Triethyl orthoacetate

• Catalog No.: L06004
• CAS Number: 78-39-7
• M. F.: C8H18O3
• M. W.: 162.22672
• Purity: 98%

SYNONYMS

• Title: 原醋酸三乙酯
• IUPAC name: 1,1,1-triethoxyethane
• IUPAC Traditional name: triethyl orthoacetate
• Synonyms: Ethyl orthoacetate; Orthoacetic acid triethyl ester

DATABASE IDS

• EC Number: 201-112-4
• CAS Number: 78-39-7
• MDL Number: MFCD00009223
• Beilstein Number: 506201

PROPERTIES

• Purity: 98%
• Boiling Point: 142-143°C
• Density: 0.887
• Flash Point: 32°C(89°F)
• Refractive Index: 1.3970
• GHS Hazard statements: H226-H315-H319
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A
• Risk Statements: 10-36/38
• Safety Statements: 26-37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: III

REFERENCES

• Under mild acid catalysis, reacts with ethynyl alcohols to give allenic esters, which can be conjugated over alumina. For examples, see: Org. Synth. Coll., 8, 251 (1993):
  
• The products with allylic alcohols undergo Claisen allyl ether rearrangement, with addition of a 2-carbon unit and repositioning of the double bond: J. Am. Chem. Soc., 92, 741 (1970); Tetrahedron Lett., 21, 1285 (1980):
  
• Reaction with BF₃ etherate gives the moderately stable selective alkylating agent, methyl diethoxycarbenium tetrafluoroborate: Synth. Commun., 19, 2307 (1989). Compare Triethyl orthoformate, A13587.
• Reagent for facile esterification of sulfonic and carboxylic acids: Tetrahedron Lett., 34, 7355 (1993).
• For further examples, see: Org. Synth. Coll., 6, 584 (1988); 7, 164 (1990).