Lot numbers can be found on the outside label of a product:
(2-Cyanophenyl)diphenylphosphine
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CAS No. 34825-99-5
- Cat. No. CS-0086880
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 34825-99-5
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General Information
- CAS No. 34825-99-5
- Cat. No. CS-0086880
- Purity ≥96%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₉H₁₄NP
- Molecular Weight 287.29
- Synonym(s) 2-(Diphenylphosphino)benzonitrile
- SMILES N#CC1=CC=CC=C1P(C2=CC=CC=C2)C3=CC=CC=C3
Description
(2-Cyanophenyl)diphenylphosphine features a strategically positioned nitrile group that enhances electronic modulation and coordination versatility. This phosphine integrates readily into transition metal catalysis, offering improved stability and reactivity in cross-coupling processes. Its ortho-cyano substitution enables directional control in complex ligand design.
Application
(2-Cyanophenyl)diphenylphosphine serves as a versatile phosphine ligand in palladium-catalyzed cross-coupling reactions, offering enhanced electronic modulation through the ortho-cyano substituent. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient C–C bond formation in complex molecule synthesis. The ligand enables reliable catalytic performance in Suzuki-Miyaura and Negishi couplings, particularly beneficial for constructing biaryl and heteroaryl scaffolds in medicinal chemistry and materials science applications.
Synthesis
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Route1
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394-47-8 -
829-85-6
- ~83%
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In-stock
34825-99-5
References
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Hingst, Martin; Tepper, Michael; Stelzer, Othmar European Journal of Inorganic Chemistry, 1998 , # 1 p. 73 - 82
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Route2
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In-stock
873-32-5 -
603-35-0
- ~17%
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In-stock
34825-99-5
References
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Wang, Yanchun; Lai, Chi Wai; Kwong, Fuk Yee; Jia, Wen; Chan, Kin Shing Tetrahedron, 2004 , vol. 60, # 42 p. 9433 - 9439
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Route3
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394-47-8
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17154-34-6 - ~92%
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In-stock
34825-99-5
References
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Reis, Andreas; Dehe, Daniel; Farsadpour, Saeid; Munstein, Isabel; Sun; Thiel, Werner R. New Journal of Chemistry, 2011 , vol. 35, # 11 p. 2488 - 2495
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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+H312+H332-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P501
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Quality Control
Computational Chemistry Data
- TPSA 23.79
- LogP 3.31648
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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