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245275

Sigma-Aldrich

Triethylphosphine

99%

Synonym(s):

Triethylphosphorus

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About This Item

Linear Formula:
(C2H5)3P
CAS Number:
554-70-1
Molecular Weight:
118.16
Beilstein/REAXYS Number:
969170
EC Number:
209-068-8
MDL number:
MFCD00009256
UNSPSC Code:
12352128
PubChem Substance ID:
24854512
NACRES:
NA.22

Quality Level

100

assay

99%

form

liquid

reaction suitability

reagent type: ligand
reaction type: Arylations

refractive index

n20/D 1.456 (lit.)

bp

127-128 °C (lit.)

density

0.802 g/mL at 20 °C (lit.)

functional group

phosphine

SMILES string

CCP(CC)CC

InChI

1S/C6H15P/c1-4-7(5-2)6-3/h4-6H2,1-3H3

InChI key

RXJKFRMDXUJTEX-UHFFFAOYSA-N

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Application

Triethylphosphine is generally used as a ligand in the organometallic chemistry. It can be used in:
  • Synthesis of the tetrahedrally coordinated L3Fe-Nx complex with a terminal nitride group.
  • Synthesis of (PEt3)2Ni(η2-C14H10), a source of the reactive Ni(PEt3)2 moiety.
  • Synthesis of dinuclear rhodium complexes with triethyllphosphane bridges.

Other Notes

This container should be opened only by a technically qualified person.

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pictograms

FlameCorrosion
GHS02,GHS05

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Danger

Hazard Classifications

Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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A Tetrahedrally Coordinated L3Fe? N x Platform that Accommodates Terminal Nitride (FeIV? N) and Dinitrogen (FeI? N2? FeI) Ligands.
Betley T A and Peters J C
Journal of the American Chemical Society, 126(20), 6252-6254 (2004)
Unexpected Intermediates and Products in the C? F Bond Activation of Tetrafluorobenzenes with a Bis (triethylphosphine) Nickel Synthon: Direct Evidence of a Rapid and Reversible C? H Bond Activation by Ni (0).
Johnson S A, et al.
Journal of the American Chemical Society, 130(51), 17278-17280 (2008)
Breaking the Rule: Synthesis and Molecular Structure of Dinuclear Rhodium Complexes with Bridging and Semibridging Trialkylphosphane Ligands.
Pechmann T, et al.
Angewandte Chemie (International Edition in English), 39(21), 3909-3911 (2000)
Quintin R Sheridan et al.
The journal of physical chemistry. B, 120(46), 11951-11960 (2016-10-27)
A combination of X-ray scattering experiments and molecular dynamics simulations were conducted to investigate the structure of ionic liquids (ILs) which chemically bind CO
Sarah A Weicker et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(37), 13027-13034 (2015-08-01)
Silyl triflates of the form R4-n Si(OTf)n (n=1, 2; OTf=OSO3 CF3 ) are shown to activate carbon dioxide when paired with bulky alkyl-substituted Group 15 bases. Combinations of silyl triflates and 2,2,6,6-tetramethylpiperidine react with CO2 to afford silyl carbamates via a
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