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56169 Diphenylphosphine

CAS Number
829-85-6
Synonyms

Stock No. Size Price ($) Quantity Availability
56169-09 10g 67.70
56169-18 50g 245.00
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Diphenylphosphine

MDL
MFCD00003040
EINECS
212-591-4

Chemical Properties

Formula
(C6H5)2PH
Formula Weight
186.20
Form
Liquid
Boiling Point
280°
Flash Point
110°(230°F)
Density
1.07
Storage & Sensitivity
Moisture Sensitive. Air Sensitive. Light Sensitive. Store under Nitrogen. Ambient temperatures.
Solubility
Miscible with ethanol, ether, benzene, concentrated hydrochloric acid. Immiscible with water.

Applications

Diphenylphosphine acts as an intermediate in the preparation of diphenylphosphide derivatives, phosphonium salts, phosphine ligands and Wittig-Horner reagents. The presence of hydrogen atom bonded to phosphorus undergoes Michael-like addition to activated alkenes. It is involved in the preparation of 1,2-bis(diphenylphosphino)ethane and (phenyl-(phenylmethyl)phosphoryl)benzene. Further, it is used in the synthesis of aminophosphines and chiral palladacycles with N-heterocyclic carbene ligands as catalysts.

Notes

Light, air and moisture sensitive. Incompatible with strong oxidizing agents.

Literature References

Maser, L.; Flosdorf, K.; Langer, R. Synthesis and Reactivity of Iron(II) Hydride Complexes Containing Diphenylphosphine Ligands. J. Organomet. Chem. 2015, 791, 6-12.

Chew, R. J.; Li, X. R.; Li, Y.; Pullarkat, S. A.; Leung, P. H. Pd-Catalyzed Enantiodivergent and Regiospecific phospha-Michael Addition of Diphenylphosphine to 4-oxo-Enamides: Efficient Access to Chiral Phosphinocarboxamides and Their Analogues. Chem. Eur. J. 2015, 21 (12), 4800-4804.

GHS Hazard and Precautionary Statements

Hazard Statements: H250-H252-H315-H319-H335

Catches fire spontaneously if exposed to air. Self-heating in large quantities; may catch fire. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P222-P305+P351+P338-P405-P422a-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not allow contact with air. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Store contents under inert gas. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Hazard Class
4.2
Packing Group
I
Harmonized Tariff Code
2931.39
TSCA
No

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