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CS-W001157 4
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4-Bromo-2-methylphenol

  • CAS No. 2362-12-1

  • Cat. No. CS-W016867
  • Purity≥98%
  • MDL No.None

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

4-Bromo-2-methylphenol|CS-W016867

Structure of 2362-12-1

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General Information

  • CAS No. 2362-12-1
  • Cat. No. CS-W016867
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO
  • Molecular Weight 187.04
  • Synonym(s) 4-bromo-o-creso
  • SMILES C1=C(C(=CC=C1Br)O)C

Description

4-Bromo-2-methylphenol features a bromine atom at the para position relative to a hydroxyl group and a methyl substituent ortho to the hydroxyl, creating a sterically hindered, electron-deficient aromatic system. This combination enhances its utility in palladium-catalyzed coupling reactions and as a building block for bioactive heterocycles.

Application

4-Bromo-2-methylphenol serves as a valuable building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic oxygen and ortho-position to the methyl group. Its bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the methyl group provides a site for oxidation or further substitution. The compound exhibits good bench stability and is compatible with standard purification methods, making it a practical choice for iterative synthetic sequences in API development.

Synthesis

  • Route1

    References

    • Institute of Medicinal Molecular Design, Inc. Patent: EP2272817 A1, 2011 ; Location in patent: Page/Page column 271 ;
  • Route2
    • null|null
      95-48-7
    • ~4%
    • In-stock
      2-Bromo-6-methylphenol|CS-0044784
      13319-71-6
    • In-stock
      4-Bromo-2-methylphenol|CS-W016867
      2362-12-1

    References

    • Synlett, , vol. 1997, # 11 p. 1241 - 1242
  • Route3
    • null|null
      95-48-7
    • ~99%
    • In-stock
      4-Bromo-2-methylphenol|CS-W016867
      2362-12-1

    References

    • Tajik, Hassan; Mohammadpoor-Baltork, Iraj; Albadi, Jalal Synthetic Communications, 2007 , vol. 37, # 2 p. 323 - 328

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   20.23
  • LogP   2.46312
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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