|  | |  |  | Triethylphosphine Basic information | 
|  |  | Triethylphosphine Chemical Properties | 
 | Melting point | -88°C |  | Boiling point | 127-128 °C(lit.) |  | density | 0.88 g/mL at 20 °C |  | refractive index | n20/D 1.456(lit.) |  | Fp | 1 °F |  | form | liquid |  | color | colorless |  | Odor | vile, nauseating odor.stench |  | Water Solubility | Insoluble in water. |  | Sensitive | Air & Moisture Sensitive |  | Merck | 14,9675 |  | BRN | 969170 |  | InChIKey | RXJKFRMDXUJTEX-UHFFFAOYSA-N |  | CAS DataBase Reference | 554-70-1(CAS DataBase Reference) |  | NIST Chemistry Reference | Phosphine, triethyl-(554-70-1) |  | EPA Substance Registry System | Phosphine, triethyl- (554-70-1) | 
|  |  | Triethylphosphine Usage And Synthesis | 
 | Chemical Properties | Colorless Transparent Liquid |  | Uses | In organic syntheses. |  | Uses | suzuki reaction |  | Uses | Triethylphosphine is used as a ligand for arylation. It is used in organic synthesis. |  | Definition | ChEBI: Triethylphosphine is a tertiary phosphine. |  | Safety Profile | Highly flammable liquid. Reactswith oxygen at low temperatures to form an explosiveproduct. When heated to decomposition it emits toxicfumes of POx. |  | Purification Methods | All operations should be carried out in an efficient fume cupboard because it is flammable, toxic and has a foul odour. Purify the phosphine by fractional distillation at atmospheric pressure in a stream of dry N2, as it is oxidised by air to the oxide. In 300% excess of CS2 it forms Et3PCS2 (m 118-120o crystallising from MeOH) which decomposes in CCl4 to give Et3PS as a white solid m 94o when recrystallised from EtOH. [Sorettas & Isbell J Org Chem 27 273 1962, Henderson & Streuli J Am Chem Soc 82 5791 1960, pK: Henderson & Streuli J Am Chem Soc 82 5791 1960, see also trimethylphosphine.] Store it in sealed vials under N2. Alternatively, dissolve it in Et2O and shake it with a solution of AgI and KI to form the insoluble complex. Filter off the complex, dry it over P2O5 and the Et3P is regenerated by heating the complex in a tube attached to a vacuum system. [Hewitt & Holliday J Chem Soc 530 1953, Schettas & Isbell J Org Chem 27 2573 1962, Kosolapoff Organophosphorus Compounds, Wiley p 31 1950, Beilstein 4 IV 3431.] | 
|  |  | Triethylphosphine Preparation Products And Raw materials | 
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