5-Chloro-1-indanone

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H315：Verursacht Hautreizungen.

  H319：Verursacht schwere Augenreizung.

  H335：Kann die Atemwege reizen.

• Sicherheit

  P261：Einatmen von Staub vermeiden.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P301+P312：BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

5-Chloro-1-indanone Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

• Chemische Eigenschaften

  White Crystal

• Verwenden

  5-Chloro-1-indanone may be used as starting reagent for the preparation of 5-chloro-2-methoxycarbonyl-1-indanone. It may also be used for the preparation of important biomedical compounds such as anticonvulsants, anticholinergics and diarylsulfonylureas, having potential activity against solid tumors. It participates in the Iries synthesis of substituted pyridines.

• Verwenden

  5-Chloro-1-indanone is the important intermediate of du pont company's new varieties of pesticides indoxacarb (popular name: indoxacarb), is also a kind of important medicine intermediate simultaneously.
  5-Chloro-1-indanone is a 5-halo-1-indanone. It participates in the Irie′s synthesis of substituted pyridines. 5-Chloro-1-indanone has a stable triclinic crystal structure and has intermolecular forces of C-H...O, C-H...Π, CO...Cl and Π...Π types.
  5-Chloro-1-indanone may be used as starting reagent for the preparation of 5-chloro-2-methoxycarbonyl-1-indanone. It may be used for the preparation of important biomedical compounds such as anticonvulsants, anticholinergics and diarylsulfonylureas, having potential activity against solid tumors.

• synthetische

  3-chlorobenzaldehyde as raw material first reacts with propionic acid to prepare 3-chloro-phenylpropionic acid, which is then subjected to Friedel-Crafts acylation reaction to prepare 5-chloro-1-indanone. Organic solvents of formic acid diethylamine participate in the first step, and the reaction temperature is 20-150℃. An organic solvent of methylene chloride and a catalyst of zinc chloride participate in the second step, and the reaction temperature is -10 to 80 ℃.
  Synthetic method of 5-chloro-1-indanone

• Allgemeine Beschreibung

  5-Chloro-1-indanone is a 5-halo-1-indanone. It participates in the Irie′s synthesis of substituted pyridines. 5-Chloro-1-indanone has a stable triclinic crystal structure and has intermolecular forces of C-H...O, C-H...Π, CO...Cl and Π...Π types.

• Synthese

  

  3946-29-0

  

  42348-86-7

  General procedure for the synthesis of 5-chloro-1-indanone from 3,4'-dichloropropiophenone: In an experimental setup equipped with a thermometer, a 500 mL four-necked flask, a stirrer, and a condensing device, 50 g of Et3NHCl-1.8AlCl3 ionic liquid (molar ratio 1.8) and 50 g of n-octane were added, and the temperature was raised to 70-80 °C. A solution consisting of 100 g of 3-chloro-1-(4-chlorophenyl)-1 -acetone and 100 g of n-octane was slowly added dropwise, followed by raising the temperature to 110-120 °C, and the reaction was kept at this temperature for 3-4 hours. The hydrogen chloride gas generated during the reaction was discharged through the top of the condenser tube and introduced into the suction tower for absorption. The reaction process was monitored by chromatography until 3-chloro-1-(4-chlorophenyl)-1-propanone was fully reacted. Upon completion of the reaction, the reaction mixture was transferred to a 1000 mL jacketed hydrolysis kettle and hydrolyzed by slowly adding 100 g of water under stirring. During the hydrolysis, the temperature was kept between 90-95 °C by circulating water cooling. Upon completion of hydrolysis, the stirring was stopped and the mixture was transferred to a separatory funnel and left to stratify. The separated n-octane phase enters the decolorization tank for conventional decolorization, and then the decolorized material is transferred to the crystallization kettle and cooled to 0-30°C for crystallization. The crystallization product was centrifuged and dried to obtain 72 g of finished 5-chloro-1-indanone product with a melting point of 92.6-93.5 °C and a yield of 72%.

• Einzelnachweise

  [1] Patent: CN106588612, 2017, A. Location in patent: Paragraph 0018; 0019
  [2] Asian Journal of Chemistry, 2012, vol. 24, # 3, p. 1413 - 1414
  [3] Bulletin de la Societe Chimique de France, 1973, p. 3096 - 3099
  [4] Journal of Materials Chemistry, 2012, vol. 22, # 10, p. 4483 - 4490
  [5] Chemical Communications, 2016, vol. 52, # 56, p. 8757 - 8760

5-Chloro-1-indanone Upstream-Materialien And Downstream Produkte

5-Chloro-1-indanone Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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