2,9-Diformyl-1,10-phenanthroline

Name: 2,9-Diformyl-1,10-phenanthroline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 57709-62-3
Cat. No. CS-0030363
Purity≥97%
MDL No.MFCD00774291

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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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2,9-Diformyl-1,10-phenanthroline|CS-0030363

Structure of 57709-62-3

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General Information

CAS No. 57709-62-3
Cat. No. CS-0030363
Purity ≥97%
MDL No. MFCD00774291
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₈N₂O₂
Molecular Weight 236.23
Synonym(s) 1,10-Phenanthroline-2,9-dicarbaldehyde
SMILES O=CC1=CC=C(C=CC2=CC=C(C=O)N=C32)C3=N1

Description

2,9-Diformyl-1,10-phenanthroline features two aldehyde groups at the 2 and 9 positions of the phenanthroline backbone, enabling efficient coordination with metal ions in supramolecular assemblies. This rigid, planar structure facilitates chelation in catalytic systems and molecular recognition platforms. The formyl functionalities support facile derivatization via imine formation or reductive amination, streamlining the construction of functionalized ligands for transition metal chemistry and materials integration.

Application

2,9-Diformyl-1,10-phenanthroline serves as a versatile bis-aldehyde building block for the construction of polypyrrole-based ligands and macrocyclic architectures. Its ortho-dialdehyde functionality enables efficient imine condensation reactions with diamines, facilitating the synthesis of chelating scaffolds for transition metal coordination. The rigid phenanthroline backbone provides excellent planarity and electron-deficient character, enhancing metal binding affinity. Bench-stable and readily purified by recrystallization, it functions effectively in both solution-phase and solid-phase synthetic workflows.

Synthesis

Route1
- In-stock
  
  484-11-7
- ~93%
- In-stock
  
  57709-62-3
References
- Adam, Rosa; Ballesteros-Garrido, Rafael; Vallcorba, Oriol; Abarca, Belen; Ballesteros, Rafael; Leroux, Frederic R.; Colobert, Francoise; Amigo, Jose M.; Rius, Jordi Tetrahedron Letters, 2013 , vol. 54, # 32 p. 4316 - 4319
Route2
- In-stock
  
  57709-61-2
- ~%
- In-stock
  
  57709-62-3
References
- Smith, David J.; Blake, Alexander J.; Wilson, Claire; Champness, Neil R. Dalton Transactions, 2011 , vol. 40, # 45 p. 12257 - 12264

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 59.92
LogP 2.408
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Key Words

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2,9-Diformyl-1,10-phenanthroline

CAS No. 57709-62-3

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