Dimethyl malonate

• Catalog No.: A11007
• CAS Number: 108-59-8
• M. F.: C5H8O4
• M. W.: 132.11462
• Purity: 98+%

SYNONYMS

• Title: 丙二酸二甲酯
• IUPAC name: 1,3-dimethyl propanedioate
• IUPAC Traditional name: dimethyl malonate
• Synonyms: Propanedioic acid dimethyl ester; Malonic acid dimethyl ester

DATABASE IDS

• Beilstein Number: 774261
• Merck Index: 146096
• CAS Number: 108-59-8
• EC Number: 203-597-8
• MDL Number: MFCD00008460

PROPERTIES

• Purity: 98+%
• Boiling Point: 180-181°C
• Density: 1.156
• Flash Point: 90°C(194°F)
• Melting Point: -62°C
• Refractive Index: 1.4130
• GHS Hazard statements: H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A
• RTECS: OO0950000
• Safety Statements: 15
• TSCA Listed: 是

REFERENCES

• For successive C-alkylation, using NaOMe/MeOH, followed by NaH/THF, see: Org. Synth. Coll., 8, 381 (1993). For Michael addition to ɑ?-unsaturated acids, catalyzed by the Li salt of L-proline, see: J. Chem. Soc., Chem. Commun., 1088 (1991). For Knoevenagel reaction with (R)-citronellal, catalyzed by piperidine/AcOH, to give the alkylidene derivative, see: Org. Synth. Coll., 9, 310 (1998).
• C-Arylation with ortho-nitroaryl halides can be accomplished with NaH in DMSO. The products can be readily converted to substituted oxindoles: Synthesis, 51 (1993):
  
• Arylation with benzene: Tetrahedron Lett., 27, 2763 (1986), and free-radical substitution with thiophene or furan at the 2-position: Heterocycles, 27, 2627 (1988), are promoted by Ce(IV) salts.
• See also Diethyl malonate, A15468.