280208

Dimethyl acetylsuccinate

• Sinónimos: 2-Acetylbutanedioic acid-1,4-dimethyl ester
• Fórmula lineal: CH₃O₂CCH₂CH(COCH₃)CO₂CH₃
• Número de CAS: 10420-33-4
• Peso molecular: 188.18
• Número CE: 233-897-4
• Número MDL: MFCD00008448
• Código UNSPSC: 12352100
• ID de la sustancia en PubChem: 24856938

Propiedades

• Formulario: solid
• bp: 129-134 °C/12 mmHg (lit.)
• mp: 33 °C (lit.)
• solubilidad: water: soluble 56.2 g/L at 20 °C
• densidad: 1.16 g/mL at 25 °C (lit.)
• grupo funcional: ester; ketone
• cadena SMILES: 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
• Clave InChI: XREKLQOUFWBSFH-UHFFFAOYSA-N

Descripción

Descripción general

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

Aplicación

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

Información de seguridad

• Código de clase de almacenamiento: 13 - Non Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 1
• Punto de inflamabilidad (°F): 280.4 °F - closed cup
• Punto de inflamabilidad (°C): 138 °C - closed cup
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)