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CS-W001157 4
Total: USD 88.00

2,1,3-Benzothiadiazol-5-amine

  • CAS No. 874-37-3

  • Cat. No. CS-W004127
  • Purity≥97%
  • MDL No.MFCD00185826

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

2,1,3-Benzothiadiazol-5-amine|CS-W004127

Structure of 874-37-3

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General Information

  • CAS No. 874-37-3
  • Cat. No. CS-W004127
  • Purity ≥97%
  • MDL No. MFCD00185826
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃S
  • Molecular Weight 151.19
  • Synonym(s) 5-amino-benzo[1,2,5]-thiadiazole
  • SMILES Nc1ccc2c(c1)nsn2

Description

2,1,3-Benzothiadiazol-5-amine delivers a rigid, electron-deficient heteroaromatic scaffold ideal for constructing π-conjugated systems in organic semiconductors and fluorescent probes. This bench-stable compound features a pendant amine group enabling direct functionalization, facilitating integration into molecular architectures requiring enhanced solubility and tailored electronic properties.

Application

2,1,3-Benzothiadiazol-5-amine serves as a versatile heterocyclic building block in synthetic organic chemistry, enabling the construction of advanced materials and functionalized scaffolds. Its electron-deficient core facilitates efficient coupling reactions and exhibits good bench stability, while the amine functionality supports direct derivatization and metal coordination. This compound functions effectively in the synthesis of fluorescent probes, pharmaceutical intermediates, and conjugated polymers due to its favorable reactivity profile and structural rigidity.

Synthesis

  • Route1

    References

    • US6420567 B1, ; US 6420567 B1
  • Route2
    • null|null
      21110-91-8
    • ~96%
    • In-stock
      2,1,3-Benzothiadiazol-5-amine|CS-W004127
      874-37-3

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 23, # 12 p. 1356 - 1359 Khimiya Geterotsiklicheskikh Soedinenii, , # 12 p. 1683 - 1687
  • Route3
    • null|null
      99-56-9
    • ~%
    • In-stock
      2,1,3-Benzothiadiazol-5-amine|CS-W004127
      874-37-3

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 23, # 12 p. 1356 - 1359 Khimiya Geterotsiklicheskikh Soedinenii, , # 12 p. 1683 - 1687

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.2735
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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