Triethyl orthoacetate

Triethyl orthoacetate
Skeletal formula of Triethylorthoacetate	Ball-and-stick model of the Triethylorthoacetate molecule
Names
	Preferred IUPAC name 1,1,1-Triethoxyethane
Identifiers
CAS Number	78-39-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	59606 ;
ECHA InfoCard	100.001.012
PubChem CID	66221;
UNII	48352MHC78 ;
CompTox Dashboard (EPA)	DTXSID4058815 ;
	InChI InChI=1S/C8H18O3/c1-5-9-8(4,10-6-2)11-7-3/h5-7H2,1-4H3 Key: NDQXKKFRNOPRDW-UHFFFAOYSA-N ;
	SMILES CCOC(C)(OCC)OCC;
Properties
Chemical formula	C8H18O3
Molar mass	162.229 g·mol−1
Density	0.885 g/mL
Boiling point	142 °C (288 °F; 415 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Triethyl orthoacetate is the organic compound with the formula CH₃C(OC₂H₅)₃. It is the ethyl orthoester of acetic acid. It is a colorless oily liquid.

Triethyl orthoacetate is used in organic synthesis for acetylation.^[1]

It is also used in the Johnson-Claisen rearrangement.^[2]

References

^ B. W. Howk, J. C. Sauer (1959). "Phenylpropargylaldehyde Diethyl Acetal". Organic Syntheses. 39: 59. doi:10.15227/orgsyn.039.0059.
^ Fernandes, Rodney A.; Chowdhury, Asim K.; Kattanguru, Pullaiah (2014). "The Orthoester Johnson-Claisen Rearrangement in the Synthesis of Bioactive Molecules, Natural Products, and Synthetic Intermediates - Recent Advances". European Journal of Organic Chemistry. 2014 (14): 2833–2871. doi:10.1002/ejoc.201301033.

[1] B. W. Howk, J. C. Sauer (1959). "Phenylpropargylaldehyde Diethyl Acetal". Organic Syntheses. 39: 59. doi:10.15227/orgsyn.039.0059.

[2] Fernandes, Rodney A.; Chowdhury, Asim K.; Kattanguru, Pullaiah (2014). "The Orthoester Johnson-Claisen Rearrangement in the Synthesis of Bioactive Molecules, Natural Products, and Synthetic Intermediates - Recent Advances". European Journal of Organic Chemistry. 2014 (14): 2833–2871. doi:10.1002/ejoc.201301033.

[1]

[2]