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75580

Triethyl orthoacetate

purum, ≥98.0% (GC)

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329766140
EC Number:
201-112-4
Beilstein/REAXYS Number:
506201
MDL number:
MFCD00009223
Assay:
≥98.0% (GC)
Form:
liquid
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grade

purum

Quality Segment

assay

≥98.0% (GC)

form

liquid

refractive index

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

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.

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Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Codes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

Flash Point (°F)

102.2 °F - Non-equilibrium method

Flash Point (°C)

39 °C - Non-equilibrium method

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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