Lot numbers can be found on the outside label of a product:
Trimesitylphosphine
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CAS No. 23897-15-6
- Cat. No. CS-W009737
- Purity≥95%
- MDL No.MFCD00014912
*For research and further manufacturing use only, not for direct human use.
Structure of 23897-15-6
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General Information
- CAS No. 23897-15-6
- Cat. No. CS-W009737
- Purity ≥95%
- MDL No. MFCD00014912
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₇H₃₃P
- Molecular Weight 388.54
- Synonym(s) tris(2,4,6-trimethylphenyl)phosphane
- SMILES CC1=CC(C)=CC(C)=C1P(C2=C(C)C=C(C)C=C2C)C3=C(C)C=C(C)C=C3C
Description
Trimesitylphosphine features three mesityl groups attached to a central phosphorus atom, delivering exceptional steric bulk and electronic stability. This bench-stable ligand resists oxidation and facilitates catalytic transformations under mild conditions, particularly in palladium-catalyzed cross-coupling reactions where bulky ligands enhance reactivity and selectivity.
Application
Trimesitylphosphine serves as a sterically encumbered, bench-stable phosphine ligand enabling selective cross-coupling reactions in palladium-catalyzed processes. Its three mesityl groups confer exceptional resistance to oxidation and facilitate easy purification. The ligand functions effectively in Suzuki-Miyaura, Negishi, and Stille couplings, particularly with challenging substrates such as aryl chlorides and sterically hindered partners, offering high catalyst turnover and robust performance under standard reaction conditions.
Synthesis
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Route1
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In-stock
576-83-0 - ~85%
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In-stock
23897-15-6
References
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Reissmann, Matti; Schaefer, Andre; Jung, Sebastian; Mueller, Thomas Organometallics, 2013 , vol. 32, # 22 p. 6736 - 6744
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Route2
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2633-66-1 - ~94%
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In-stock
23897-15-6
References
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Sasaki, Shigeru; Murakami, Fumiki; Yoshifuji, Masaaki Tetrahedron Letters, 1997 , vol. 38, # 40 p. 7095 - 7098
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Route3
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2633-66-1
- ~%
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In-stock
23897-15-6
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67950-05-4 -
86280-09-3
References
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Chemische Berichte, , vol. 116, # 5 p. 1947 - 1954
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS08
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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-H317-H319-H335-H360
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Precautionary Statements : P261-P264-P271-P272-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 6.22058
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 3
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