Cyclohexanone oxime

Structural formula
General
Surname	Cyclohexanone oxime
other names	N -hydroxycyclohexanimine ( IUPAC ) (Hydroxyimino) cyclohexane
Molecular formula	C 6 H 11 NO
Brief description	colorless solid
External identifiers / databases
CAS number 100-64-1 EC number 202-874-0 ECHA InfoCard 100.002.613 PubChem 7517 ChemSpider 7236 Wikidata Q1147519
properties
Molar mass	113.16 g mol −1
Physical state	firmly
density	0.98 g cm −3 (90 ° C)
Melting point	90 ° C
boiling point	206-210 ° C
Vapor pressure	1 h Pa (20 ° C)
solubility	almost insoluble in water
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302 P: 301 + 312
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cyclohexanone oxime is a cyclic chemical compound that belongs to the oximes .

Extraction and presentation

Cyclohexanone oxime can be obtained from cyclohexanone and hydroxylamine .

use

This compound is one of the few technically important oximes. It is an important intermediate in the production of ε-caprolactam . The conversion to ε-caprolactam takes place by Beckmann rearrangement with the help of concentrated sulfuric acid . Nylon (polyamide 6, also called Perlon ) is then obtained from this through polymerization .

Individual evidence

1. ↑ ^{a b c d e f g h} Entry on cyclohexanone oxime in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
2. ↑ Entry on cyclohexanone. In: Römpp Online . Georg Thieme Verlag, accessed on December 22, 2014.