Lot numbers can be found on the outside label of a product:
Bis(4-(trifluoromethyl)phenyl)phosphine oxide
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CAS No. 15929-43-8
- Cat. No. CS-0098784
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 15929-43-8
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General Information
- CAS No. 15929-43-8
- Cat. No. CS-0098784
- Purity ≥97%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₉F₆OP
- Molecular Weight 338.18
- Synonym(s) Bis-(p-trifluormethyl-phenyl)-phosphinoxid
- SMILES O=P(C1=CC=C(C=C1)C(F)(F)F)C(C=C2)=CC=C2C(F)(F)F
Description
Bis(4-(trifluoromethyl)phenyl)phosphine oxide features two electron-withdrawing trifluoromethyl groups that enhance its stability and solubility in organic media. This phosphine oxide derivative serves as a robust ligand in transition metal catalysis, offering enhanced steric and electronic tuning for cross-coupling reactions under standard conditions.
Application
Bis(4-(trifluoromethyl)phenyl)phosphine oxide serves as a stable, bench-ready phosphine ligand that facilitates palladium-catalyzed cross-coupling reactions with enhanced functional group tolerance. Its electron-deficient aryl groups improve oxidative stability and promote efficient catalyst turnover in Suzuki-Miyaura and Negishi couplings. The molecule’s crystalline nature simplifies purification and handling, making it well-suited for reproducible synthesis of complex biaryls and pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
402-43-7 -
762-04-9 - ~77%
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In-stock
15929-43-8
References
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McDougal, Nolan T.; Streuff, Jan; Mukherjee, Herschel; Virgil, Scott C.; Stoltz, Brian M. Tetrahedron Letters, 2010 , vol. 51, # 42 p. 5550 - 5554
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Route2
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402-51-7
- ~%
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In-stock
15929-43-8
References
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Casalnuovo, Albert L.; RajanBabu, T. V.; Ayers, Timothy A.; Warren, Timothy H. Journal of the American Chemical Society, 1994 , vol. 116, # 22 p. 9869 - 9882
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Route3
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13685-91-1 - ~%
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In-stock
15929-43-8
References
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Narsireddy, Meda; Yamamoto, Yoshinori Journal of Organic Chemistry, 2008 , vol. 73, # 24 p. 9698 - 9709
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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 4.2347
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 2
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