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CS-W001157 4
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1-(3,5-Dibromo-2-hydroxyphenyl)ethanone

  • CAS No. 22362-66-9

  • Cat. No. CS-0155148
  • Purity≥95%
  • MDL No.MFCD00191992

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

1-(3,5-Dibromo-2-hydroxyphenyl)ethanone|CS-0155148

Structure of 22362-66-9

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General Information

  • CAS No. 22362-66-9
  • Cat. No. CS-0155148
  • Purity ≥95%
  • MDL No. MFCD00191992
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆Br₂O₂
  • Molecular Weight 293.94
  • Synonym(s) 3´,5´-Dibromo-2´-hydroxyacetophenone
  • SMILES CC(=O)C1=C(C(=CC(=C1)Br)Br)O

Description

1-(3,5-Dibromo-2-hydroxyphenyl)ethanone features a brominated phenolic scaffold with a ketone tether, enabling direct integration into cross-coupling and electrophilic substitution workflows. The ortho-hydroxyl group enhances solubility and facilitates metal chelation, while the electron-deficient aryl ring supports nucleophilic attack under mild conditions. This compound serves as a robust building block for bioactive molecule synthesis.

Application

1-(3,5-Dibromo-2-hydroxyphenyl)ethanone serves as a versatile building block in the synthesis of brominated aromatic scaffolds. The molecule combines a phenolic hydroxyl group with two ortho-bromine substituents, enabling selective functionalization and serving as a key intermediate in the construction of bioactive heterocycles and pharmaceutical precursors. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient downstream derivatization.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.1198
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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