Triethyl citrate

Triethyl citrate Basic information
Toxicity Description References
Product Name:Triethyl citrate
Synonyms:1,2,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester;1,2,3-Propanetricarboxylicacid,2-hydroxy-,triethylester;2,3-propanetricarboxylicacid,2-hydroxy-triethylester;2-Hydroxy-1,2,3-propanetricarboxylic acid, triethyl ester;2-hydroxy-propane-1,2,3-tricarboxylicacidtriethylester;Citroflex 2;citroflex2;Crodamol TC
CAS:77-93-0
MF:C12H20O7
MW:276.28
EINECS:201-070-7
Product Categories:catalyst;Amino ester;Functional Materials;Hydroxycarboxylic Acid Esters (Plasticizer);Plasticizer;Pyridines;77-93-0;bc0001
Mol File:77-93-0.mol
Triethyl citrate Structure
Triethyl citrate Chemical Properties
Melting point -55 °C
Boiling point 235 °C/150 mmHg (lit.)
density 1.14 g/mL at 25 °C (lit.)
vapor density 9.7 (vs air)
vapor pressure 1 mm Hg ( 107 °C)
FEMA 3083 | TRIETHYL CITRATE
refractive index n20/D 1.442(lit.)
Fp >230 °F
storage temp. Store below +30°C.
solubility H2O: soluble
form Liquid
pka11.57±0.29(Predicted)
color Clear
Odorodorless
Water Solubility 5.7 g/100 mL (25 ºC)
FreezingPoint -55℃
Merck 14,2326
JECFA Number629
BRN 1801199
InChIKeyDOOTYTYQINUNNV-UHFFFAOYSA-N
LogP1.267 (est)
CAS DataBase Reference77-93-0(CAS DataBase Reference)
NIST Chemistry ReferenceEthyl citrate(77-93-0)
EPA Substance Registry SystemTriethyl citrate (77-93-0)
Safety Information
Hazard Codes Xn
Risk Statements 20
Safety Statements 24/25-45
WGK Germany 1
RTECS GE8050000
TSCA Yes
HS Code 2918 15 00
Hazardous Substances Data77-93-0(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 3200 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Triethyl citrate Usage And Synthesis
Toxicity AD10~20mg/kg (FAO/WHO, 2001). GRAS (FDA, §182.1911, 2000). LD505900 mg/kg (rat, oral).
DescriptionTriethyl citrate is the triester of citric acid and ethyl alcohol.
Triethyl citrate is used as a flavoring agent in foods, as a high boiling solvent and plasticizer for vinyl resins and cellulose acetates, as a plasticizer in the pharmaceutical industry for coating. Triethyl citrate is used as a natural active ingredient and flavor component with excellent deodorizing and skin care properties in cosmetic and personal care products. Triethyl citrate is also used as a plasticizer and humectant for cigarette filters. Furthermore, triethyl citrate is used s a food additive for stabilizing foams, specifically as a whipping enhancer for organic egg whites during processing.
References[1] RH Dave (2016) Overview of pharmaceutical excipients used in tablets and capsules, Drug Topics (online). Advanstar.
[2] http://www.who.int/en/
[3] http://www.in-cosmetics.com
[4] http://www.chemicalland21.com
[5] https://www.ams.usda.gov/sites/default/files/media/Triethyl%20Citrate%20report%202014.pdf



Chemical PropertiesTriethyl citrate is odorless, but has a bitter taste.
Chemical PropertiesColorless, mobile liquid; bitter taste. Solubility in water 6.5 g/100 cc; solubility in oil 0.8 g/100 cc. Combustible.
Chemical PropertiesTriethyl citrate is a clear, viscous, odorless, and practically colorless, hygroscopic liquid.
OccurrenceReported found in Morello cherry, sour cherry and red currant. Also reported found in raw cabbage and white wine.
UsesTriethyl Citrate, is a colorless, odorless liquid used as a food additive to stabilize foams, especially as whipping aid for egg white. It is also used in pharmaceutical coatings and plastics. This compound is a contaminant of emerging concern (CECs).
UsesPharmaceutic aid (plasticizer).
UsesTriethyl Citrate is a sequestrant that is an oily liquid, slightly solu- ble in water. it is found in lemon drinks.
Production MethodsTriethyl citrate is prepared by the esterification of citric acid and ethanol in the presence of a catalyst.
PreparationBy esterification of ethyl alcohol with citric acid.
DefinitionChEBI: Triethyl citrate is a carbonyl compound.
General DescriptionTriethyl citrate is a safe direct food additive.
Pharmaceutical ApplicationsTriethyl citrate and the related esters acetyltriethyl citrate, tributyl citrate, and acetyltributyl citrate are 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.
Triethyl citrate is also used as a direct food additive for flavoring, for solvency, and as a surface active agent.
Safety ProfileModerately toxic by intraperitoneal route. Mildly toxic by ingestion and inhalation. Combustible liquid when exposed to heat or flame. To fight fire, use dry chemical, CO2. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS and CITRIC ACID.
SafetyTriethyl citrate is used in oral pharmaceutical formulations and as a direct food additive. It is generally regarded as a nontoxic and nonirritant material. However, ingestion of large quantities may be harmful.
LD50 (mouse, IP): 1.75 g/kg
LD50 (rat, IP): 4 g/kg
LD50 (rat, oral): 5.9 g/kg
LD50 (rat, SC): 6.6 g/kg



storageTriethyl citrate should be stored in a closed container in a cool, dry location. When stored in accordance with these conditions, triethyl citrate is a stable product.
IncompatibilitiesTriethyl citrate is incompatible with strong alkalis and oxidizing materials.
Regulatory StatusGRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (oral capsules and tablets). Included in the Canadian List of Acceptable Nonmedicinal Ingredients.
Triethyl citrate Preparation Products And Raw materials
Preparation ProductsCitrazinic acid-->1-Propene-1,2,3-tricarboxylic acid, monoethyl ester-->Triethyl acetyl citrate
Triethyl phosphate citroflex Triethyl phosphonoacetate ACETYL TRIETHYL CITRATE Triethyl methanetricarboxylate Sodium citrate CITRATE Acetyl tributyl citrate Triethyl orthoformate ARSENIC ACID TRIETHYL ESTER Triethyl citrate Zinc citrate Mosapride citrate Ammonium citrate tribasic Sildenafil citrate 2-[5-(4-Chlorophenyl)pentyl]oxirane-2-carboxylic acid Triethyl phosphite Calcium citrate

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