Lot numbers can be found on the outside label of a product:
(4-Bromophenyl)diphenylphosphine
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CAS No. 734-59-8
- Cat. No. CS-0040657
- Purity≥95%
- MDL No.MFCD00000099
*For research and further manufacturing use only, not for direct human use.
Structure of 734-59-8
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General Information
- CAS No. 734-59-8
- Cat. No. CS-0040657
- Purity ≥95%
- MDL No. MFCD00000099
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₁₄BrP
- Molecular Weight 341.18
- Synonym(s) Diphenyl-4-bromophenylphosphine
- SMILES BrC1=CC=C(P(C2=CC=CC=C2)C3=CC=CC=C3)C=C1
Description
(4-Bromophenyl)diphenylphosphine features a brominated aryl group coupled with two phenyl rings on phosphorus, delivering a robust, bench-stable platform for cross-coupling reactions. The para-bromo substituent enables direct functionalization in palladium-catalyzed processes, while the diphenylphosphine moiety provides strong electron donation and ligand stability. This combination facilitates efficient C–C and C–heteroatom bond formation under standard conditions.
Application
(4-Bromophenyl)diphenylphosphine serves as a versatile phosphine ligand in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki-Miyaura conditions. The bromophenyl group provides a handle for further functionalization, while the diphenylphosphine moiety offers strong electron-donating properties and excellent stability under ambient conditions. Its bench-stable nature and compatibility with diverse reaction substrates make it ideal for iterative synthesis and late-stage diversification in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
106-37-6 -
1079-66-9 - ~95%
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In-stock
734-59-8
References
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Beele, Bjoern; Guenther, Johannes; Perera, Melanie; Stach, Michaela; Oeser, Thomas; Bluemel, Janet New Journal of Chemistry, 2010 , vol. 34, # 12 p. 2729 - 2731
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References
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Tunney, S. E.; Stille, J. K. Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 748 - 753
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Route3
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In-stock
589-87-7 -
1079-66-9
- ~74%
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In-stock
734-59-8
References
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Xue, Mei; Li, Jiayun; Peng, Jiajian; Bai, Ying; Zhang, Guodong; Xiao, Wenjun; Lai, Guoqiao Applied Organometallic Chemistry, 2014 , vol. 28, # 2 p. 120 - 126
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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 0
- LogP 4.2073
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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