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CS-W001157 4
Total: USD 88.00

Dimethyl [2,2'-bipyridine]-4,4'-dicarboxylate

  • CAS No. 71071-46-0

  • Cat. No. CS-W004589
  • Molecule weight272.26
  • Purity≥95%
  • MDL No.MFCD02669916

*For research and further manufacturing use only, not for direct human use.

Dimethyl [2,2'-bipyridine]-4,4'-dicarboxylate|CS-W004589

Structure of 71071-46-0

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General Information

  • CAS No. 71071-46-0
  • Cat. No. CS-W004589
  • Purity ≥95%
  • MDL No. MFCD02669916
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂N₂O₄
  • Molecular Weight 272.26
  • Synonym(s) 4,4'-Dimethoxycarbonyl-2,2'-bipyridine
  • SMILES O=C(OC)C=1C=CN=C(C1)C=2N=CC=C(C2)C(=O)OC

Description

Dimethyl [2,2'-bipyridine]-4,4'-dicarboxylate features a rigid bidentate ligand framework with ester-functionalized pyridine rings, enabling robust coordination to transition metals. This bench-stable derivative enhances solubility in organic solvents while maintaining strong chelating ability, streamlining its use in catalytic systems and coordination chemistry applications.

Application

Dimethyl [2,2'-bipyridine]-4,4'-dicarboxylate serves as a versatile building block in transition metal catalysis and coordination chemistry. Its dual ester functionalities enable straightforward derivatization to carboxylic acids or amides, while the bipyridine core provides robust chelation for ruthenium, iron, and palladium complexes. The molecule exhibits excellent bench stability, facilitates purification via standard chromatographic methods, and functions reliably in ligand synthesis for homogeneous catalysis and photoredox applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      [2,2'-Bipyridine]-4,4'-dicarboxylic acid|CS-W002099
      6813-38-3
    • ~10%
    • In-stock
      Dimethyl [2,2'-bipyridine]-4,4'-dicarboxylate|CS-W004589
      71071-46-0

    References

    • Miyoshi, Daisuke; Karimata, Hisae; Wang, Zhong-Ming; Koumoto, Kazuya; Sugimoto, Naoki Journal of the American Chemical Society, 2007 , vol. 129, # 18 p. 5919 - 5925
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 129, # 18 p. 5919 - 5925
  • Route3
    • null|null
      108-89-4
    • ~%
    • In-stock
      Dimethyl [2,2'-bipyridine]-4,4'-dicarboxylate|CS-W004589
      71071-46-0

    References

    • Journal of the American Chemical Society, , vol. 68, p. 2574,2576

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P362-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   78.38
  • LogP   1.7168
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   3

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