Triethyl orthoformate

Triethyl orthoformate
Triethyl orthoformate
Identifiers
CAS number 122-51-0 YesY
PubChem 31214
Jmol-3D images Image 1
Properties
Molecular formula C7H16O3
Molar mass 148.2 g mol−1
Density 0.891 g/mL
Melting point

-76 °C, 197 K, -105 °F

Boiling point

146 °C, 419 K, 295 °F

Hazards
MSDS Fischer Scientific
 YesY orthoformate (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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]

Bodroux-Chichibabin aldehyde synthesis of n-hexaldehyde.png

See also


References

  1. ^ Ashford's Dictionary of Industrial Chemicals, Third edition, 2011, page 9288
  2. ^ W. E. Kaufmann and E. E. Dreger (1941), "Ethyl orthoformate", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV1P0258 ; Coll. Vol. 1: 258 
  3. ^ G. Bryant Bachman (1943), "n-Hexaldehyde", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV2P0323 ; Coll. Vol. 2: 323 

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Look at other dictionaries:

  • triethyl orthoformate — Chem. a colorless liquid, C7H16O3, used chiefly in organic synthesis. Also called aethon. * * * …   Universalium

  • triethyl orthoformate — Chem. a colorless liquid, C7H16O3, used chiefly in organic synthesis. Also called aethon …   Useful english dictionary

  • Orthoformiate d'éthyle — Général Nom IUPAC (diéthoxyméthoxy)éthane Synonymes …   Wikipédia en Français

  • Orthoformic acid — IUPAC name Orthoformic acid …   Wikipedia

  • Formate — Structure of formate Formate or methanoate is the ion CHOO− or HCOO− (formic acid minus one hydrogen ion). It is the simplest carboxylate anion. It is produced in large amounts in the hepatic (liver cells) mitochondria of embryonic cells and in… …   Wikipedia

  • Triethylorthoformiat — Strukturformel Allgemeines Name Triethylorthoformiat Andere Namen …   Deutsch Wikipedia

  • Bodroux-Chichibabin aldehyde synthesis — The Bodroux Chichibabin aldehyde synthesis is a chemical reaction whereby a Grignard reagent is converted to an aldehyde one carbon longer.Reaction of a Grignard reagent with triethyl orthoformate gives an acetal, which can be hydrolyzed to an… …   Wikipedia

  • Pindur — Ulf Pindur Ulf Pindur (* 1943 in Bad Darkau) ist ein deutscher Apotheker und Lebensmittelchemiker. Sein Arbeitsgebiet ist die Synthese und Analyse neuer Wirkstoffe mit genselektiver Bindung gegen Krebserkrankungen …   Deutsch Wikipedia

  • Ulf Pindur — (* 1943 in Bad Darkau) ist ein deutscher Apotheker und Lebensmittelchemiker. Sein Arbeitsgebiet ist die Synthese und Analyse neuer Wirkstoffe mit genselektiver Bindung gegen Krebserkrankungen …   Deutsch Wikipedia

  • aethon — /ee thon/, n. Chem. See triethyl orthoformate. [ < L < Gk aíthon burning] * * * …   Universalium

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