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CS-W001157 4
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Trimethyl [2,2':6',2''-terpyridine]-4,4',4''-tricarboxylate

  • CAS No. 330680-46-1

  • Cat. No. CS-W004603
  • Purity≥97%
  • MDL No.MFCD11042545

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

Trimethyl [2,2':6',2''-terpyridine]-4,4',4''-tricarboxylate|CS-W004603

Structure of 330680-46-1

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General Information

  • CAS No. 330680-46-1
  • Cat. No. CS-W004603
  • Purity ≥97%
  • MDL No. MFCD11042545
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₇N₃O₆
  • Molecular Weight 407.38
  • Synonym(s) 2,2':6',2''-Terpyridine-4,4',4''-tricarboxylic Acid Trimethyl Ester
  • SMILES O=C(OC)C=1C=CN=C(C1)C=2N=C(C=C(C2)C(=O)OC)C=3N=CC=C(C3)C(=O)OC

Description

Trimethyl [2,2':6',2''-terpyridine]-4,4',4''-tricarboxylate features a rigid, tridentate terpyridine scaffold bearing three ester-functionalized carboxylate groups. This design enables robust coordination with transition metals, particularly in catalytic and supramolecular applications. The trimethyl ester protection enhances solubility and stability under standard bench conditions, simplifying handling in synthetic workflows.

Application

Trimethyl [2,2':6',2''-terpyridine]-4,4',4''-tricarboxylate serves as a versatile tridentate ligand scaffold for transition metal coordination, enabling robust complex formation with late-transition metals. Its three carboxylate esters enhance solubility in organic solvents and facilitate downstream derivatization via hydrolysis or amidation. The molecule exhibits excellent bench stability and orthogonal functional group tolerance, making it ideal for modular synthesis of catalytic systems, luminescent complexes, and functional materials.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      [2,2':6',2''-Terpyridine]-4,4',4''-tricarboxylic acid|CS-W004601
      216018-58-5
    • ~82%
    • In-stock
      Trimethyl [2,2':6',2''-terpyridine]-4,4',4''-tricarboxylate|CS-W004603
      330680-46-1

    References

    • Giribabu, Lingamallu; Bessho, Takeru; Srinivasu, Mareedu; Vijaykumar, Challuri; Soujanya, Yarasi; Reddy, Veeranagari Gopal; Reddy, Paidi Yella; Yum, Jun-Ho; Graetzel, Michael; Nazeeruddin, Mohammad Khaja Dalton Transactions, 2011 , vol. 40, # 17 p. 4497 - 4504
  • Route2
    • 4,4',4''-Triethyl-2,2':6',2''-terpyridine|CS-0203111
      33354-77-7
    • ~%
    • In-stock
      Trimethyl [2,2':6',2''-terpyridine]-4,4',4''-tricarboxylate|CS-W004603
      330680-46-1

    References

    • Journal of the American Chemical Society, , vol. 123, # 8 p. 1613 - 1624
  • Route3

    References

    • Chemical Communications, , # 18 p. 1705 - 1706

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   117.57
  • LogP   2.5654
  • H_Acceptors   9
  • H_Donors   0
  • Rotatable_Bonds   5

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