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Bis(pyridin-2-yl)methanamine

  • CAS No. 58088-50-9

  • Cat. No. CS-0645252
  • Molecule weight185.23
  • Purity≥98%
  • MDL No.MFCD20690549

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

Bis(pyridin-2-yl)methanamine|CS-0645252

Structure of 58088-50-9

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General Information

  • CAS No. 58088-50-9
  • Cat. No. CS-0645252
  • Purity ≥98%
  • MDL No. MFCD20690549
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁N₃
  • Molecular Weight 185.23
  • Synonym(s) None
  • SMILES N=1C=CC=CC1C(N)C2=NC=CC=C2

Description

Bis(pyridin-2-yl)methanamine features two pyridin-2-yl groups attached to a central methylene bridge, creating a rigid, electron-rich ligand scaffold. This configuration enables strong coordination to transition metals, particularly in catalytic systems requiring bidentate binding. The compound exhibits enhanced solubility in polar organic solvents and stability under standard bench conditions, making it well-suited for use in asymmetric synthesis and metal complexation studies.

Application

Bis(pyridin-2-yl)methanamine serves as a versatile bidentate ligand in transition metal catalysis, enabling efficient coordination through its two pyridyl nitrogen atoms. It functions effectively in palladium- and copper-catalyzed cross-coupling reactions, offering enhanced stability and selectivity. The molecule exhibits excellent bench stability, facile purification, and broad functional group tolerance, making it well-suited for iterative synthesis and scale-up applications in medicinal chemistry and materials science.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.5247
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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