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Merck
CN

252964

Diphenylphosphine

98%, liquid

Synonym(s):

HPPh2, Ph2PH

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About This Item

Linear Formula:
(C6H5)2PH
CAS Number:
829-85-6
Molecular Weight:
186.19
NACRES:
NA.22
PubChem Substance ID:
24855251
UNSPSC Code:
12352002
EC Number:
212-591-4
MDL number:
MFCD00003040
Beilstein/REAXYS Number:
742504

Key Documents

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Product Name

Diphenylphosphine, 98%

form

liquid

InChI key

GPAYUJZHTULNBE-UHFFFAOYSA-N

InChI

1S/C12H11P/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H

SMILES string

C1(PC2=CC=CC=C2)=CC=CC=C1

vapor pressure

2 mmHg ( 110 °C)

assay

98%

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

refractive index

n20/D 1.625 (lit.)

bp

280 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

functional group

phosphine

Quality Level

200

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Application

Deprotonation of Ph2PH gives diphenylphosphide, used for synthesis of novel phosphine ligands, Wittig-Horner reagents, and phosphonium salts; source of phosphorus-centered radicals.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Pyr. Liq. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5047
SDBB4405
SDBB5048
STBL3487
STBL3860

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Lars Riis Damgaard et al.
Analytica chimica acta, 1101, 135-140 (2020-02-08)
Nitrous oxide is an important greenhouse gas and there is a need for sensitive techniques to study its distribution in the environment at concentrations near equilibrium with the atmosphere (9.6 nM in water at 20 °C). Here we present an electrochemical sensor
Brumwell, J. E.; Simpkins, N. S. et al.
Tetrahedron Letters, 34, 1215-1215 (1993)
Schow, S. R.; Bloom, J. D. et al.
Journal of the American Chemical Society, 108, 2662-2662 (1986)
Urszula K Komarnicka et al.
Journal of inorganic biochemistry, 165, 25-35 (2016-10-21)
In this paper we present lomefloxacin's (HLm, 2nd generation fluoroquinolone antibiotic agent) organic and inorganic derivatives: aminomethyl(diphenyl)phosphine (PLm), its oxide as well as new copper(I) iodide or copper(I) thiocyanate complexes with PLm and 2,9-dimethyl-1,10-phenanthroline (dmp) or 2,2'-biquinoline (bq) as the
Yu Wang et al.
Science advances, 5(6), eaaw5623-eaaw5623 (2019-06-13)
The behavior of individual nanocrystals during superlattice phase transitions can profoundly affect the structural perfection and electronic properties of the resulting superlattices. However, details of nanocrystal morphological changes during superlattice phase transitions are largely unknown due to the lack of
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