Acetone oxime

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Structural formula
Structural formula of acetone oxime
General
Surname Acetone oxime
Molecular formula C 3 H 7 NO
Brief description

white, crystalline powder with a characteristic odor

External identifiers / databases
CAS number 127-06-0
EC number 204-820-1
ECHA InfoCard 100.004.383
PubChem 67180
Wikidata Q16744025
properties
Molar mass 73.09 g mol −1
Physical state

firmly

density

0.901 g cm −3

Melting point

60 ° C

boiling point

135-136 ° C

solubility

easy in water (330 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 05 - Corrosive 07 - Warning 08 - Dangerous to health

danger

H and P phrases H: 228-312-317-318-351
P: 210-280-305 + 351 + 338 + 310-370 + 378
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Acetone oxime is a chemical compound from the group of oximes and the simplest representative of the ketoxime .

Extraction and presentation

Acetone oxime can be obtained by condensation of acetone with hydroxylamine under acid catalysis (pH = 4-5), usually using hydroxylamine hydrochloride .

properties

The heat of decomposition determined by DSC is −110 kJ · mol −1 or −1500 kJ · kg −1 .

use

The compound serves as a starting material in the Beckmann and Neber rearrangements .

safety instructions

Acetone oxime was included by the EU in 2015 in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation in the Community's ongoing action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. Acetone oxime uptake was caused by concerns about environmental exposure, worker exposure , high risk characterization ratio (RCR) and widespread use, as well as the potential dangers of carcinogenic, mutagenic and sensitizing properties. The re-evaluation took place from 2016 and was carried out by Austria . A final report was then published.

Individual evidence

  1. a b c d e Entry on acetone oxime in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. a b c d Entry on acetone oxime. In: Römpp Online . Georg Thieme Verlag, accessed on May 2, 2014.
  3. Grewer, T .; Klais, O .: Exothermic decomposition - investigations of the characteristic material properties , VDI-Verlag, series "Humanisierung des Arbeitsleben", Volume 84, Düsseldorf 1988, ISBN 3-18-400855-X , p. 9.
  4. European Chemicals Agency (ECHA): Substance Evaluation Conclusion and Evaluation Report .
  5. Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): acetone oxime , accessed on March 26, 2019.