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Dibenzo[b,d]thiophen-3-amine

  • CAS No. 25288-76-0

  • Cat. No. CS-0044531
  • Purity≥97%
  • MDL No.None

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

Dibenzo[b,d]thiophen-3-amine|CS-0044531

Structure of 25288-76-0

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General Information

  • CAS No. 25288-76-0
  • Cat. No. CS-0044531
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NS
  • Molecular Weight 199.27
  • Synonym(s) 3-Dibenzothiophenamine
  • SMILES NC1=CC=C(C2=CC=CC=C2S3)C3=C1

Description

Dibenzo[b,d]thiophen-3-amine delivers a rigid, electron-rich scaffold ideal for conjugated materials. This heterocyclic amine features a planar structure with a nitrogen-bearing fusion site, enabling robust π-conjugation and enhanced charge transport. The thiophene core imparts stability and favorable solubility, while the primary amine facilitates straightforward functionalization. Ideal for organic semiconductors and optoelectronic applications.

Application

Dibenzo[b,d]thiophen-3-amine serves as a versatile heterocyclic building block in synthetic organic chemistry, enabling efficient access to fused polycyclic scaffolds. Its electron-rich thiophene core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions, while the pendant amine group offers direct functionalization for conjugation or derivatization. The compound exhibits excellent bench stability and compatibility with common reaction conditions, making it a practical choice for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      94764-55-3
    • ~82%
    • In-stock
      Dibenzo[b,d]thiophen-3-amine|CS-0044531
      25288-76-0

    References

    • Kudo, Hirotaka; Castle, Raymond N.; Lee, Milton L. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 215 - 218
  • Route2

    References

    • Gilman; Nobis Journal of the American Chemical Society, 1945 , vol. 67, p. 1479
  • Route3
    • 3-Nitrodibenzo[b,d]thiophene 5-oxide|CS-1142036
      68925-98-4
    • ~%
    • In-stock
      Dibenzo[b,d]thiophen-3-amine|CS-0044531
      25288-76-0

    References

    • Brown et al. Journal of the American Chemical Society, 1948 , vol. 70, p. 1748

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.6367
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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