Triethyl orthoacetate

Triethyl orthoacetate
Skeletal formula of Triethylorthoacetate	Ball-and-stick model of the Triethylorthoacetate molecule
Names
	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).
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	Infobox references

Triethyl orthoacetate is the ethyl orthoester of acetic acid. It is also known as 1,1,1-triethoxyethane, and is an oily liquid with a colour that is anywhere from yellow to colorless.

Triethyl orthoacetate is used in organic synthesis for the introduction of the acetate group to an alcohol. It is also used in the Johnson-Claisen rearrangement.[1]

References

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.

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[1] 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.