| Identification | More | [Name]
Dimethyl itaconate | [CAS]
617-52-7 | [Synonyms]
2-METHYLENE-SUCCINIC ACID DIMETHYL ESTER
DIMETHYL 2-METHYLENESUCCINATE
DIMETHYL ITACONATE
DIMETHYL METHYLENESUCCINATE
ITACONIC ACID DIMETHYL ESTER
METHYL ITACONATE
Butanedioic acid, 2-methylene-, dimethyl ester
methylene-butanedioicacid,dimethylester
Methylenesuccinic acid, dimethyl ester
methylenesuccinicaciddimethylester
Succinic acid, methylene-, dimethyl ester
2-AMINO-6-CHLOROPURINE, 99+%
Butanedioic acid, methylene-, dimethyl ester
Dimethyl Itaconate (stabilized with HQ)
Dimethyl methylenebutanedioate
Methyl 4-methoxy-2-methylene-4-oxobutanoate
1-Propene-2,3-dicarboxylic acid dimethyl ester
2-Methylenebutanedioic acid dimethyl ester
Dimethyl 1-propene-2,3-dicarboxylate | [EINECS(EC#)]
210-519-6 | [Molecular Formula]
C7H10O4 | [MDL Number]
MFCD00008446 | [Molecular Weight]
158.15 | [MOL File]
617-52-7.mol |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline low melting mass or liquid | [Uses]
Dimethyl Itaconate is a chemical reagent used in the synthesis of functionalized 2-isoxazolines used in fragment-based drug discovery. | [General Description]
Dimethyl itaconate undergoes enantioselective Rh(I)-catalyzed hydrogenation which can be enhanced by appropriate choice of substituents on aromatic ring of (1,2-diarylphosphinoxy)cyclohexane. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
1. Itaconic acid, methanol and catalyst were mixed in a certain ratio and transferred to a 100 mL autoclave. 2. The reaction mixture was continuously stirred at 120 °C. 3. Optimization of the reaction conditions was carried out by adjusting the parameters such as the molar ratio of methanol to itaconic acid, the catalyst dosage and the reaction time. 4. Upon completion of the reaction, the catalyst was separated and recovered through a filtration operation. | [storage]
Store at -20°C | [Purification Methods]
Crystallise the ester from MeOH by cooling to -78o. [Beilstein 2 IV 2229.] | [References]
[1] Journal of Molecular Catalysis A: Chemical, 2013, vol. 368-369, p. 24 - 30
[2] Heterocycles, 1988, vol. 27, # 8, p. 1887 - 1898
[3] Tetrahedron Letters, 2015, vol. 56, # 27, p. 4119 - 4123
[4] Chemistry and physics of lipids, 2002, vol. 120, # 1-2, p. 9 - 20
[5] Russian Chemical Bulletin, 2005, vol. 54, # 2, p. 348 - 353 |
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