Lot numbers can be found on the outside label of a product:
2-Methyl-1,10-phenanthroline
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CAS No. 3002-77-5
- Cat. No. CS-W004548
- Purity≥98%
- MDL No.MFCD06643855
*For research and further manufacturing use only, not for direct human use.
Structure of 3002-77-5
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General Information
- CAS No. 3002-77-5
- Cat. No. CS-W004548
- Purity ≥98%
- MDL No. MFCD06643855
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₀N₂
- Molecular Weight None
- Synonym(s) None
- SMILES CC1=NC2=C3C(C=CC=N3)=CC=C2C=C1
Description
2-Methyl-1,10-phenanthroline is a sterically hindered bidentate ligand featuring a methyl group at the 2-position, enhancing its electron-donating capacity and coordination stability. This derivative exhibits improved solubility in organic solvents and maintains robust metal-chelating performance under standard conditions. It serves as a key building block in transition-metal catalysis and luminescent complex synthesis.
Application
2-Methyl-1,10-phenanthroline serves as a versatile bidentate ligand in transition metal catalysis, particularly in copper- and palladium-mediated cross-coupling reactions. Its methyl substitution enhances solubility and steric profile, improving catalyst stability and reaction efficiency. The ligand exhibits robust bench stability, facilitates purification via standard chromatographic methods, and demonstrates broad functional group tolerance in synthetic workflows.
Synthesis
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Route1
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In-stock
578-66-5 -
109-92-2 - ~42%
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In-stock
3002-77-5
References
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De, Kavita; Legros, Julien; Crousse, Benoit; Chandrasekaran, Srinivasan; Bonnet-Delpon, Daniele Organic and Biomolecular Chemistry, 2011 , vol. 9, # 2 p. 347 - 350
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Route2
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In-stock
578-66-5
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123-73-9
- ~56%
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In-stock
3002-77-5
References
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Belser, Peter; Bernhard, Stefan; Guerig, Urs Tetrahedron, 1996 , vol. 52, # 8 p. 2937 - 2944
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Route3
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In-stock
66-71-7 -
917-54-4
- ~51%
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In-stock
3002-77-5
References
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Poole, Robert A.; Bobba, Gabriella; Cann, Martin J.; Frias, Juan-Carlos; Parker, David; Peacock, Robert D. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 6 p. 1013 - 1024
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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 25.78
- LogP 3.09142
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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