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304050

Sigma-Aldrich

Triethyl orthoformate

anhydrous, 98%

Sinónimos:

Diethoxymethoxyethane, 1,1,1-Triethoxymethane

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About This Item

Fórmula lineal:
CH(OC2H5)3
Número de CAS:
122-51-0
Peso molecular:
148.20
Beilstein/REAXYS Number:
605384
EC Number:
204-550-4
MDL number:
MFCD00009230
UNSPSC Code:
12352001
PubChem Substance ID:
24858320
NACRES:
NA.21

grade

anhydrous

Quality Level

100

vapor density

5.11 (vs air)

vapor pressure

2.9 mmHg ( 20 °C)

assay

98%

form

liquid

impurities

<0.003% water
<0.005% water (100 mL pkg)

evapn. residue

<0.0005%

refractive index

n20/D 1.391 (lit.)

bp

146 °C (lit.)

mp

−76 °C (lit.)

density

0.891 g/mL at 25 °C (lit.)

SMILES string

CCOC(OCC)OCC

InChI

1S/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3

InChI key

GKASDNZWUGIAMG-UHFFFAOYSA-N

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Categorías relacionadas

Application

Triethyl orthoformate may be used to synthesize:
  • Formyl ferrocene by reacting with ferrocene in the presence of aluminium chloride.
  • 5-Nitropyridines via cyclocondensation with nitroacetone and different enamines.
  • 3-Aryl-4(3H)-quinazolinones by reacting with anthranilic acid via heterocyclization catalyzed by concentrated sulfuric acid.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

95.0 °F - closed cup

flash_point_c

35 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
SHBR9920
SHBP8214
SHBM8966
SHBM3189
SHBM3187

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A new convenient method for the synthesis of formyl ferrocene with triethyl orthoformate and A1C13
Tang J, et al.
Synthetic Communications, 30(9), 1657-1660 (2000)
One-pot synthesis of 5-nitropyridines by the cyclocondensation of nitroacetone, triethyl orthoformate and enamines
Sagitullina GP, et al.
Mendeleev Communications, 19(3), 155-156 (2009)
Synthesis of 3-Aryl-4 (3 H)-quinazolinones from Anthranilic Acids and Triethyl Orthoformate
Cao SL, et al.
Synthetic Communications, 38(13), 2227-2236 (2008)
Mark S Kerr et al.
The Journal of organic chemistry, 70(14), 5725-5728 (2005-07-02)
[reaction: see text] The promising utility of triazolyl N-heterocyclic carbene catalysts in umpolung aldehyde chemistry requires a straightforward reliable synthesis from readily available materials. Herein, we describe the synthesis of a variety of triazolyl N-heterocyclic carbene precursors. The reactions commence
Adenine complexes with 3d metal perchlorates from ethanol-triethyl orthoformate.
Speca AN, et al.
Inorgorganica Chimica Acta, 37, L551-L554 (1979)
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