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Dimethylmalonat

Dimethyl malonate Struktur
108-59-8
CAS-Nr.
108-59-8
Bezeichnung:
Dimethylmalonat
Englisch Name:
Dimethyl malonate
Synonyma:
DMM;METHYL MALONATE;Dimethyl propanedioate;MALONIC ACID DIMETHYL ESTER;dimthyl malonate;dimethyl1,3-propanedioate;MINA-009;Malonic acid d;DIMETHYL MALONAT;DIMETHYL MALONATE
CBNumber:
CB3776436
Summenformel:
C5H8O4
Molgewicht:
132.11
MOL-Datei:
108-59-8.mol

Dimethylmalonat Eigenschaften

Schmelzpunkt:
-62 °C (lit.)
Siedepunkt:
180-181 °C (lit.)
Dichte
1.156 g/mL at 25 °C (lit.)
Dampfdichte
>1 (vs air)
Dampfdruck
0.15 hPa (20 °C)
Brechungsindex
n20/D 1.413(lit.)
Flammpunkt:
194 °F
storage temp. 
Store below +30°C.
L?slichkeit
alcohol: miscible
Aggregatzustand
Liquid
pka
11.80±0.46(Predicted)
Farbe
Clear colorless
Geruch (Odor)
fruity
Explosionsgrenze
1.3-17.4%(V)
Wasserl?slichkeit
negligible
Merck 
14,6096
BRN 
774261
Dielectric constant
10.4(20℃)
Stabilit?t:
Stable. Incompatible with strong oxidizing agents. Flammable.
InChIKey
BEPAFCGSDWSTEL-UHFFFAOYSA-N
LogP
-0.05 at 20-25℃ and pH6.4
CAS Datenbank
108-59-8(CAS DataBase Reference)
NIST chemische Informationen
Propanedioic acid, dimethyl ester(108-59-8)
EPA chemische Informationen
Dimethyl malonate (108-59-8)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-36
WGK Germany  1
RTECS-Nr. OO0950000
Selbstentzündungstemperatur 440 °C
Hazard Note  Irritant
TSCA  Yes
HS Code  29171910
Toxizit?t LD50 orally in Rabbit: 5331 mg/kg LD50 dermal Rabbit > 5000 mg/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P337+P313 Bei anhaltender Augenreizung: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

Dimethylmalonat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

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

Beschreibung

Dimethyl malonate is a diester derivative of malonic acid. It is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid. It is also used in the malonic ester synthesis. It can be synthesized from dimethoxymethane and carbon monoxide.

Chemische Eigenschaften

Dimethyl malonate is soluble in alcohol and ether and very slightly soluble in water. It may slowly decompose.

Verwenden

Dimethyl malonate is a reagent used in organic synthesis. It acts as a precursor for the synthesis of mono-substituted and di-substituted acetic acid, barbiturates, vitamin B1 and vitamin B6. It is used in the pharmaceutical industry to prepare pharmaceuticals like chloroquine and butazolidin. It is involved in the synthesis of diastereomeric pure thienylpyridines by reacting with 1,3-diphenylprop-2-enyl acetate.

Application

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.
Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol.

Vorbereitung Methode

Dimethyl malonate is produced via direct esterification of methanol with malonic acid under azeotropic conditions.

Allgemeine Beschreibung

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.

Dimethylmalonat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Dimethylmalonat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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108-59-8(Dimethylmalonat)Verwandte Suche:


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