44898-13-7

Basic information

• Product Name: prop-2-ynyl 2-cyanoacrylate
• Synonyms: prop-2-ynyl 2-cyanoacrylate;2-Cyanopropenoic acid 2-propynyl ester
• CAS NO: 44898-13-7
• Molecular Formula: C7H5NO2
• Molecular Weight: 135.1201
• EINECS: 256-168-2
• Mol File: 44898-13-7.mol

Chemical Properties

• Boiling Point: 224°Cat760mmHg
• Flash Point: 95.6°C
• Appearance: /
• Density: 1.129g/cm³
• Vapor Pressure: 0.0932mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: prop-2-ynyl 2-cyanoacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: prop-2-ynyl 2-cyanoacrylate(44898-13-7)
• EPA Substance Registry System: prop-2-ynyl 2-cyanoacrylate(44898-13-7)

Safety Data

• Hazardous Substances Data: 44898-13-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H5NO2/c1-3-4-10-7(9)6(2)5-8/h1H,2,4H2

Upstream product

• 50-00-0 formaldehyd 
• 30764-61-5 cyanoacetic acid propargyl ester 
• 108-31-6 maleic anhydride 
• 1442690-41-6 propargylcyanoacrylate anthracene adduct 

Relevant articles and documents

Synthesis of functionally substituted 2-cyanoacrylates

The conditions for the Knoevenagel synthesis of 2-cyanoacrylates containing double and triple bonds in the alkoxycarbonyl group have been studied.It was found that the esters are formed in 10-70percent yields by the condensation of the respective cyanoacetates with formaldehyde in the 1:1 ratio in the presence of piperidine, followed by the pyrolysis of the oligomers formed in vacuo at 170-200 deg C in the presence of para-toluenesulfonic acid.The compounds synthesized readily undergo polymerization at room temperature and can be used as the basis for themostable readily polymerizing adhesives. - Key words: cyanoacetates, 2-cyanoacrylates, paraform, formaldehyde, 2-cyanoacrylates.

Fluorescent cyanoacrylate monomers and polymers for fingermark development

Cyanoacrylate esters with fluorescent side groups were synthesized and tested as agents for latent fingerprint development. Reactive monomers with benzyl, anthracyl, naphthyl, fluorenyl, propagyl, and cyanomethyl side groups were synthesized using the formation of an ethyl cyanoacrylate, anthracene adduct, followed by hydrolysis of the ethyl ester to the acid and esterification with a desired alcohol, and finally release of the monomer by retro-Diels-Alder with maleic anhydride. Monomers were prepared in high yield and purity as determined by spectral analysis. Attempts to synthesize these monomers from poly(ethyl cyanoacrylate) by transesterification and depolymerization resulted in low yields and low purity. The synthesized fluorescent monomers were found to be effective for latent fingerprint development in solution forming clear fluorescent fingerprint images suitable for forensic fingerprint comparison. These monomers can complement the current use of the commonly used nonfluorescent ethyl cyanoacrylate monomers for fingerprint development.

IMINIUM SALTS AND METHODS OF PREPARING ELECTRON DEFICIENT OLEFINS USING SUCH NOVEL IMINIUM SALTS

This invention relates to novel iminium salts, which may be in the form of ionic liquids, and a process for producing electron deficient olefins, such as 2-cyanoacrylates, using such an iminium salt, for instance in the form of an ionic liquid.