Acetyl Triethyl Citrate
Basic information
- CAS
77-89-4- 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
77-89-4Acetyl triethyl citrateAcetyltriethyl citrate1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, triethyl esterNSC-38875WBR36T90E2-(Acetyloxy)-1,2,3-propanetricarboxylic acid, triethyl esterRefChem:552517201-066-5Triethyl 2-acetoxypropane-1,2,3-tricarboxylateTriethyl O-acetylcitrateATEC
Show more names
O-AcetyLUniplex 82Triethyl Ocitroflexa2
Citroflex A 2Triethyl 2-acetylcitrateTriethyl acetylcitrateO-Acetylcitric acid triethyl esterCitric acid, acetyl triethyl esterCITRIC ACID, TRIETHYL ESTER, ACETATENSC 3887Acetyltriethyl citrate [NF]
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
FragrancesFragrance Ingredient (Acetyl triethyl citrate) -> IFRA transparency List
PlasticizersPlasticizers
Density1.135 @ 20°C
Boiling Point137 °C @760 [mm Hg]
Melting Point-40 °C
Vapor Pressure0.01 [mm Hg] @20 °C
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical DescriptionLiquid
Collision Cross Section
175.4 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5044576]
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
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.
Hazard Classes and CategoriesSkin Sens. 1 (83.3%)
Safety & protection
Protective Action Criteria (PAC)
21 [mg/m3]
230 [mg/m3]
1400 [mg/m3]
Toxicology
Chemistry & industry
Uses & manufacturing
UsesCIR ingredient: Acetyl Triethyl Citrate
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesPlasticizer
Household ProductsInformation on 1 consumer products that contain Acetyl Triethyl Citrate in the following categories is provided:
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
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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