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CS-W001157 4
Total: USD 88.00

3-Bromo-5-methylphenol

  • CAS No. 74204-00-5

  • Cat. No. CS-W003584
  • Purity≥96%
  • MDL No.MFCD09038281

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

3-Bromo-5-methylphenol|CS-W003584

Structure of 74204-00-5

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General Information

  • CAS No. 74204-00-5
  • Cat. No. CS-W003584
  • Purity ≥96%
  • MDL No. MFCD09038281
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO
  • Molecular Weight 187.03
  • Synonym(s) phenol, 3-bromo-5-methyl-
  • SMILES Cc1cc(O)cc(c1)Br

Description

3-Bromo-5-methylphenol features a bromine atom at the meta position relative to a hydroxyl group, with a methyl substituent at the para position, creating a sterically hindered, electron-rich aromatic system. This configuration enhances its utility in cross-coupling reactions and as a building block for functionalized phenolic compounds under standard conditions.

Application

3-Bromo-5-methylphenol serves as a versatile building block in medicinal chemistry and materials synthesis, enabling direct functionalization at the phenolic OH and ortho-position to the methyl group. Its bromine atom facilitates Suzuki, Stille, and Negishi couplings under standard conditions, while the methyl group provides a site for oxidation or further substitution. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthetic sequences in API and heterocyclic scaffold development.

Synthesis

  • Route1
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      58169-99-6
    • ~84%
    • In-stock
      3-Bromo-5-methylphenol|CS-W003584
      74204-00-5

    References

    • Brittain, Judith M.; Mare, Peter B. D. de la; Newman, Paul A. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1981 , p. 32 - 41
  • Route2
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      591-17-3
    • ~%
    • In-stock
      3-Bromo-5-methylphenol|CS-W003584
      74204-00-5

    References

    • Journal of the American Chemical Society, , vol. 125, # 26 p. 7792 - 7793
  • Route3

    References

    • Evers, Michel; Christiaens, Leon Tetrahedron Letters, 1983 , vol. 24, # 4 p. 377 - 380

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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