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CS-W001157 4
Total: USD 88.00

2,6-Dimethoxypyridine

  • CAS No. 6231-18-1

  • Cat. No. CS-W018314
  • Purity≥96%
  • MDL No.MFCD00006266

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

2,6-Dimethoxypyridine|CS-W018314

Structure of 6231-18-1

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General Information

  • CAS No. 6231-18-1
  • Cat. No. CS-W018314
  • Purity ≥96%
  • MDL No. MFCD00006266
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂
  • Molecular Weight 139.15
  • Synonym(s) 2,6-Dimethoxypyridin; 2,6-Dimethoxypyridine
  • SMILES COC1=CC=CC(OC)=N1

Description

2,6-Dimethoxypyridine serves as a versatile heterocyclic scaffold featuring two methoxy groups at electron-rich positions. This configuration enhances nucleophilicity at the pyridine ring while improving solubility in organic media. The molecule exhibits bench-stable behavior under standard conditions and functions effectively in coupling reactions, transition metal catalysis, and synthetic route development.

Application

2,6-Dimethoxypyridine serves as a versatile building block in synthetic organic chemistry, offering enhanced nucleophilicity at the pyridine nitrogen due to the electron-donating methoxy groups. It functions effectively as a directing group in transition-metal-catalyzed C–H functionalization and facilitates regioselective substitution reactions. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis workflows and the construction of complex heterocyclic scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • Testaferri, Lorenzo; Tiecco, Marcello; Tingoli, Marco; Bartoli, Donatella; Massoli, Alberto Tetrahedron, 1985 , vol. 41, # 7 p. 1373 - 1384
  • Route2
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1
    • null|null
      67-56-1
    • ~76%
    • In-stock
      2,6-Dimethoxypyridine|CS-W018314
      6231-18-1

    References

    • Gowrisankar, Saravanan; Neumann, Helfried; Beller, Matthias Chemistry - A European Journal, 2012 , vol. 18, # 9 p. 2498 - 2502
  • Route3
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1
    • null|null
      124-41-4
    • ~64%
    • In-stock
      2,6-Dimethoxypyridine|CS-W018314
      6231-18-1

    References

    • Tiecco, Marcello Bulletin des Societes Chimiques Belges, 1986 , vol. 95, # 11 p. 1009 - 1020

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H302-H315-H318-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   1.0988
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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