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HomeProduct name listTriethylphosphine

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: 2024-08-05 11:15:57
Triethylphosphine Structural

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  n20/D 1.456(lit.)
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)
ghs
Flame
Flammables
GHS02
ghs
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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