Acetyl trialkyl citrate

Acetyl tributylcitrate (ATBC) is a common example of an acetyl trialkyl citrate

Acetyl trialkyl citrates are a family of organic compounds derived from citric acid, consisting of acetylated citrate triesters. These compounds are used as plasticisers in cosmetics such as eyeliner and nail polish. The compounds have a good safety profile[1] and are expected to be biodegradable via hydrolysis of their ester bonds.

The most common acetyl trialkyl citrate is acetyl tributyl citrate (ATBC), but the triethyl derivative is also used in some products. The trihexyl and tri(2-ethylhexyl) derivatives have been studied for human use but were not listed in any products as of 2019.[1]

Preparation

Acetyl trialkyl citrates may be prepared by esterification of citric acid with the appropriate alcohol, such as butanol for ATBC, followed by acetylation of the hydroxyl group of the citrate ester. Acetic anhydride is a suitable acetylating agent.[2]

Sources

  1. 1 2 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): 7Sā€“9S. doi:10.1177/10915818231204615. PMID 37776193.
  2. ā†‘ Chung, Kyong-Hwan; Jeong, Sangmin; Kim, Hangun; Kim, Sun-Jae; Park, Young-Kwon; Jung, Sang-Chul (2017). "Highly Selective Catalytic Properties of HZSM-5 Zeolite in the Synthesis of Acetyl Triethyl Citrate by the Acetylation of Triethyl Citrate with Acetic Anhydride". Catalysts. 7 (11): 321. doi:10.3390/catal7110321.
This page is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.