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93092

Triphenylphosphine

Name: Triphenylphosphine
Brand: SIAL

≥95.0% (GC), crystals

Synonym(s):

Phosphorustriphenyl

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About This Item

Linear Formula:

(C₆H₅)₃P

CAS Number:

603-35-0

Molecular Weight:

262.29

NACRES:

NA.21

PubChem Substance ID:

57653514

UNSPSC Code:

12352100

EC Number:

210-036-0

MDL number:

MFCD00003043

Beilstein/REAXYS Number:

610776

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Properties

Product Name

Triphenylphosphine, ≥95.0% (GC)

vapor density

9 (vs air)

Quality Level

200

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

Description

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).

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pictograms

GHS08,GHS05,GHS07

signalword

Danger

hcodes

H302,H317,H318,H372

pcodes

P260 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P314

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

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品

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Booth HS.

Inorganic Syntheses, 51-51 (2009)

Increasing Silver Nanowire Network Stability through Small Molecule Passivation.

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