Lot numbers can be found on the outside label of a product:
2-(Diphenylphosphino)phenol
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CAS No. 60254-10-6
- Cat. No. CS-W021440
- Purity≥95%
- MDL No.MFCD00015846
*For research and further manufacturing use only, not for direct human use.
Structure of 60254-10-6
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General Information
- CAS No. 60254-10-6
- Cat. No. CS-W021440
- Purity ≥95%
- MDL No. MFCD00015846
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₁₅OP
- Molecular Weight 278.29
- Synonym(s) 2-hydroxyphenyl)diphenylphosphine
- SMILES OC1=CC=CC=C1P(C2=CC=CC=C2)C3=CC=CC=C3
Description
2-(Diphenylphosphino)phenol features a phenolic hydroxyl group flanked by a diphenylphosphino moiety, enabling dual coordination in transition metal catalysis. This combination delivers enhanced stability and reactivity in palladium- and nickel-catalyzed cross-coupling processes, particularly under mild conditions. The molecule's rigid aryl framework supports efficient ligand integration, facilitating selective bond formation in complex synthetic sequences.
Application
2-(Diphenylphosphino)phenol serves as a versatile ligand precursor in transition metal catalysis, enabling efficient cross-coupling reactions through its stable phosphine functionality and ortho-hydroxyl group. The phenolic OH facilitates coordination to metals and enhances solubility in polar solvents, while the diphenylphosphino moiety provides strong electron donation and robustness under standard reaction conditions. Its bench-stable nature and compatibility with palladium- and nickel-catalyzed transformations make it a practical choice for synthetic chemists developing complex molecular architectures.
Synthesis
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Route1
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In-stock
533-58-4 -
829-85-6 - ~76%
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In-stock
60254-10-6
References
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Kapadnis, Prashant B.; Hall, Evan; Ramstedt, Madeleine; Galloway, Warren R. J. D.; Welch, Martin; Spring, David R. Chemical Communications, 2009 , # 5 p. 538 - 540
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Route2
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62815-32-1
- ~74%
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In-stock
60254-10-6
References
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Bianchi, Aldo; Bernardi, Anna Tetrahedron Letters, 2004 , vol. 45, # 10 p. 2231 - 2234 Title/Abstract Full Text View citing articles Show Details Bianchi, Aldo; Bernardi, Anna Journal of Organic Chemistry, 2006 , vol. 71, # 12 p. 4565 - 4577
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Route3
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502159-02-6
- ~70%
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In-stock
60254-10-6
References
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Blume, Florian; Zemolka, Saskia; Fey, Thorsten; Kranich, Remo; Schmalz, Hans-Guenther Advanced Synthesis and Catalysis, 2002 , vol. 344, # 8 p. 868 - 883
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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 : H315-H319-H335-H413
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Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 20.23
- LogP 3.1504
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 3
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