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252964

Sigma-Aldrich

Diphenylphosphine

98%

Synonym(s):

HPPh2, Ph2PH

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About This Item

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

vapor pressure

2 mmHg ( 110 °C)

Quality Level

200

assay

98%

form

liquid

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

SMILES string

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

InChI

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

InChI key

GPAYUJZHTULNBE-UHFFFAOYSA-N

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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_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK5993
STBK3879
STBK0982
STBJ5905
STBJ5360

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Posner, G. H.; Nelson, T. D.
The Journal of Organic Chemistry, 56, 4339-4339 (1991)
Schow, S. R.; Bloom, J. D. et al.
Journal of the American Chemical Society, 108, 2662-2662 (1986)
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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
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
Lars Riis Damgaard et al.
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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
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