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CS-W001157 4
Total: USD 88.00

3,6-Dimethyl-9H-carbazole

  • CAS No. 5599-50-8

  • Cat. No. CS-0081247
  • Purity≥97%
  • MDL No.MFCD00814049

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

3,6-Dimethyl-9H-carbazole|CS-0081247

Structure of 5599-50-8

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General Information

  • CAS No. 5599-50-8
  • Cat. No. CS-0081247
  • Purity ≥97%
  • MDL No. MFCD00814049
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₃N
  • Molecular Weight 195.26
  • Synonym(s) 3,6-Dimethylcarbazole
  • SMILES CC1=CC2=C(NC3=C2C=C(C)C=C3)C=C1

Description

3,6-Dimethyl-9H-carbazole features a sterically hindered carbazole core with methyl groups at the 3 and 6 positions, enhancing stability and solubility. This electron-rich scaffold integrates readily into conjugated systems, serving as a robust building block for organic semiconductors and fluorescent materials.

Application

3,6-Dimethyl-9H-carbazole serves as a versatile heterocyclic building block in synthetic organic chemistry, offering enhanced stability and solubility compared to unsubstituted carbazole. The methyl groups at the 3- and 6-positions provide steric protection and tune electronic properties, enabling efficient functionalization in palladium-catalyzed cross-coupling reactions. Its robust scaffold facilitates incorporation into advanced materials and pharmaceutical intermediates, with predictable reactivity under standard conditions.

Synthesis

  • Route1
    • null|null
      1451422-88-0
    • ~96%
    • In-stock
      3,6-Dimethyl-9H-carbazole|CS-0081247
      5599-50-8

    References

    • Chakraborty, Suchandra; Chattopadhyay, Gautam; Saha, Chandan Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 1 p. 91 - 98
  • Route2
    • In-stock
      3,6-Dibromocarbazole|CS-W009870
      6825-20-3
    • null|null
      74-88-4
    • ~87%
    • In-stock
      3,6-Dimethyl-9H-carbazole|CS-0081247
      5599-50-8

    References

    • Cheng, Chen; Kim, Bong Gon; Guironnet, Damien; Brookhart, Maurice; Guan, Changjian; Wang, David Y.; Krogh-Jespersen, Karsten; Goldman, Alan S. Journal of the American Chemical Society, 2014 , vol. 136, # 18 p. 6672 - 6683
  • Route3
    • null|null
      70473-88-0
    • ~85%
    • In-stock
      3,6-Dimethyl-9H-carbazole|CS-0081247
      5599-50-8

    References

    • Schroegel, Pamela; Tomkeviciene, Ausra; Strohriegl, Peter; Hoffmann, Sebastian T.; Koehler, Anna; Lennartz, Christian Journal of Materials Chemistry, 2011 , vol. 21, # 7 p. 2266 - 2273

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.93794
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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