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5-Bromobenzene-1,3-diol

  • CAS No. 106120-04-1

  • Cat. No. CS-0148611
  • Purity≥98%
  • MDL No.MFCD16293393

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

5-Bromobenzene-1,3-diol|CS-0148611

Structure of 106120-04-1

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General Information

  • CAS No. 106120-04-1
  • Cat. No. CS-0148611
  • Purity ≥98%
  • MDL No. MFCD16293393
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrO₂
  • Molecular Weight 189.01
  • Synonym(s) 5-Bromo-1,3-dihydroxybenzene
  • SMILES OC1=CC(Br)=CC(O)=C1

Description

5-Bromobenzene-1,3-diol features a bromine substituent at the para position relative to one hydroxyl group, creating a distinct electronic profile that enhances reactivity in cross-coupling and functionalization reactions. The two adjacent hydroxyl groups enable strong hydrogen bonding and solubility in polar solvents, facilitating use in synthetic transformations under standard conditions. This compound serves as a valuable intermediate for pharmaceutical and agrochemical synthesis.

Application

5-Bromobenzene-1,3-diol serves as a versatile building block for the synthesis of functionalized aromatic scaffolds. Its ortho-dihydroxy arrangement enables efficient metal-catalyzed cross-coupling reactions, while the bromine substituent provides a reliable handle for further derivatization via palladium-mediated transformations. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Guo, Jing; Zhuang, Jiaming; Wang, Feng; Raghupathi, Krishna R.; Thayumanavan Journal of the American Chemical Society, 2014 , vol. 136, # 6 p. 2220 - 2223
  • Route2

    References

    • European Journal of Organic Chemistry, , # 2 p. 359 - 364
  • Route3

    References

    • European Journal of Organic Chemistry, , # 2 p. 359 - 364

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   1.8603
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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