ChemicalBook Product Catalog Catalyst and Auxiliary Plastic rubber chemicals Plasticizers Triethyl acetyl citrate

Triethyl acetyl citrate

Product NameTriethyl acetyl citrate
CAS77-89-4
MFC14H22O8
MW318.32
EINECS201-066-5
MOL File77-89-4.mol

Chemical Properties

Melting point	-42°C
Boiling point	228-229 °C/100 mmHg (lit.)
Density	1.136 g/mL at 25 °C (lit.)
Pour Point	-42
refractive index	n20/D 1.439(lit.)
Flash point	>230 °F
storage temp.	Inert atmosphere,Room Temperature
solubility	Soluble 1 in 140 of water; miscible with acetone, ethanol, and propan-2-ol.
form	Liquid
color	Colourless
Odor	odorless
BRN	1804947
Cosmetics Ingredients Functions	FILM FORMING FRAGRANCE PLASTICISER PERFUMING
Cosmetic Ingredient Review (CIR)	Triethyl acetyl citrate (77-89-4)
InChI	1S/C14H22O8/c1-5-19-11(16)8-14(22-10(4)15,13(18)21-7-3)9-12(17)20-6-2/h5-9H2,1-4H3
InChIKey	WEAPVABOECTMGR-UHFFFAOYSA-N
SMILES	O=C(OCC)C(CC(OCC)=O)(CC(OCC)=O)OC(C)=O
LogP	2.170 (est)
CAS DataBase Reference	77-89-4(CAS DataBase Reference)
NIST Chemistry Reference	1,2,3-Propanetricarboxylic acid, 2-acetoxy-, triethyl ester(77-89-4)
EPA Substance Registry System	1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, triethyl ester (77-89-4)

Safety Information

Safety Statements	23-24/25
WGK Germany	1
RTECS	GE8225000
TSCA	TSCA listed
HS Code	2918150000
Storage Class	10 - Combustible liquids

MSDS

Provider	Language
2-(Acetyloxy)-1,2,3-propanetricarboxylic acid triethyl ester	English
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

Acetyltriethyl citrate occurs as a clear, odorless, practically colorless oily liquid.

Uses

Triethyl O-Acetylcitrate is used in the preparation of poly(lactic) acid biodegradable and flexible films, acting as a plasticizer. Also used in the synthesis of control-release capsules containing polymeric coatings.

Uses

ATEC is produced by the reaction of citric acid triethyl ester with acetic acid anhydride. It is used as a solvent plasticizer for cellulose nitrate and cellulose acetate.

Production Methods

Acetyltriethyl citrate is prepared by the esterification of citric acid with ethanol followed by acylation with acetic anhydride.

Definition

Aqueous-based pharmaceutical coat- ings.

General Description

Certified 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. Triethyl 2-acetylcitrate is widely used in hydrophilic adhesives for medications and in biodegradable composition for papermaking and nonwoven production.

Pharmaceutical Applications

Acetyltriethyl citrate is used to plasticize polymers in formulated pharmaceutical coatings. The coating applications include capsules, tablets, beads and granules for taste masking, immediate release, sustained-release and enteric formulations. It is also used in diffusion-controlled release drug delivery systems.

Safety

Acetyltriethyl citrate is used in oral pharmaceutical formulations and is generally regarded as a nontoxic and nonirritating material. However, ingestion of large quantities may be harmful.
LD₅₀ (cat, oral): 8.5 g/kg
LD₅₀ (mouse, IP): 1.15 g/kg
LD₅₀ (rat, oral): 7 g/kg

storage

Acetyltriethyl citrate should be stored in dry, closed containers at temperatures not exceeding 388℃. When stored in accordance with these conditions, acetyltriethyl citrate is a stable product.

Incompatibilities

Acetyltriethyl citrate is incompatible with strong alkalis and oxidizing materials.

Regulatory Status

Approved in the USA for direct food contact in food films.

Preparation Products And Raw materials

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