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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:
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)

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

Signal Word

Danger

Hazard Statements

H250,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Brumwell, J. E.; Simpkins, N. S. et al.
Tetrahedron Letters, 34, 1215-1215 (1993)
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