Triethyl orthoformate
 | |
 | |
| Names | |
|---|---|
| IUPAC name
Diethoxymethoxyethane | |
| Other names
Triethoxymethane; Ethyl orthoformate | |
| Identifiers | |
122-51-0  | |
| Jmol interactive 3D | Image |
| PubChem | 31214 |
| |
| Properties | |
| 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). | |
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| Infobox references | |
Triethyl orthoformate is an orthoester of formic acid. It is commercially available. The industrial synthesis is from hydrogen cyanide and ethanol.[1]
It may also be prepared from the reaction of sodium ethoxide and chloroform:[2]
- CHCl3 + 3 Na + 3 EtOH → HC(OEt)3 + 3/2 H2 + 3 NaCl
Triethyl orthoformate participates in the Bodroux-Chichibabin aldehyde synthesis, for example:[3]
See also
References
- ↑ Ashford's Dictionary of Industrial Chemicals, Third edition, 2011, page 9288
- ↑ W. E. Kaufmann and E. E. Dreger (1941). "Ethyl orthoformate". Org. Synth.; Coll. Vol. 1, p. 258
- 1 2 G. Bryant Bachman (1943). "n-Hexaldehyde". Org. Synth.; Coll. Vol. 2, p. 323
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