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CS-W001157 4
Total: USD 88.00

3-Methoxy-9H-Carbazole

  • CAS No. 18992-85-3

  • Cat. No. CS-0167937
  • Purity≥97%
  • MDL No.MFCD00626045

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

3-Methoxy-9H-Carbazole|CS-0167937

Structure of 18992-85-3

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General Information

  • CAS No. 18992-85-3
  • Cat. No. CS-0167937
  • Purity ≥97%
  • MDL No. MFCD00626045
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁NO
  • Molecular Weight 197.23
  • Synonym(s) None
  • SMILES COC1=CC2=C(NC3=C2C=CC=C3)C=C1

Description

3-Methoxy-9H-carbazole is a bench-stable, electron-rich heterocycle featuring a methoxy group at the 3-position of the carbazole core. This substitution enhances solubility and modulates electronic properties, enabling efficient integration into conjugated materials for optoelectronic applications.

Application

3-Methoxy-9H-carbazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science, offering enhanced solubility and electronic modulation via its methoxy-substituted aromatic system. The carbazole core enables robust stability and facilitates electrophilic substitution reactions, while the methoxy group provides a handle for further functionalization. This compound functions effectively in Suzuki-Miyaura couplings and other cross-coupling protocols, supporting efficient construction of complex molecular architectures relevant to OLEDs and bioactive scaffolds.

Synthesis

  • Route1
    • null|null
      104-94-9
    • null|null
      95-50-1
    • ~68%
    • In-stock
      3-Methoxy-9H-Carbazole|CS-0167937
      18992-85-3

    References

    • Ackermann, Lutz; Althammer, Andreas; Mayer, Peter Synthesis, 2009 , # 20 p. 3493 - 3503
  • Route2

    References

    • Sridharan, Vellaisamy; Antonia Martin; Carlos Menendez European Journal of Organic Chemistry, 2009 , # 27 p. 4614 - 4621
  • Route3
    • null|null
      1451423-02-1
    • ~71%
    • In-stock
      3-Methoxy-9H-Carbazole|CS-0167937
      18992-85-3

    References

    • Chakraborty, Suchandra; Chattopadhyay, Gautam; Saha, Chandan Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 1 p. 91 - 98

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.02
  • LogP   3.3297
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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