Triethyl methanetricarboxylate

• Catalog No.: L08356
• CAS Number: 6279-86-3
• M. F.: C10H16O6
• M. W.: 232.23044
• Purity: 98%

SYNONYMS

• Title: 甲烷三羧酸三乙酯
• IUPAC name: triethyl methanetricarboxylate
• IUPAC Traditional name: triethyl methanetricarboxylate
• Synonyms: Tris(carboethoxy)methane; Methanetricarboxylic acid triethyl ester

DATABASE IDS

• MDL Number: MFCD00009150
• CAS Number: 6279-86-3
• Beilstein Number: 1793645
• EC Number: 228-477-2

PROPERTIES

• Purity: 98%
• Boiling Point: 253°C
• Density: 1.095
• Flash Point: >110°C(230°F)
• Melting Point: 26-29°C
• Refractive Index: 1.4255
• TSCA Listed: 否

REFERENCES

• Methanetricarboxylates have been used as "blocked" malonic esters, restricting reaction with alkyl halides to monoalkylation. The unwanted carboxyl group can be removed by treatment with Na alkoxide, LDA or BCl₃: J. Org. Chem., 44, 3492 (1979). Adds to Michael acceptors under phase-transfer conditions, providing a useful 2-carbon chain extension method: Synthesis, 1125 (1990):
  
• The tricarboxylate also undergoes free-radical addition to the terminal position of alkenes: Angew. Chem. Int. Ed., 5, 586 (1966). Arylation with electron-rich aromatics is promoted by Mn(III): Synthesis, 567 (1991).
• Under similar conditions, diethyl malonate gives only 36% yield.