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CS-W001157 4
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3-Bromo-4-methylphenol

  • CAS No. 60710-39-6

  • Cat. No. CS-W003485
  • Purity≥97%
  • MDL No.MFCD08273793

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

3-Bromo-4-methylphenol|CS-W003485

Structure of 60710-39-6

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General Information

  • CAS No. 60710-39-6
  • Cat. No. CS-W003485
  • Purity ≥97%
  • MDL No. MFCD08273793
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO
  • Molecular Weight 187.04
  • Synonym(s) phenol, 3-bromo-4-methyl-
  • SMILES CC1=C(Br)C=C(O)C=C1

Description

3-Bromo-4-methylphenol features a bromine atom at the meta position relative to a hydroxyl group, paired with a methyl substituent at the para position. This arrangement imparts enhanced reactivity in cross-coupling processes while maintaining stability under standard bench conditions. The compound serves as a key intermediate in synthesizing functionalized aromatic scaffolds for pharmaceutical and agrochemical development.

Application

3-Bromo-4-methylphenol serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted aromatic scaffolds. Its bromine and phenolic hydroxyl groups provide orthogonal reactivity for palladium-catalyzed cross-coupling and electrophilic functionalization. The methyl group enhances solubility and influences regioselectivity in downstream transformations. Bench-stable and readily purified by recrystallization, it functions reliably in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • Wagner, Peter J.; Wang, Lingling Organic Letters, 2006 , vol. 8, # 4 p. 645 - 647
  • Route2
    • null|null
      106-44-5
    • ~87%
    • In-stock
      3-Bromo-4-methylphenol|CS-W003485
      60710-39-6

    References

    • Jacquesy, Jean-Claude; Jouannetaud, Marie-Paule; Makani, Siki Journal of the Chemical Society, Chemical Communications, 1980 , # 3 p. 110 - 111
  • Route3
    • 2,3,6-Tribromo-4-methylphenol|CS-0575424
      36776-51-9
    • ~87%
    • In-stock
      3-Bromo-4-methylphenol|CS-W003485
      60710-39-6

    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

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

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