252964

Sigma-Aldrich

Diphenylphosphine

98%

Synonym(s):
HPPh2, Ph2PH
Linear Formula:
(C6H5)2PH
CAS Number:
Molecular Weight:
186.19
Beilstein/REAXYS Number:
742504
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

2 mmHg ( 110 °C)

Quality Level

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

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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Packaging

10 g in glass bottle
1 kg in Sure/Seal™
50 g in Sure/Seal™

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

Signal Word

Danger

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2845 4.2

WGK Germany

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

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)
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...
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...
Kui Yu et al.
Nature communications, 7, 12223-12223 (2016-08-18)
Little is known about the molecular pathway to monomers of semiconductor nanocrystals. Here we report a general reaction pathway, which is based on hydrogen-mediated ligand loss for the precursor conversion to 'monomers' at low temperature before nucleation. We apply (31)P...

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