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Triethyl citrate

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Triethyl citrate[1]
Names
Preferred IUPAC name
Triethyl 2-hydroxypropane-1,2,3-tricarboxylate
Other names
Ethyl citrate
E1505
Citric acid ethyl ester
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.974 Edit this at Wikidata
EC Number
  • 201-070-7
E number E1505 (additional chemicals)
  • 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 ☒N
    Key: DOOTYTYQINUNNV-UHFFFAOYSA-N ☒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
  • CCOC(=O)CC(CC(=O)OCC)(C(=O)OCC)O
Properties
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 atm
235 °C at 150 mmHg
65 g/L[2]
-161.9·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 polyvinyl chloride (PVC) and similar plastics.[5]

Triethyl citrate has 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. ^ a b Record of Triethyl citrate in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  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[permanent dead link], morflex.com
  5. ^ Hwan-Man Park; Manjusri Misra; Lawrence T. Drzal; 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. {{cite journal}}: Unknown parameter |last-author-amp= ignored (|name-list-style= suggested) (help)