Triethyl orthoformate

Triethyl orthoformate

Names
IUPAC name Diethoxymethoxyethane
Other names Triethoxymethane; Ethyl orthoformate
Identifiers
CAS Number	122-51-0 Y
3D model (JSmol)	Interactive image
ChemSpider	28955 N
ECHA InfoCard	100.004.138
PubChem CID	31214
InChI InChI=1S/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3 N Key: GKASDNZWUGIAMG-UHFFFAOYSA-N N InChI=1/C7H16O3/c1-4-8-7(9-5-2)10-6-3/h7H,4-6H2,1-3H3 Key: GKASDNZWUGIAMG-UHFFFAOYAW
SMILES CCOC(OCC)OCC
Properties
Chemical formula	C7H16O3
Molar mass	148.20 g·mol−1
Density	0.891 g/mL
Melting point	−76 °C (−105 °F; 197 K)
Boiling point	146 °C (295 °F; 419 K)
Hazards
Safety data sheet	Fischer Scientific
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Triethyl orthoformate is an organic compound with the formula HC(OC₂H₅)₃. It is a colorless volatile liquid. It is orthoester of formic acid. Commercially available, the industrial synthesis is from hydrogen cyanide and ethanol.

It may also be prepared from the reaction of sodium ethoxide and chloroform:

Triethyl orthoformate is used in the Bodroux-Chichibabin aldehyde synthesis, for example:

In coordination chemistry, it is used to convert metal aquo complexes to the corresponding ethanol complexes: