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T60402

Sigma-Aldrich

Triethyl orthoacetate

97%

Synonym(s):

1,1,1-Triethoxyethane

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About This Item

Linear Formula:
CH3C(OC2H5)3
CAS Number:
78-39-7
Molecular Weight:
162.23
Beilstein:
506201
EC Number:
201-112-4
MDL number:
MFCD00009223
UNSPSC Code:
12352100
PubChem Substance ID:
24900341
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.396 (lit.)

bp

142 °C (lit.)

density

0.885 g/mL at 25 °C (lit.)

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

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Application

Triethyl orthoacetate can be used for the synthesis of:
  • Ordered mesoporous carbons for catalysis, electrochemistry and hydrogen storage applications.
  • Esters of phosphonic acids, carboxylic acids and phosphinic acids.
  • Ethyl alk-4-enoates by Johnson–Claisen rearrangement reaction.
  • Benzoxazoles, benzimidazoles and oxazolo[4,5-b]pyridines.
  • Quinazolin-4(3H)-one derivatives.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

102.2 °F - Non-equilibrium method

Flash Point(C)

39 °C - Non-equilibrium method

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Efficient esterification of carboxylic acids and phosphonic acids with trialkyl orthoacetate in ionic liquid
Yoshino T, et al.
Tetrahedron, 62(6), 1309-1317 (2006)
Synthesis of ordered mesoporous carbons with channel structure from an organic-organic nanocomposite
Tanaka S, et al.
Chemical Communications (Cambridge, England), 16, 2125-2127 (2005)
Treatment of Baylis-Hillman adducts with triethyl orthoacetate in the presence of heterogeneous catalysts: a method for the stereoselective synthesis of two different types of trisubstituted alkenes
Das B, et al.
Tetrahedron Letters, 47(43), 7619-7623 (2006)
Silica sulfuric acid catalyzed synthesis of benzoxazoles, benzimidazoles and oxazolo [4, 5-b] pyridines under heterogeneous and solvent-free conditions
Mohammadpoor-Baltork I, et al.
Journal of the Iranian Chemical Society, 5(1), S65-S70 (2008)
A new approach to the facile synthesis of mono-and disubstituted quinazolin-4 (3H)-ones under solvent-free conditions.
Salehi P, et al.
Tetrahedron Letters, 46(41), 7051-7053 (2005)

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