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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, 46-46 (2009)
Booth HS.
Inorganic Syntheses, 53-53 (2009)
Booth HS.
Inorganic Syntheses, 54-54 (2009)
Booth HS.
Inorganic Syntheses, 51-51 (2009)
Booth HS.
Inorganic Syntheses, 48-48 (2009)

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