Triethylphosphine
Synonym(s):PEt3;Triethylphosphorous solution
- CAS NO.:554-70-1
- Empirical Formula: C6H15P
- Molecular Weight: 118.16
- MDL number: MFCD00009256
- EINECS: 209-068-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-21 17:11:28
What is Triethylphosphine?
Chemical properties
Colorless Transparent Liquid
The Uses of Triethylphosphine
Triethylphosphine is used as a ligand for arylation. It is used in organic synthesis.
The Uses of Triethylphosphine
suzuki reaction
The Uses of Triethylphosphine
In organic syntheses.
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.]
Properties of Triethylphosphine
Melting point: | -88°C |
Boiling point: | 127-128 °C(lit.) |
Density | 0.88 g/mL at 20 °C |
refractive index | n |
Flash point: | 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 |
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) |
Safety information for Triethylphosphine
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H250:Pyrophoric liquids; Pyrorophoric solids H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P231+P232:Handle under inert gas. Protect from moisture. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P370+P378:In case of fire: Use … for extinction. |
Computed Descriptors for Triethylphosphine
InChIKey | RXJKFRMDXUJTEX-UHFFFAOYSA-N |
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