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CS-W001157 4
Total: USD 88.00

2,6-Dimethoxybenzonitrile

  • CAS No. 16932-49-3

  • Cat. No. CS-0028775
  • Purity≥97%
  • MDL No.MFCD00001788

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

2,6-Dimethoxybenzonitrile|CS-0028775

Structure of 16932-49-3

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General Information

  • CAS No. 16932-49-3
  • Cat. No. CS-0028775
  • Purity ≥97%
  • MDL No. MFCD00001788
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₂
  • Molecular Weight 163.17
  • Synonym(s) 2-Cyano-3-methoxyanisole; NSC 27017; 2-10-00-00260 (Beilstein Handbook Reference)
  • SMILES N#CC1=C(OC)C=CC=C1OC

Description

2,6-Dimethoxybenzonitrile features a nitrile group flanked by two methoxy substituents at the 2 and 6 positions of the benzene ring. This electron-donating substitution pattern enhances solubility in polar organic solvents while maintaining stability under standard bench conditions. The molecule serves as a valuable building block in synthetic organic chemistry, particularly for constructing functionalized aromatic scaffolds via cross-coupling or electrophilic substitution reactions.

Application

2,6-Dimethoxybenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. Its ortho-dimethoxy substitution pattern enhances solubility and stability while the nitrile group provides a reliable handle for reductive transformations, amidation, or cyclization reactions. This compound facilitates streamlined synthesis of heterocyclic intermediates and is well-suited for bench-scale applications requiring robust handling and predictable reactivity.

Synthesis

  • Route1
    • null|null
      68-12-2
    • In-stock
      1,3-Dimethoxybenzene|CS-W018510
      151-10-0
    • ~94%
    • In-stock
      2,6-Dimethoxybenzonitrile|CS-0028775
      16932-49-3

    References

    • Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 5 p. 958 - 964
  • Route2
    • null|null
      16656-44-3
    • ~63%
    • In-stock
      2,6-Dimethoxybenzonitrile|CS-0028775
      16932-49-3

    References

    • Sprecher, Milon; Kost, Daniel Journal of the American Chemical Society, 1994 , vol. 116, # 3 p. 1016 - 1026
  • Route3

    References

    • Rajender Reddy; Uma Maheswari; Venkateshwar; Prashanthi; Lakshmi Kantam Tetrahedron Letters, 2009 , vol. 50, # 18 p. 2050 - 2053

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.57548
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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