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CS-W001157 4
Total: USD 88.00

2-Fluorobenzene-1,4-diol

  • CAS No. 55660-73-6

  • Cat. No. CS-0157044
  • Purity≥98%
  • MDL No.MFCD00061106

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

2-Fluorobenzene-1,4-diol|CS-0157044

Structure of 55660-73-6

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General Information

  • CAS No. 55660-73-6
  • Cat. No. CS-0157044
  • Purity ≥98%
  • MDL No. MFCD00061106
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FO₂
  • Molecular Weight 128.10
  • Synonym(s) 1,4-Benzenediol, 2-fluoro-
  • SMILES C1=CC(=C(C=C1O)F)O

Description

2-Fluorobenzene-1,4-diol features a fluorine substituent at the ortho position relative to one hydroxyl group, enhancing electronic effects while maintaining solubility in polar solvents. This arrangement enables direct participation in electrophilic substitution and cross-coupling reactions without requiring protection of phenolic functionalities. The compound demonstrates stability under standard bench conditions and serves as a key intermediate for bioactive heterocycles and functional materials.

Application

2-Fluorobenzene-1,4-diol serves as a valuable building block for bioactive heterocycles and pharmaceutical intermediates, offering orthogonal reactivity due to its strategically positioned fluorine and hydroxyl groups. The molecule exhibits good bench stability and facilitates selective functionalization in late-stage derivatization, enabling efficient access to substituted benzene scaffolds via standard coupling and oxidation protocols.

Synthesis

  • Route1

    References

    • Chen, Wenbin; Park, Sook Kyung; Yu, Weiping; Xiong, Ailian; Sanders, Bob G.; Kline, Kimberly European Journal of Medicinal Chemistry, 2012 , vol. 58, p. 72 - 83
  • Route2

    References

    • Moonen, Marielle J. H.; Westphal, Adrie H.; Rietjens, Ivonne M. C. M.; Van Berkel, Willem J. H. Advanced Synthesis and Catalysis, 2005 , vol. 347, # 7-8 p. 1027 - 1034
  • Route3

    References

    • Moonen, Marielle J. H.; Westphal, Adrie H.; Rietjens, Ivonne M. C. M.; Van Berkel, Willem J. H. Advanced Synthesis and Catalysis, 2005 , vol. 347, # 7-8 p. 1027 - 1034

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   40.46
  • LogP   1.2369
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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