Triethyl citrate

Triethyl citrate^[1]

Names
IUPAC name 1,2,3-Triethyl 2-hydroxypropane-1,2,3-tricarboxylate
Other names Ethyl citrate E1505 Citric acid ethyl ester
Identifiers
CAS Number	77-93-0
ChEMBL	ChEMBL464988
ChemSpider	13850879
EC Number	201-070-7
Jmol interactive 3D	Image
PubChem	6506
InChI InChI=1S/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3 Key: DOOTYTYQINUNNV-UHFFFAOYSA-N InChI=1/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3 Key: DOOTYTYQINUNNV-UHFFFAOYAG
SMILES CCOC(=O)CC(CC(=O)OCC)(C(=O)OCC)O
Properties
Chemical formula	C12H20O7
Molar mass	276.283 g/mol
Appearance	Oily liquid
Density	1.137 g/mL at 25 °C
Melting point	−55 °C (−67 °F; 218 K)[2]
Boiling point	294 °C (561 °F; 567 K) at 1 mmHg 235 °C at 150 mmHg
Solubility in water	65 g/L[2]
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 citrate is an ester of citric acid. It is a colorless, odorless liquid used as a food additive (E number E1505) to stabilize foams, especially as whipping aid for egg white.^[3] It is also used in pharmaceutical coatings and plastics.^[4]

Triethyl citrate is also used as a plasticizer for polyvinylchloride and similar plastics.^[5]

Triethyl Citrate has in recent times been used as a pseudo-emulsifier in e-cigarette juices. It functions essentially like lecithin used in food products, but with the possibility of vaporization which lecithin does not have.

References

1. Triethyl citrate at Sigma-Aldrich
2. Record of Triethyl citrate in the GESTIS Substance Database of the IFA
3. William J. Stadelman, Owen J. Cotterill (1995). Egg Science and Technology. Haworth Press. ISBN 1-56022-855-5.
4. Pharmaceutical Coatings Bulletin 102-4, morflex.com
5. Hwan-Man Park, Manjusri Misra, Lawrence T. Drzal, and Amar K. Mohanty (2004). ""Green" Nanocomposites from Cellulose Acetate Bioplastic and Clay: Effect of Eco-Friendly Triethyl Citrate Plasticizer". Biomacromolecules 5 (6): 2281–2288. doi:10.1021/bm049690f. PMID 15530043.