Michlers Keton

Strukturformel
Strukturformel von Michlers Keton
Allgemeines
Name Michlers Keton
Andere Namen
  • 4,4′-Bis(dimethylamino)benzophenon
  • N,N,N′,N′-Tetramethyl-4,4′-diaminobenzophenon
Summenformel C17H20N2O
Kurzbeschreibung

farblose Plättchen[1]

Externe Identifikatoren/Datenbanken
CAS-Nummer 90-94-8
EG-Nummer 202-027-5
ECHA-InfoCard 100.001.843
PubChem 7031
ChemSpider 6764
Wikidata Q418109
Eigenschaften
Molare Masse 268,36 g·mol−1
Aggregatzustand

fest

Schmelzpunkt

172–175 °C[1]

Löslichkeit

sehr schwer in Wasser (0,4 g·l−1 bei 20 °C)[1]

Sicherheitshinweise
GHS-Gefahrstoffkennzeichnung aus Verordnung (EG) Nr. 1272/2008 (CLP),[2] ggf. erweitert[1]
Gefahrensymbol Gefahrensymbol

Gefahr

H- und P-Sätze H: 350​‐​341​‐​318
P: 201​‐​280​‐​305+351+338​‐​308+313[1]
Zulassungs­verfahren unter REACH

besonders besorgnis­erregend: krebs­erzeugend (CMR)[3]

Soweit möglich und gebräuchlich, werden SI-Einheiten verwendet.
Wenn nicht anders vermerkt, gelten die angegebenen Daten bei Standardbedingungen (0 °C, 1000 hPa).

Michlers Keton ist ein im reinen Zustand fast weißer, in technischer Qualität meist blau-grauer Feststoff. Es ist nach seinem Entdecker, dem deutschen Chemiker Wilhelm Michler (1846–1889) benannt.

Gewinnung und Darstellung

4,4′-Bis(dimethylamino)benzophenon lässt sich technisch durch Umsetzung von N,N-Dimethylanilin mit Phosgen unter Lewis-Katalyse von z. B. ZnCl2 herstellen.

Verwendung

Die Verbindung dient in der chemischen Industrie in erster Linie als Ausgangsstoff für die Synthese von Farbstoffen wie z. B. Kristallviolett.

Sicherheitshinweise

Michlers Keton gilt als krebserzeugend.

Einzelnachweise

  1. ↑ a b c d e Eintrag zu Michlers Keton in der GESTIS-Stoffdatenbank des IFA, abgerufen am 18. Februar 2017. (JavaScript erforderlich)
  2. ↑ Eintrag zu 4,4′-bis(dimethylamino)benzophenone im Classification and Labelling Inventory der Europäischen Chemikalienagentur (ECHA), abgerufen am 1. Februar 2016. Hersteller bzw. Inverkehrbringer können die harmonisierte Einstufung und Kennzeichnung erweitern.
  3. ↑ Eintrag in der SVHC-Liste der Europäischen Chemikalienagentur, abgerufen am 15. Juli 2014.

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