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CS-W001157 4
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2-Amino-1,3-benzenediol

  • CAS No. 3163-15-3

  • Cat. No. CS-W005204
  • Purity≥97%
  • MDL No.MFCD00128992

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

2-Amino-1,3-benzenediol|CS-W005204

Structure of 3163-15-3

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General Information

  • CAS No. 3163-15-3
  • Cat. No. CS-W005204
  • Purity ≥97%
  • MDL No. MFCD00128992
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂
  • Molecular Weight 125.13
  • Synonym(s) o-aminoresorcinol
  • SMILES OC1=CC=CC(O)=C1N

Description

2-Amino-1,3-benzenediol features a uniquely positioned amino group flanking two adjacent hydroxyls on the benzene ring, enabling strong chelation with metal ions and enhanced solubility in aqueous media. This trifunctional motif integrates readily into coordination complexes and redox-active systems, offering utility in catalysis, sensor development, and biomimetic chemistry.

Application

2-Amino-1,3-benzenediol serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and metal-chelating scaffolds. Its ortho-dihydroxy and amino functionalities provide strong coordination sites for transition metals and facilitate oxidative coupling reactions. The compound exhibits sufficient bench stability for routine handling and demonstrates broad compatibility with standard protecting group strategies, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Sheng, Chunquan; Xu, Hui; Wang, Wenya; Cao, Yongbing; Dong, Guoqiang; Wang, Shengzheng; Che, Xiaoying; Ji, Haitao; Miao, Zhenyuan; Yao, Jianzhong; Zhang, Wannian European Journal of Medicinal Chemistry, 2010 , vol. 45, # 9 p. 3531 - 3540
  • Route2

    References

    • US2010/298334 A1, ; Page/Page column 120 ; US 20100298334 A1
  • Route3
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      7647-01-0
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      30616-78-5
    • ~%
    • In-stock
      2-Amino-1,3-benzenediol|CS-W005204
      3163-15-3
    • In-stock
      Benzoic acid|CS-0008257
      65-85-0

    References

    • Chemische Berichte, , vol. 54, p. 2496

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

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Computational Chemistry Data

  • TPSA   66.48
  • LogP   0.68
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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