Ethyltriphenylphosphonium acetate (HCID 94470)

Names & identifiers

Preferred name: Ethyltriphenylphosphonium acetate
IUPAC: ethyl(triphenyl)phosphanium acetate
English name: Ethyltriphenylphosphonium acetate
Molecular formula: C22H23O2P
Molecular weight: 350.39

Names & synonyms

Ethyltriphenylphosphonium acetate35835-94-0EINECS 252-743-7DTXSID8067945Phosphonium, ethyltriphenyl-, acetate (1:1)RefChem:139212DTXCID2039097252-743-7ethyl(triphenyl)phosphanium;acetateMFCD00061389Phosphonium, ethyltriphenyl-, acetateC22H23O2P

Show more names

ETPPAAcETTPPAACCH3CH2P(C6H5)3O2CCH3Ethyltriphenylphosphethyltriphenyl-phosphoniuacetatePhosphonium,ethyltriphenyl-,acetateEthyltriphenylphosponium acid acetate

ethyl(triphenyl)phosphanium,acetateEthyltriphenylphosphonium acetate, 70% in methanolSCHEMBL133341ethyltriphenyl phosphonium acetateethyl(triphenyl)phosphonium;acetateEthyltri(phenyl)phosphanium acetateAKOS015896112CS-0153893

Database identifiers

CAS: 35835-94-0
PubChem CID: 94470
DTXSID: DTXSID8067945
EC Number: 252-743-7

Properties

Computed structural properties

Topological polar surface area: 40.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 25
Formal charge: 0
Complexity: 273

Experimental & physicochemical properties

Physical DescriptionLiquid

Physicochemical properties

Boiling point: 275 ℃[at · 275℃[at 101 325 Pa]
Density: 1.05 · 1.05
vapor pressure: 0 Pa · 0Pa at 25℃
Flash point: -17 ° · -17°(0°F)
form: Liquid
color: Yellow to dark brown
Water Solubility: Soluble in water, alcohol.
InChI: InChI=1S/C20H20P.C2H4O2/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;1-2(3)4/h3-17H,2H2,1H3;1H3,(H,3,4)/q+1;/p-1
InChIKey: HZZUMXSLPJFMCB-UHFFFAOYSA-M
SMILES: [P+](C1C=CC=CC=1)(C1C=CC=CC=1)(CC)C1C=CC=CC=1.C([O-])(=O)C
LogP: -0.64 at · -0.64 at 23.5℃
CAS DataBase Reference: 35835 · 35835-94-0(CAS DataBase Reference)
EPA Substance Registry System: Phosphonium, ethyltriphenyl-, acetate (35835-94-0)
Symbol(GHS): 2 · GHS02,GHS06,GHS07,GHS08
Hazard statements: 225 · H225-H301-H311-H315-H319-H331-H335-H370
Precautionary statements: 210 · P210-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a
RIDADR: 1993 · UN1993
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: II
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 4.9% (5 of 103) of reports.

Danger

H301 (95.1%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 103 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Phosphonium, ethyltriphenyl-, acetate

Phosphonium, ethyltriphenyl-, acetate (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphonium, ethyltriphenyl-, acetate (1:1) 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)

Status: Active Update: 18-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/27361

Phosphonium, ethyltriphenyl-, acetate: 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 CategoriesAcute Tox. 3 (95.1%)

Safety data

tsca: TSCA listed
ridadr: UN1993
Symbol(GHS): GHS02,GHS06,GHS07,GHS08
hazard_class: 3
packing_group: II
Hazard statements: H225-H301-H311-H315-H319-H331-H335-H370
REACH Registrations: Active
Precautionary statements: P210-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

U.S. Production2023: <50,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

Phosphonium, ethyltriphenyl-, acetate (1:1): ACTIVE

Applications · 2 items

DescriptionEthyltriphenylphosphonium Acetate, also known as ETPAAC, ETPAACc and TEPA, is a colourless to slightly yellow liquid with the chemical formula C22H23O2P. This quaternary phosphonium salt is available in a 70% by-weight solution in methanol. Notably, one mole of acetic acid is bound to each mole of ETPAAC. Furthermore, the material is mainly used for advancing and curing phenolic-based epoxy resins and serving as a phase transfer catalyst. Compared to amines, imidazoles, and quaternary ammonium salts, Ethyltriphenylphosphonium Acetate has considerably better latency and thermal stability. Further, it offers a low odour, minimal colour formation and controlled reactivity.

UsesEthyltriphenylphosphonium acetate is mainly used to advance and cure phenolic-based epoxy resins and as a phase transfer catalyst. It exhibits considerably better latency and thermal stability when compared to amines, imidazoles and quaternary ammonium salts. Furthermore, it has minimal odour, colour formation, and controlled reactivity. It decreases or eliminates side reactions and creates longer, straighter chain epoxy molecules with sharp molecular weight distribution.