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CS-W001157 4
Total: USD 88.00

2-(1H-Benzo[d]imidazol-2-yl)aniline

  • CAS No. 5805-39-0

  • Cat. No. CS-W015156
  • Purity≥98%
  • MDL No.MFCD00051496

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

2-(1H-Benzo[d]imidazol-2-yl)aniline|CS-W015156

Structure of 5805-39-0

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General Information

  • CAS No. 5805-39-0
  • Cat. No. CS-W015156
  • Purity ≥98%
  • MDL No. MFCD00051496
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁N₃
  • Molecular Weight 209.25
  • Synonym(s) 2-(2-aminophenyl)benzimidazole
  • SMILES NC1=CC=CC=C1C2=NC3=CC=CC=C3N2

Description

This 2-(1H-benzo[d]imidazol-2-yl)aniline integrates a benzimidazole core with an aniline handle, enabling direct conjugation in bioconjugation and materials chemistry. The fused heterocyclic system imparts enhanced stability and electron-rich character, facilitating applications in organic semiconductors and fluorescent probes.

Application

2-(1H-Benzo[d]imidazol-2-yl)aniline serves as a versatile building block for heterocyclic scaffolds in medicinal chemistry, enabling efficient access to fused polycyclic systems via electrophilic substitution or transition-metal-catalyzed coupling. Its dual aromatic and nitrogen-rich architecture supports robust functional group tolerance and facilitates purification by recrystallization or chromatography, making it well-suited for scalable synthesis of bioactive molecules.

Synthesis

  • Route1
    • null|null
      118-92-3
    • null|null
      95-54-5
    • ~87%
    • In-stock
      2-(1H-Benzo[d]imidazol-2-yl)aniline|CS-W015156
      5805-39-0

    References

    • Tetrahedron Letters, , vol. 53, # 28 p. 3550 - 3555
  • Route2
    • 2-(2-Nitrophenyl)-1h-benzo[d]imidazole|CS-0682941
      2208-58-4
    • ~88%
    • In-stock
      2-(1H-Benzo[d]imidazol-2-yl)aniline|CS-W015156
      5805-39-0

    References

    • Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 42, # 3 p. 661 - 665
  • Route3
    • In-stock
      Isatoic anhydride|CS-M0780
      118-48-9
    • null|null
      95-54-5
    • ~14%
    • In-stock
      2-(1H-Benzo[d]imidazol-2-yl)aniline|CS-W015156
      5805-39-0
    • null|null
      4149-00-2

    References

    • Synthetic Communications, , vol. 31, # 22 p. 3537 - 3545

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   2.8121
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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