75580

Triethyl orthoacetate

purum, ≥98.0% (GC)

• Synonym(s): 1,1,1-Triethoxyethane
• Linear Formula: CH₃C(OC₂H₅)₃
• CAS Number: 78-39-7
• Molecular Weight: 162.23
• Beilstein/REAXYS Number: 506201
• EC Number: 201-112-4
• MDL number: MFCD00009223
• UNSPSC Code: 12352100
• PubChem Substance ID: 329766140
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• assay: ≥98.0% (GC)
• form: liquid
• refractive index: n20/D 1.396 (lit.); n20/D 1.396
• bp: 142 °C (lit.)
• density: 0.885 g/mL at 25 °C (lit.)
• functional group: ether
• SMILES string: CCOC(C)(OCC)OCC
• InChI: 1S/C8H18O3/c1-5-9-8(4,10-6-2)11-7-3/h5-7H2,1-4H3
• InChI key: NDQXKKFRNOPRDW-UHFFFAOYSA-N

Description

Application

Triethyl orthoacetate is a general reagent used to functionalize alcohols with acetate groups. It can be used in following reactions:

• Stereocontrolled total synthesis of a naturally occuring indole alkaloid, (−)-aspidophytine.
• Conversion of allylic alcohols to γ,δ-unsaturated esters under mild acidic condition, a reaction popularly known as Johnson–Claisen rearrangement.
• Synthesis of heterocycles such as 2-oxazolines and quinazolin-4(3H)-one derivatives.

Safety Information

• pictograms: GHS02
• signalword: Warning
• hcodes: H226
• pcodes: P210
• Hazard Classifications: Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 1
• flash_point_f: 102.2 °F - Non-equilibrium method
• flash_point_c: 39 °C - Non-equilibrium method
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter