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346179

Sigma-Aldrich

Triethylphosphine solution

1.0 M in THF

Synonym(s):

PEt3, Triethylphosphorous solution

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About This Item

Linear Formula:
(C2H5)3P
CAS Number:
554-70-1
Molecular Weight:
118.16
Beilstein/REAXYS Number:
969170
MDL number:
MFCD00009256
UNSPSC Code:
12352128
PubChem Substance ID:
24861378
NACRES:
NA.22

form

liquid

reaction suitability

reagent type: ligand
reaction type: Arylations

concentration

1.0 M in THF

density

0.869 g/mL at 25 °C

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

Catalyst for:
  • Regioselective formation of alcohols from hydrocarbonylation of alkenes
  • Bronsted acid-assisted synthesis of dihydropyrones from aromatic aldehydes and allenoates
  • Silaboration of enynes
  • Conversion of phenylacetic acids to phenylacetonitriles of benzonitriles
  • Thermal decomposition of platinum and palladium naphthalenediyl
  • Asymmetrical Morita-Baylis-Hillman reaction

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH019

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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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
Vitor L Martins et al.
Physical chemistry chemical physics : PCCP, 17(35), 23041-23051 (2015-08-15)
This work presents the physicochemical characterization of two ionic liquids (ILs) with small phosphonium cations, triethylpenthylphosphonium bis(trifluoromethanesulfonyl)imide ([P2225][Tf2N]) and (2-methoxyethyl)trimethylphosphonium bis(trifluoromethanesulfonyl)imide ([P222(201)][Tf2N]), and their mixtures with Li(+). Properties such as the electrochemical window, density, viscosity and ionic conductivity are presented.
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