2,9-Dimethyl-1,10-phenanthroline-4,7-diol

Name: 2,9-Dimethyl-1,10-phenanthroline-4,7-diol
Brand: ChemScene
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CAS No. 27337-63-9
Cat. No. CS-0200351
Purity≥97%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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2,9-Dimethyl-1,10-phenanthroline-4,7-diol|CS-0200351

Structure of 27337-63-9

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General Information

CAS No. 27337-63-9
Cat. No. CS-0200351
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₂N₂O₂
Molecular Weight 240.26
Synonym(s) 2,9-Dimethyl-4,7-dihydroxy-1,10-phenanthroline
SMILES OC1=CC(C)=NC2=C3N=C(C)C=C(O)C3=CC=C12

Description

2,9-Dimethyl-1,10-phenanthroline-4,7-diol delivers a sterically hindered, electron-rich chelating scaffold ideal for stabilizing transition metals in catalytic systems. The dimethyl substitution enhances solubility and resistance to oxidation, while the ortho-diol functionality enables robust metal coordination under ambient conditions. This bench-stable ligand streamlines complex formation in synthetic and materials applications.

Application

2,9-Dimethyl-1,10-phenanthroline-4,7-diol serves as a versatile chelating ligand in transition metal catalysis, offering enhanced solubility and steric modulation compared to unsubstituted phenanthrolines. Its ortho-dihydroxy functionality enables stable complexation with copper and iron ions, facilitating redox-active systems. Bench-stable and readily purified by crystallization, it functions effectively in cross-coupling and oxidation reactions where controlled ligand geometry and electron donation are critical.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 66.24
LogP 2.81104
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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2,9-Dimethyl-1,10-phenanthroline-4,7-diol

CAS No. 27337-63-9

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