280208

Dimethylacetylsuccinat

• Synonym(e): 2-Acetylbutandisäure-1,4-dimethylester
• Lineare Formel: CH₃O₂CCH₂CH(COCH₃)CO₂CH₃
• CAS-Nummer: 10420-33-4
• Molekulargewicht: 188.18
• EG-Nummer: 233-897-4
• MDL-Nummer: MFCD00008448
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24856938

Eigenschaften

• Form: solid
• bp: 129-134 °C/12 mmHg (lit.)
• mp (Schmelzpunkt): 33 °C (lit.)
• Löslichkeit: water: soluble 56.2 g/L at 20 °C
• Dichte: 1.16 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ester; ketone
• SMILES String: COC(=O)CC(C(C)=O)C(=O)OC
• InChI: 1S/C8H12O5/c1-5(9)6(8(11)13-3)4-7(10)12-2/h6H,4H2,1-3H3
• InChIKey: XREKLQOUFWBSFH-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Dimethyl acetylsuccinate undergoes sulfuric acid catalyzed Pechmann condensation with the corresponding resorcinol derivative to give 7-hydroxycoumarins[1].

Anwendung

Dimethyl acetylsuccinate has been used in the synthesis of 2-oxofuro[2,3-b]pyrroles and 19-methyl-15-oxa-20-azatricyclo[12.3.3.0(1,14)]icos-18-en-18-carboxylates[2].

Reactant involved in:

• Cyclization for the synthesis of β-carbolines
• Synthesis of photochromic molecules with improved fatigue resistances and dark form stabilities
• Asymmetric hydrogenation of acylsuccinate followed by lactonization for synthesis of oxotetrahydrofurancarboxylates
• Amidation for synthesis of amino-acid derivatives of dihydropyranocoumarins

Sicherheitshinweise

• Lagerklassenschlüssel: 13 - Non Combustible Solids
• WGK: WGK 1
• Flammpunkt (°F): 280.4 °F - closed cup
• Flammpunkt (°C): 138 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)