Ethyltriphenylphosphonium acetate
ETPPAAc · ETTPPAAC · Einecs 252-743-7 · CH3CH2P(C6H5)3O2CCH3 · Ethyltriphenylphosph · ethyltriphenyl-phosphoniuacetate · ETHYLTRIPHENYLPHOSPHONIUM ACETATE · Phosphonium,ethyltriphenyl-,acetate
Identifiers & Physical Properties
| CAS No. | 35835-94-0 |
|---|---|
| Molecular formula | C20H20P.C2H3O2 |
| Average molar mass | 350.4 g/mol |
| Monoisotopic mass | 350.14356661 g/mol |
| SMILES | CC(=O)[O-].CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1 |
| InChIKey | HZZUMXSLPJFMCB-UHFFFAOYSA-M |
| PubChem CID | 94470 |
| EC No. | 252-743-7 |
| DTXSID | DTXSID8067945 |
Chemical & Physical Properties
| Topological polar surface area | 40.1 |
|---|---|
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 4 |
| Heavy atoms | 25 |
| Formal charge | 0 |
| Complexity | 273 |
| Physical Description | Liquid |
| Boiling point | 275℃[at 101 325 Pa] |
| Density | 1.05 |
| Vapor pressure | 0Pa at 25℃ |
| Flash point | -17°(0°F) |
| Physical state | Liquid |
| Color | Yellow to dark brown |
| 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)20-16-10-5-11-17-201-2(3)4/h3-17H,2H2,1H31H3,(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 (partition coefficient) | -0.64 at 23.5℃ |
| CAS DataBase Reference | 35835-94-0(CAS DataBase Reference) |
| EPA Substance Registry System | Phosphonium, ethyltriphenyl-, acetate (35835-94-0) |
| GHS pictogram | GHS02,GHS06,GHS07,GHS08 |
| GHS hazard statements | H225-H301-H311-H315-H319-H331-H335-H370 |
| GHS precautionary statements | P210-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a |
| UN transport number | UN1993 |
| TSCA inventory status | TSCA listed |
| Hazard class | 3 |
| Packing group | II |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 4.9% (5 of 103) of reports.DangerH301 (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. |
|---|---|
| Regulatory information | Chemical: Phosphonium, ethyltriphenyl-, acetatePhosphonium, 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/27361Phosphonium, 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 Categories | Acute Tox. 3 (95.1%) |
| TSCA inventory status | TSCA listed |
| UN transport number | UN1993 |
| GHS pictogram | GHS02,GHS06,GHS07,GHS08 |
| Hazard class | 3 |
| Packing group | II |
| GHS hazard statements | H225-H301-H311-H315-H319-H331-H335-H370 |
| REACH registrations | Active |
| GHS precautionary statements | P210-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a |
Applications & Uses
Description
Ethyltriphenylphosphonium 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.
Uses
Ethyltriphenylphosphonium 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.