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93092

Sigma-Aldrich

Triphenylphosphine

≥95.0% (GC)

Synonym(s):

Phosphorustriphenyl

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About This Item

Linear Formula:
(C6H5)3P
CAS Number:
Molecular Weight:
262.29
Beilstein:
610776
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

9 (vs air)

Quality Level

vapor pressure

5 mmHg ( 20 °C)

Assay

≥95.0% (GC)

form

crystals

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

impurities

~3% triphenylphosphine oxide

bp

377 °C (lit.)

mp

77-84 °C
79-81 °C (lit.)

solubility

water: soluble 0.00017 g/L at 22 °C

functional group

phosphine

SMILES string

c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

InChI key

RIOQSEWOXXDEQQ-UHFFFAOYSA-N

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General description

Triphenylphosphine, also referred to as PPH3, is an organophosphorous compound. It readily forms complexes with platinum-metal group salts.

Application


  • The palladium-based complexes bearing 1, 3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: This study discusses the synthesis and characterization of new palladium-based complexes incorporating triphenylphosphine, providing insights into their potential catalytic activities (Aktaş et al., 2022).

  • Polymer-supported triphenylphosphine: This review highlights the diverse applications of polymer-supported triphenylphosphine in organic synthesis and its significant role in promoting more sustainable and efficient chemical processes (Moussa et al., 2019).

  • Application prospects of triphenylphosphine-based mitochondria-targeted cancer therapy: The review focuses on the utilization of triphenylphosphine for developing mitochondria-targeted drugs, emphasizing its potential in cancer therapy (Cheng et al., 2023).

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1B - STOT RE 1 Inhalation

Target Organs

Central nervous system,Peripheral nervous system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

356.0 °F - closed cup

Flash Point(C)

180 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Booth HS.
Inorganic Syntheses, 48-48 (2009)
Booth HS.
Inorganic Syntheses, 53-53 (2009)
Alexandra Madeira et al.
Nanomaterials (Basel, Switzerland), 9(6) (2019-06-23)
Silver nanowire (AgNW) transparent electrodes show promise as an alternative to indium tin oxide (ITO). However, these nanowire electrodes degrade in air, leading to significant resistance increases. We show that passivating the nanowire surfaces with small organic molecules of 11-mercaptoundecanoic
Booth HS.
Inorganic Syntheses, 54-54 (2009)
Booth HS.
Inorganic Syntheses, 46-46 (2009)

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