2-Chloro-9-phenyl-1,10-phenanthroline

Name: 2-Chloro-9-phenyl-1,10-phenanthroline
Brand: ChemScene
Availability: InStock
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CAS No. 1937210-90-6
Cat. No. CS-0370752
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-9-phenyl-1,10-phenanthroline|CS-0370752

Structure of 1937210-90-6

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General Information

CAS No. 1937210-90-6
Cat. No. CS-0370752
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₁ClN₂
Molecular Weight 290.75
Synonym(s) None
SMILES ClC1=CC=C(C=CC2=C3N=C(C4=CC=CC=C4)C=C2)C3=N1

Description

2-Chloro-9-phenyl-1,10-phenanthroline features a sterically hindered phenanthroline core with a chlorine substituent at the 2-position and a phenyl group at the 9-position, enhancing electron deficiency and coordination stability. This ligand integrates readily into transition metal complexes for catalytic applications requiring robust chelation and controlled electronic tuning under standard conditions.

Application

2-Chloro-9-phenyl-1,10-phenanthroline serves as a versatile ligand scaffold in transition metal catalysis, enabling palladium- and nickel-catalyzed cross-coupling reactions with high functional group tolerance. The ortho-chloro substituent facilitates further diversification via nucleophilic substitution, while the phenyl group enhances π-stacking interactions in coordination complexes. Bench-stable and readily purified by recrystallization, it functions effectively in both homogeneous catalysis and solid-phase synthesis applications.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 5.1034
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-9-phenyl-1,10-phenanthroline

CAS No. 1937210-90-6

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