77-90-7 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 77-90-7 differently. You can refer to the following data:
1. clear colorless liquid
2. Acetyltributyl citrate is a clear, odorless, practically colorless, oily
liquid.
3. Tributyl acetylcitrate has a very faint, sweet, herbaceous odor. At high levels (e.g., 1000 ppm emulsion in water), it has
a mild, fruity, nondescript flavor.
4. Acetyl tributyl citrate (ATBC) is a colorless, odorless liquid. Its water solubility is less than 0.002 g/100 mL, but it is soluble in organic solvents.
Uses
Different sources of media describe the Uses of 77-90-7 differently. You can refer to the following data:
1. These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
2. Labelled Tributyl O-Acetylcitrate (T772950). Topical pharmaceutical formulation anesthetic surfactant ester.
3. plasticizer flavoring agent
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.
General Description
Tributyl 2-acetylcitrate is a hydrophobic biodegradable plasticizer, that is usually synthesized by esterification of citric acid. Pharmaceutically, it is used as an excipient, which is generally applied as a thin film over the tablets or capsules.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
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.
