Dimethylmethoxymethylenmalonat

Bezeichnung:Dimethylmethoxymethylenmalonat

CAS-Nr22398-14-7

Englisch Name:Dimethyl methoxymethylenemalonate

CBNumberCB7686827

SummenformelC7H10O5

Molgewicht174.15

MOL-Datei22398-14-7.mol

Synonyma

Dimethylmethoxymethylenmalonat

Dimethylmethoxymethylenmalonat physikalisch-chemischer Eigenschaften

Schmelzpunkt	40-44 °C
Siedepunkt	98 °C (0.5 mmHg)
Dichte	1.2311 (rough estimate)
Brechungsindex	1.4390 (estimate)
Flammpunkt	158 °C
storage temp.	Sealed in dry,Room Temperature
Aggregatzustand	Crystalline Solid
Farbe	White
InChI	InChI=1S/C7H10O5/c1-10-4-5(6(8)11-2)7(9)12-3/h4H,1-3H3
InChIKey	RHFZTBSULNJWEI-UHFFFAOYSA-N
SMILES	C(OC)(=O)/C(=C\OC)/C(OC)=O
CAS Datenbank	22398-14-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	43-36/38-22
S-Sätze:	37/39-26-24
HS Code	29171990

Gefahreninformationscode (GHS)

Dimethyl methoxymethylenemalonate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R43:Sensibilisierung durch Hautkontakt möglich.
R36/38:Reizt die Augen und die Haut.
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S24:Berührung mit der Haut vermeiden.
Chemische Eigenschaften
white crystalline solid
Verwenden
Dimethyl 2-(Methoxymethylene)malonate is a useful synthetic intermediate. It is used in preparation of (phenoxyethoxy)quinolones with antimalarial activities. It is also a reagent used in the synthesis of bicyclic pyridones prepn. as oral selective CB2 agonists with anti-pruritic activity.
Synthese
264.2 g (2.0 mol) of dimethyl malonate, 637 g (6 mol) of trimethyl orthoformate and 20.4 g (0.2 mol) of acetic anhydride containing 2 g of H2 SO4 -activated bentonite were initially introduced into a reaction flask provided with a stirrer, thermometer, dropping funnel, column and reflux condensor, and the mixture was heated to boiling. 40.8 g (0.4 mol) of acetic anhydride was continuously metered for6 hours. The low boiling component formed was distilled off at a head temperature of 62° to 67° C. The bottom temperature increased slowly from 109° to 133° C. After 8 hours; the excess orthoester was distilled off at reduced pressure. 40.8 g (0.4 mol) of acetic anhydride was added to the remaining reaction mixture, and the mixture was heated at 140° C. for 2 hours. The catalyst was filtered off, and the crude product was distilled in vacuo. 330.4 g of dimethyl methoxymethylenemalonate (98% pure), having a melting point of 44° to 46° C., were obtained at 0.5 mbar and a head temperature of 110° C.

Dimethyl methoxymethylenemalonate Upstream-Materialien And Downstream Produkte

Dimethylmethoxymethylenmalonat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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