Lot numbers can be found on the outside label of a product:
Diphenylphosphine oxide
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CAS No. 4559-70-0
- Cat. No. CS-W007660
- Purity≥95%
- MDL No.MFCD00002079
*For research and further manufacturing use only, not for direct human use.
Structure of 4559-70-0
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General Information
- CAS No. 4559-70-0
- Cat. No. CS-W007660
- Purity ≥95%
- MDL No. MFCD00002079
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₁OP
- Molecular Weight 202.19
- Synonym(s) oxo(diphenyl)phosphonium; Diphenylphosphine oxide
- SMILES O=P(C1=CC=CC=C1)C2=CC=CC=C2
Description
Diphenylphosphine oxide can be used as a coupling partner to prepare various organophosphorus compounds via cross-coupling reaction with aryl halides in the presence of Ni/Zn catalyst.It can also be used as a reactant to synthesize:Diphenyl(2-phenyl-2H-indazol-3-yl)phosphine oxide derivatives by phosphonylation of 2H-indazoles using rose bengal as a catalyst.Alkenyldiphenylphosphine oxides by hydrophosphinylation of terminal alkynes in the presence of transition metal catalysts.Diphenylphosphino-containing chiral ligands for asymmetric catalytic reactions via Pd-catalyzed coupling reaction with aryl triflates.Triarylphosphine oxides and Horner-Wittig reagents.
Application
Diphenylphosphine oxide serves as a stable, bench-ready phosphine ligand precursor and versatile intermediate in transition-metal-catalyzed cross-coupling reactions. Its robustness under air and moisture facilitates handling, while its ability to participate in P–H bond formation and phosphine synthesis enables reliable access to functionalized phosphines. Functions as a key building block in the preparation of chiral ligands and catalytic systems for C–C and C–heteroatom bond constructions.
Synthesis
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Route1
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In-stock
791-28-6 - ~86%
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In-stock
4559-70-0
References
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Stankevic, Marek; Wlodarczyk, Adam; Jaklinska, Magdalena; Parcheta, Renata; Pietrusiewicz, K. Michal Tetrahedron, 2011 , vol. 67, # 45 p. 8671 - 8678
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Route2
References
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Adam, Mohamed Shaker S.; Mohamad, Ahmad Desoky; Jones, Peter G.; Kindermann, Markus K.; Heinicke, Joachim W. Polyhedron, 2013 , vol. 50, # 1 p. 101 - 111
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Route3
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1079-66-9 - ~96%
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In-stock
4559-70-0
References
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Nishizawa, Masahiro; Shioji, Kosei; Kurauchi, Yoshimitsu; Okuma, Kentaro; Kohno, Masahiro Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 3 p. 495 - 497
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 2.1971
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 2
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