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CS-W001157 4
Total: USD 88.00

2,7-Dimethoxy-9H-carbazole

  • CAS No. 61822-18-2

  • Cat. No. CS-0162785
  • Purity≥98%
  • MDL No.None

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

2,7-Dimethoxy-9H-carbazole|CS-0162785

Structure of 61822-18-2

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General Information

  • CAS No. 61822-18-2
  • Cat. No. CS-0162785
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₃NO₂
  • Molecular Weight 227.26
  • Synonym(s) None
  • SMILES COC1=CC2=C(C=C1)C3=C(C=C(OC)C=C3)N2

Description

2,7-Dimethoxy-9H-carbazole features a rigid, electron-rich carbazole core decorated with methoxy groups at the 2 and 7 positions, enhancing solubility and stabilizing excited states. This configuration promotes efficient charge transport and fluorescence, making it suitable for organic semiconductors and optoelectronic applications.

Application

2,7-Dimethoxy-9H-carbazole serves as a versatile building block for the synthesis of functionalized carbazole scaffolds prevalent in organic electronics and medicinal chemistry. The dimethoxy substitution pattern enhances solubility and modulates redox properties, while the intact 9H-carbazole core enables straightforward electrophilic substitution and transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to advanced heterocyclic architectures.

Synthesis

  • Route1

    References

    • Bautista, Rafael; Montoya, Pablo A.; Rebollar, Araceli; Burgueno, Eleuterio; Tamariz, Joaquin Molecules, 2013 , vol. 18, # 9 p. 10334 - 10351
  • Route2
    • 4,4'-Dimethoxy-2-nitro-1,1'-biphenyl|CS-1699998
      13606-06-9
    • ~83%
    • In-stock
      2,7-Dimethoxy-9H-carbazole|CS-0162785
      61822-18-2

    References

    • Kamino, Brett A.; Mills, Bridget; Reali, Christopher; Gretton, Michael J.; Brook, Michael A.; Bender, Timothy P. Journal of Organic Chemistry, 2012 , vol. 77, # 4 p. 1663 - 1674
  • Route3
    • null|null
      1424799-10-9
    • ~81%
    • In-stock
      2,7-Dimethoxy-9H-carbazole|CS-0162785
      61822-18-2

    References

    • Qiu, Youai; Ma, Dengke; Fu, Chunling; Ma, Shengming Organic and Biomolecular Chemistry, 2013 , vol. 11, # 10 p. 1666 - 1671

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

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Computational Chemistry Data

  • TPSA   34.25
  • LogP   3.3383
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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