Acetyltributyl Citrate: Plasticizer

Acetyltributyl citrate is a clear, odorless, practically colorless, oily liquid.

Nonproprietary Names

• USP-NF: Acetyltributyl Citrate
• PhEur: Tributyl Acetylcitrate

Synonyms

Acetylbutyl citrate; acetylcitric acid, tributyl ester; ATBC; Citroflex A-4; tributyl acetylcitrate; tributylis acetylcitras; tributyl Oacetylcitrate; tributyl citrate acetate.

Chemical Name and CAS Registry Number

• 1,2,3-Propanetricarboxylic acid, 2-acetyloxy, tributyl ester [77-90-7]

Empirical Formula and Molecular Weight

• C20H34O8 402.5

Functional Category

• Plasticizer.

Applications in Pharmaceutical Formulation or Technology

Acetyltributyl citrate is used to plasticize polymers in formulated pharmaceutical coatings, including capsules, tablets, beads, and granules for taste masking, immediate release, sustained-release and enteric formulations.

Typical Properties

• Acid value 0.02
• Boiling point 3268͒C (decomposes)
• Flash point 2048͒C
• Pour point _598͒C
• Solubility Miscible with acetone, ethanol, and vegetable oil; practically insoluble in water.
• Viscosity (dynamic) 33 mPa s (33 cP) at 258͒C

Related Substances

• Acetyltriethyl citrate; tributyl citrate; triethyl citrate.

Method of Manufacture

Acetyltributyl citrate is prepared by the esterification of citric acid with butanol followed by acylation with acetic anhydride.

Reference
https://pubchem.ncbi.nlm.nih.gov/compound/Acetyl-tributyl-citrate
https://www.sigmaaldrich.com/catalog/product/aldrich/388378?lang=en&region=US
http://www.thegoodscentscompany.com/data/rw1018731.html
https://academic.oup.com/toxsci/article/123/2/460/1684941
https://www.chemicalbook.com/chemicalproductproperty_en_cb0408022.htm
https://www.drugs.com/inactive/acetyltributyl-citrate-3.html
https://www.chemceed.com/products/acetyl-tributyl-citrate-atbc/