Ethyl 2-cyanoacrylate
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Ethyl 2-cyanoacrylate | |||||||||||||||
other names |
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Molecular formula | C 6 H 7 NO 2 | |||||||||||||||
Brief description |
colorless liquid with a pungent odor |
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properties | ||||||||||||||||
Molar mass | 125.13 g · mol -1 | |||||||||||||||
Physical state |
liquid |
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density |
1.04 g cm −3 |
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Melting point |
−25 to −20 ° C |
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boiling point |
60 ° C at 3.99 hPa |
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Vapor pressure |
<2.7 hPa at 20 ° C |
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solubility |
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safety instructions | ||||||||||||||||
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MAK |
2 ppm, 9 mg m −3 (Austria) |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Ethyl 2-cyanoacrylate , also known as ethyl cyanoacrylate , is a nitrile derivative of the ethyl ester of acrylic acid . It belongs to the group of acrylates , more precisely cyanoacrylates .
Extraction and presentation
Ethyl 2-cyanoacrylate can be obtained by reaction of an alkyl cyanoacetate ( ethyl cyanoacetate ) with formaldehyde and subsequent depolymerization.
- CH 2 (CN) CO 2 Et + CH 2 O → CH 2 = C (CN) CO 2 Et + H 2 O
Chemical properties
Ethyl 2-cyanoacrylate is a colorless liquid with a characteristic, pungent odor, which polymerizes very quickly in an exothermic reaction on contact with moisture, amines , alkaline substances and ethanol .
use
2-ethyl cyanoacrylate is mainly used as superglue used and cured most often in less than a minute. In addition to household use, it is also used in medicine for sutures without thread. It is also used in forensics to visualize fingerprints with the help of cyanoacrylate fumes. The homologous methyl cyanoacrylate was first investigated by researchers from Eastman Kodak in the 1930-40s and patented in 1956.
Individual evidence
- ↑ a b c d e f g h Entry on ethyl-2-cyanoacrylate in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
- ↑ a b c MSDS (mercareo) ( Memento from February 2, 2016 in the Internet Archive ) (PDF; 27 kB).
- ↑ Technical data sheet UHU superglue (PDF; 27 kB)
- ↑ Entry on Ethyl 2-cyanoacrylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
- ^ Concise International Chemical Assessment Document (CICAD) for Methyl cyanoacrylate and ethyl cyanoacrylate , accessed December 9, 2014.
- ↑ www.reciprocalnet.org
Web links
- Concise International Chemical Assessment Document (CICAD) for Methyl cyanoacrylate and ethyl cyanoacrylate