinacolone (75-97-8)

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3-Methyl-3-buten-2-one (54789-11-6, 814-78-8)

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3 suppliers

1,1-Dichloroacetone (30605-38-0, 513-88-2)

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N-Acetylthiourea (591-08-2)

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FOSAMINE (59682-52-9)

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HEXYL METHACRYLATE (142-09-6)

8 alternate names

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2-Cyanopyridine (100-70-9, 29386-66-1)

8 alternate names

1 safety hazard

3 suppliers

METHACRYLOYL CHLORIDE (920-46-7)

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3 suppliers

Isobutyl propionate (540-42-1)

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2-CYANOETHYL ACRYLATE (106-71-8)

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DIETHYL CHLOROPHOSPHATE (814-49-3)

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DIETHYL ETHYLPHOSPHONATE (78-38-6)

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Ethyl dichlorophosphate (1498-51-7)

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DIETHYL SUCCINATE (123-25-1, 68989-32-2)

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(E)-2-Methyl-2-butenenitrile (30574-97-1, 4403-61-6)

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2-Methyl-5-heptanone (624-42-0)

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2-METHYL-2-BUTENENITRILE (30574-97-1, 4403-61-6)

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BUTYL ISOVALERATE (109-19-3)

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Sulfovinic acid (540-82-9)

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2-ETHOXYETHYL ACRYLATE (106-74-1)

8 alternate names

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2,3-butanedione monoxime (57-71-6)

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Methyl 2-chloropropanoate (17639-93-9)

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1 safety hazard

3 suppliers

Rocryl 410 (4664-49-7)

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ETHANESULFONYL CHLORIDE (594-44-5)

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Chloromethyl chloroformate (22128-62-7)

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ETHYL VINYL KETONE (1629-58-9)

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2-METHYL-3-BUTENENITRILE (16529-56-9)

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Methyl 2-furoate (611-13-2, 1334-76-5)

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1-(2-furyl)butan-1-one (4208-57-5)

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METHACRYLAMIDE (79-39-0)

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n-Propyl acrylate (925-60-0, 24979-82-6)

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2,4-DIMETHYL-3-PENTANONE (565-80-0)

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Angeliconitrile (20068-02-4, 4403-61-6)

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Methyl 3-(methylthio)propionate (13532-18-8)

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57-71-6 (57-71-6)

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m-Tolunitrile (620-22-4)

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METHYL METHACRYLATE (9011-14-7, 9065-11-6, 80-62-6)

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ETHYL ACETATE (141-78-6)

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3 safety hazards

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DIMETHYL SULFATE (77-78-1)

8 alternate names

9 safety hazards

3 suppliers

Butyl acetate (123-86-4)

8 alternate names

3 safety hazards

3 suppliers

METHACRYLIC ACID (79-41-4, 25087-26-7)

8 alternate names

2 safety hazards

3 suppliers

BUTYL ACRYLATE (141-32-2)

8 alternate names

6 safety hazards

3 suppliers

MESITYL OXIDE (141-79-7)

8 alternate names

6 safety hazards

3 suppliers

2-Methyl-4-isothiazolin-3-one (2682-20-4)

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Amyl acetate (628-63-7)

8 alternate names

3 safety hazards

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Ethyl 2-cyanoacrylate

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