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CS-W001157 4
Total: USD 88.00

5-Bromobenzene-1,2,3-triol

  • CAS No. 16492-75-4

  • Cat. No. CS-W004485
  • Purity≥95%
  • MDL No.MFCD22555992

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

5-Bromobenzene-1,2,3-triol|CS-W004485

Structure of 16492-75-4

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General Information

  • CAS No. 16492-75-4
  • Cat. No. CS-W004485
  • Purity ≥95%
  • MDL No. MFCD22555992
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrO₃
  • Molecular Weight 205.01
  • Synonym(s) 1-Bromo-(3,4,5-trihydroxy)benzene
  • SMILES Brc1cc(O)c(c(c1)O)O

Description

5-Bromobenzene-1,2,3-triol features a bromine substituent at the 5-position of a trihydroxybenzene scaffold, delivering enhanced electron-withdrawing character and improved solubility in polar solvents. This structural motif enables efficient coupling reactions and serves as a key intermediate in synthesizing bioactive molecules and functionalized aromatics under standard conditions.

Application

5-Bromobenzene-1,2,3-triol serves as a versatile building block in synthetic organic chemistry, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates efficient C–C bond formation while the three adjacent hydroxyl groups provide sites for derivatization or protection, offering excellent functional group tolerance and bench stability. Its utility is well-established in the synthesis of complex heterocycles and bioactive scaffolds.

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   60.69
  • LogP   1.5659
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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