Basic information
- Standard SMILES
CCOC(=O)CC(CC(=O)OCC)(OC(C)=O)C(=O)OCC- InChIKey
WEAPVABOECTMGR-UHFFFAOYSA-N- Molecular formula
- C14H22O8
- Average molar mass
- 318.32 g/mol
- Monoisotopic mass
- 318.13146766
Overview
structure in first source
Names & identifiers
- Preferred name
- Acetyl Triethyl Citrate
- IUPAC
- triethyl 2-acetyloxypropane-1,2,3-tricarboxylate
- English name
- Triethyl acetyl citrate
- Molecular formula
- C14H22O8
- Molecular weight
- 318.32
Names & synonyms
Show more names
Database identifiers
- CAS
77-89-4- PubChem CID
- 6504
- DTXSID
DTXSID5044576- ChEMBL
CHEMBL2105928- UNII
- 5WBR36T90E
- EC Number
- 201-066-5
- Nikkaji
- J10.678J
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 105 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 13
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 395
Experimental & physicochemical properties
Cosmetics
Cosmetic ingredients (Acetyl Triethyl Citrate) -> CIR (Cosmetic Ingredient Review)
Plasticiser; Film forming
Collision Cross Section
175.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5044576]
174.36 Ų [M+Na]+
Physicochemical properties
- Melting point
- -42 °C · -42°C
- Boiling point
- 228 · 228-229 °C/100 mmHg (lit.)
- Density
- 1.136 g/mL · 1.136 g/mL at 25 °C (lit.)
- Pour Point
- -42 · -42
- refractive index
- 20 · n20/D 1.439(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 1 in · Soluble 1 in 140 of water; miscible with acetone, ethanol, and propan-2-ol.
- form
- Liquid
- color
- Colourless
- Odor
- odorless
- Viscosity
- 53.7 cp · 53.7cp (25C)
- BRN
- 1804947 · 1804947
- Cosmetics Ingredients Functions
- FILM FORMINGFRAGRANCEPLASTICISERPERFUMING
- 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
- 2.17 · 2.170 (est)
- CAS DataBase Reference
- 77 · 77-89-4(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- ACETYL TRIETHYL CITRATE
- FDA 21 CFR
- 175.105 · 175.105; 175.300; 175.320;178.3910; 181.27
- EWG's Food Scores
- 2 · 2
- FDA UNII
- 5 WBR36T90E · 5WBR36T90E
- NIST Chemistry Reference
- 1 · 1,2,3-Propanetricarboxylic acid, 2-acetoxy-, triethyl ester(77-89-4)
- EPA Substance Registry System
- 1 · 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, triethyl ester (77-89-4)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 1 · 1
- RTECS
- 8225000 · GE8225000
- TSCA
- TSCA listed
- HS Code
- 2918150000 · 2918150000
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 12.9% (207 of 1604) of reports.
Warning
H317 (83.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1604 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, triethyl ester
1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-triethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-triethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Triethyl O-acetylcitrate (EC: 201-066-5)
1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, triethyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Safety & protection
Protective Action Criteria (PAC)
21 [mg/m3]
230 [mg/m3]
1400 [mg/m3]
Toxicology
Safety data
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- GE8225000
- hs_code
- 2918150000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302-H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Use Classification
Fragrance Ingredients
Cosmetics -> Plasticiser; Film forming
General Manufacturing Information
Plastics Material and Resin Manufacturing
1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-triethyl ester: ACTIVE
Applications
UsesATEC 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.
UsesTriethyl 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.
General DescriptionCertified 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.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionAqueous-based pharmaceutical coat- ings.
Related reactions
No reaction records under the current filter.
Linked notes
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