Skip to Content
Merck
CN

75580

Triethyl orthoacetate

purum, ≥98.0% (GC)

Synonym(s):

1,1,1-Triethoxyethane

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Triethyl orthoacetate, purum, ≥98.0% (GC)

InChI key

NDQXKKFRNOPRDW-UHFFFAOYSA-N

InChI

1S/C8H18O3/c1-5-9-8(4,10-6-2)11-7-3/h5-7H2,1-4H3

SMILES string

CCOC(C)(OCC)OCC

grade

purum

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

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

pcodes

P210

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

危险化学品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL8635
BCCH1591
BCCD0638
BCBW3309
BCBS2599V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Simple stereoselective version of the Claisen rearrangement leading to trans-trisubstituted olefinic bonds. Synthesis of squalene.
Johnson WS, et al.
Journal of the American Chemical Society, 92(3), 741-743 (1970)
Reaction of orthoesters with alcohols in the presence of acidic catalysts: A study.
Kumar, HM et al.
Indian J. Chem. B, 44B(8), 1686-1692 (2005)
Stereocontrolled total synthesis of (−)-aspidophytine.
Sumi S, et al.
Tetrahedron, 59(43), 8571-8587 (2003)
Clay catalysis: condensation of orthoesters with O-substituted aminoaromatics into heterocycles.
Villemin D, et al.
Synthetic Communications, 26(15), 2895-2899 (1996)
An efficient and versatile method for the synthesis of optically active 2-oxazolines: an acid-catalyzed condensation of ortho esters with amino alcohols.
Kamata K, et al.
The Journal of Organic Chemistry, 63(9), 113-3116 (1998)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service