77-90-7 Usage
Description
Acetyl tributyl citrate is a versatile organic compound that serves as a high-boiling plasticizer and solvent. It is commonly used in various industries due to its ability to dissolve a wide range of substances and its compatibility with many polymers.
Uses
Used in Pharmaceutical Industry:
Acetyl tributyl citrate is used as a secondary standard for several analytical applications, including pharmaceutical release testing, method development for qualitative and quantitative analyses, and calibration requirements.
Used in Topical Pharmaceutical Formulations:
In the pharmaceutical industry, Acetyl tributyl citrate is used as an anesthetic surfactant ester in topical formulations, providing a numbing effect and enhancing the absorption of other active ingredients.
Used in Food and Beverage Industry:
Acetyl tributyl citrate is used as a plasticizer and flavoring agent in the food and beverage industry, helping to improve the texture, taste, and stability of various products.
Used in Plastics Industry:
Acetyl tributyl citrate is used as a high-boiling plasticizer in the plastics industry, providing flexibility and workability to a wide range of polymers, including PVC, cellulose acetate, and polyvinyl butyral.
Preparation
From citric acid via the tributyl ester followed by acetylation.
Production Methods
Acetyltributyl citrate is prepared by the esterification of citric acid
with butanol followed by acylation with acetic anhydride.
Pharmaceutical Applications
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.
Safety Profile
When heated to decomposition it emits acrid smoke and irritating fumes.
ADD750
Safety
and films intended for direct food contact. It is also used in selfadhesive
thin films used for topical delivery systems. It is generally
regarded as a relatively nontoxic and nonirritating material.
However, ingestion of large quantities may be harmful.
LD50 (cat, oral): >50 mL/kg
LD50 (mouse, IP): >4 g/kg
LD50 (rat, oral): >31.5 g/kg
Carcinogenicity
The chronic toxicity of ATBC
was evaluated in rats fed diets containing 200, 2000, or
20,000 ppm of ATBC for 2 years. There were no treatment-
related lesions in any organs examined.
storage
Acetyltributyl citrate should be stored in a well-closed container in a
cool, dry location at temperatures not exceeding 38℃. When stored
in accordance with these conditions, acetyltributyl citrate is a stable
product.
Incompatibilities
Acetyltributyl citrate is incompatible with strong alkalis and
oxidizing materials.
Regulatory Status
Included in FDA Inactive Ingredients Database (oral capsules and
tablets). Included in nonparenteral medicines licensed in the UK.
Approved in the USA for direct food contact in food films.
Check Digit Verification of cas no
The CAS Registry Mumber 77-90-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 7 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 77-90:
(4*7)+(3*7)+(2*9)+(1*0)=67
67 % 10 = 7
So 77-90-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H18O8/c1-3-4-5-19-11(17)12(18,6-9(14)15)7-10(16)20-8(2)13/h18H,3-7H2,1-2H3,(H,14,15)/p-1
77-90-7Relevant articles and documents
N-Heterocyclic carbene-catalyzed synthesis of acetyltributylcitrate via a transesterification reaction
He, Lin,Guo, Hao,Ma, Xiao-Wei,Zhang, Jie,Gu, Cheng-Zhi,Wang, Wei,Dai, Bin
, p. 215 - 217 (2014)
A new methodology for the synthesis of a green plasticizer acetyltributylcitrate through a transesterification reaction was developed. Under the catalysis of alkyl-substituted imidazol-type N-heterocyclic carbenes, tributyl citrate can react with vinyl acetate smoothly to give ATBC in high yield.
An imidazolium tosylate salt as efficient and recyclable catalyst for acetylation in an ionic liquid
Liu, Ye,Liu, Lu,Lu, Yong,Cai, Yue-Qin
experimental part, p. 633 - 638 (2009/08/07)
A novel non-metallic salt, 1-butyl-3-methylimidazolium tosylate ([bmim][OTs]) dissolved in the ambient temperature ionic liquid of 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]), was found to be the efficient catalyst for acetylation with the advantages of good recyclability, avoidance of metal contamination, mild reaction conditions, and wide availability for substrates (alcohols, phenols, and amines), could completely replace organic bases, metal Lewis acids, or metallic triflates to fulfill acetylation by a nucleophilic catalytic mechanism, which was supported by 13C NMR analysis.
