Acetyl tributyl citrate

Acetyl tributyl citrate
Names
Preferred IUPAC name
Tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.971 Edit this at Wikidata
UNII
  • InChI=1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3
  • InChI=1/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3
    Key: QZCLKYGREBVARF-UHFFFAOYAE
  • CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)OC(=O)C
Properties
C20H34O8
Molar mass 402.484 g·mol−1
Appearance Colorless liquid
Density 1.046 g/cm3
Melting point −80 °C (−112 °F; 193 K)
Boiling point 172 to 174 °C (342 to 345 °F; 445 to 447 K) 1 mm Hg
0.02 g/L (20 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Acetyl tributyl citrate (ATBC) is an organic compound that is used as a plasticizer. As such, it is a potential replacement of DEHP and DINP.[citation needed] It is a colorless liquid that is soluble in organic solvents. As of 2019, it was the most widely used acetyl trialkyl citrate in cosmetics.

Preparation

It is prepared by acetylation of tributyl citrate.

References

  1. ↑ Johnson, Wilbur; Bergfeld, Wilma F.; Belsito, Donald V.; Hill, Ronald A.; Klaassen, Curtis D.; Liebler, Daniel C.; Marks, James G.; Shank, Ronald C.; Slaga, Thomas J.; Snyder, Paul W.; Fiume, Monice; Heldreth, Bart (2023). "Acetyl Trialkyl Citrates". International Journal of Toxicology. 42 (3_suppl): 7S–9S. doi:10.1177/10915818231204615. PMID 37776193.
  2. ↑ Ashford, R.D. Ashford's Dictionary of Industrial Chemicals. London, England: Wavelength Publications Ltd., 1994., p. 902.