1-vinylhexahydro-2 H -azepin-2-one

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Structural formula
Structural formula of 1-vinylhexahydro-2H-azepin-2-one
General
Surname 1-vinylhexahydro-2 H -azepin-2-one
other names

N- vinyl caprolactam

Molecular formula C 8 H 13 NO
Brief description

yellowish solid with a faint odor

External identifiers / databases
CAS number 2235-00-9
EC number 218-787-6
ECHA InfoCard 100.017.080
PubChem 75227
Wikidata Q15712394
properties
Molar mass 139.20 g mol −1
Physical state

firmly

density

1.01 g cm −3 (40 ° C)

Melting point

34 ° C

boiling point

113–116 ° C (13 hPa)

Vapor pressure

<0.1 hPa (20 ° C)

solubility

soluble in water (approx. 41 g l −1 at 25 ° C)

safety instructions
GHS labeling of hazardous substances
08 - Dangerous to health 07 - Warning

danger

H and P phrases H: 302 + 312-317-319-372
P: 260-264-280-302 + 352 + 312-314-333 + 313
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1-Vinylhexahydro-2 H -azepin-2-one is a chemical compound from the group of nitrogen heterocycles with a keto group .

Extraction and presentation

1-Vinylhexahydro-2 H -azepin-2-one can be prepared by reaction of acetylene with caprolactam with potassium hydroxide as catalyst and 18-crown-6-ether are obtained as a cocatalyst.

properties

1-Vinylhexahydro-2 H -azepin-2-one is a flammable, hardly inflammable, yellowish solid with a faint odor, which is soluble in water. Its aqueous solution has an alkaline reaction.

use

1-vinylhexahydro-2 H -azepin-2-one is used as a reactive diluent and is used in a wide range of UV-curing screen printing inks , for fiberglass layers and rapid prototyping, and in UV varnishes and adhesives . It also serves as a building block for the synthesis of paper coatings.

Individual evidence

  1. a b c d e f g h i j Entry on 1-vinylhexahydro-2H-azepin-2-one in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  2. Shubo, Feng & Shuyuan, Li & Cunfeng, He & Erli, Zheng & Xinliang, Tang (2009): Synthesis of N-vinyl caprolactam. Catalysis Today 140.169-173, doi: 10.1016 / j.cattod.2008.10.014 .
  3. Data sheet N-Vinyl-epsilon-caprolactam, 99% from AlfaAesar, accessed on January 28, 2019 ( PDF )(JavaScript required) .