Lot numbers can be found on the outside label of a product:
Bis(4-methoxyphenyl)phosphine oxide
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CAS No. 15754-51-5
- Cat. No. CS-0150369
- Purity≥96%
- MDL No.MFCD06754095
*For research and further manufacturing use only, not for direct human use.
Structure of 15754-51-5
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General Information
- CAS No. 15754-51-5
- Cat. No. CS-0150369
- Purity ≥96%
- MDL No. MFCD06754095
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₅O₃P
- Molecular Weight None
- Synonym(s) Bis(4-methoxyphenyl)phosphonic acid
- SMILES COC1=CC=C(C=C1)P(=O)C2=CC=C(C=C2)OC
Description
Bis(4-methoxyphenyl)phosphine oxide features two electron-donating methoxy groups that enhance solubility and stability in polar organic solvents. This bench-stable phosphine oxide integrates readily into catalytic systems, where its oxygen-bridged phosphorus center facilitates ligand exchange and coordination to transition metals. The para-methoxy substituents reduce steric crowding while maintaining electronic activation, enabling efficient performance in cross-coupling reactions under mild conditions.
Application
Bis(4-methoxyphenyl)phosphine oxide serves as a stable, bench-friendly ligand in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its electron-donating methoxy groups enhance reactivity while maintaining compatibility with diverse functional groups, facilitating straightforward purification and scalability in synthetic workflows.
Synthesis
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Route1
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762-04-9 - ~54%
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In-stock
15754-51-5
References
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Takeda Chemical Industries, Ltd. Patent: EP1452537 A1, 2004 ; Location in patent: Page 25 ;
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Route2
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104-92-7
- ~68%
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In-stock
15754-51-5
References
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Bayardon, Jerome; Cavazzini, Marco; Maillard, David; Pozzi, Gianluca; Quici, Silvio; Sinou, Denis Tetrahedron Asymmetry, 2003 , vol. 14, # 15 p. 2215 - 2224
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Route3
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762-04-9
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13139-86-1
- ~43%
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In-stock
15754-51-5
References
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Busacca, Carl A.; Lorenz, Jon C.; Grinberg, Nelu; Haddad, Nizar; Hrapchak, Matt; Latli, Bachir; Lee, Heewon; Sabila, Paul; Saha, Anjan; Sarvestani, Max; Shen, Sherry; Varsolona, Richard; Wei, Xudong; Senanayake, Chris H. Organic Letters, 2005 , vol. 7, # 19 p. 4277 - 4280
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS07
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Signal Word : Danger
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UN#: 1325
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Class : 4.1
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Packing Group : Ⅱ
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Hazard Statements : H228-H315-H319-H335
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Precautionary Statements : P210-P240-P241-P280-P370+P378
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Quality Control
Computational Chemistry Data
- TPSA 35.53
- LogP 2.2143
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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