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CS-W001157 4
Total: USD 88.00

3-Chlorobenzene-1,2-diol

  • CAS No. 4018-65-9

  • Cat. No. CS-0157216
  • Purity≥98%
  • MDL No.None

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

3-Chlorobenzene-1,2-diol|CS-0157216

Structure of 4018-65-9

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General Information

  • CAS No. 4018-65-9
  • Cat. No. CS-0157216
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClO₂
  • Molecular Weight 144.56
  • Synonym(s) 3-Chlorocatechol
  • SMILES C1=CC(=C(C(=C1)O)O)Cl

Description

3-Chlorobenzene-1,2-diol features a chlorinated aromatic ring with adjacent hydroxyl groups, delivering enhanced solubility and reactivity compared to non-halogenated analogs. This ortho-diol motif enables efficient coordination in metal-catalyzed transformations and serves as a key scaffold for bioactive molecule synthesis under standard conditions.

Application

3-Chlorobenzene-1,2-diol serves as a valuable synthetic intermediate in the construction of bioactive heterocycles and pharmaceutical scaffolds. Its ortho-dihydroxy functionality enables facile metal-catalyzed coupling reactions and oxidative cyclizations, while the chloro substituent provides a handle for further functionalization via nucleophilic substitution. The compound exhibits good bench stability and is amenable to standard purification techniques, facilitating integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Chen, Shuai; Foss, Frank W. Organic Letters, 2012 , vol. 14, # 19 p. 5150 - 5153,4
  • Route2
    • null|null
      86992-79-2
    • ~58%
    • In-stock
      3-Chlorobenzene-1,2-diol|CS-0157216
      4018-65-9

    References

    • Berberian; Allen; Sharma; Boyd; Hardacre Advanced Synthesis and Catalysis, 2007 , vol. 349, # 4-5 p. 727 - 739
  • Route3
    • null|null
      108-90-7
    • ~%
    • In-stock
      3-Chlorobenzene-1,2-diol|CS-0157216
      4018-65-9

    References

    • Endoma, Mary Ann; Bui, Vu P.; Hansen, Jeff; Hudlicky, Tomas Organic Process Research and Development, 2002 , vol. 6, # 4 p. 525 - 532

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   1.7512
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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