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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-4-methylphenol

  • CAS No. 2432-14-6

  • Cat. No. CS-0153367
  • Purity≥98%
  • MDL No.MFCD00002154

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

2,6-Dibromo-4-methylphenol|CS-0153367

Structure of 2432-14-6

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General Information

  • CAS No. 2432-14-6
  • Cat. No. CS-0153367
  • Purity ≥98%
  • MDL No. MFCD00002154
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂O
  • Molecular Weight 265.93
  • Synonym(s) 2,6-Dibromo-p-cresol (OH=1)
  • SMILES CC1=CC(=C(C(=C1)Br)O)Br

Description

2,6-Dibromo-4-methylphenol features two bromine atoms at the 2 and 6 positions flanking a methyl-substituted phenolic hydroxyl group. This arrangement imparts enhanced stability and distinct electronic properties, making it valuable for synthesizing functionalized aromatics in medicinal chemistry and materials science.

Application

2,6-Dibromo-4-methylphenol serves as a versatile building block for brominated aromatic scaffolds, enabling efficient late-stage functionalization in medicinal chemistry and materials science. Its ortho-bromine substituents facilitate palladium-catalyzed cross-coupling reactions, while the phenolic hydroxyl group offers reliable derivatization potential. The methyl group enhances solubility and provides a handle for further oxidation or functionalization. Bench-stable and readily purified by recrystallization, it functions as a robust intermediate in the synthesis of bioactive heterocycles and advanced organic semiconductors.

Synthesis

  • Route1
    • null|null
      106-44-5
    • ~99%
    • In-stock
      2,6-Dibromo-4-methylphenol|CS-0153367
      2432-14-6

    References

    • Majetich, George; Hicks, Rodgers; Reister, Steven Journal of Organic Chemistry, 1997 , vol. 62, # 13 p. 4321 - 4326
  • Route2
    • null|null
      106-44-5
    • ~92%
    • In-stock
      2-Bromo-4-methylphenol|CS-W016869
      6627-55-0
    • In-stock
      2,6-Dibromo-4-methylphenol|CS-0153367
      2432-14-6

    References

    • Sankaranarayanan, Ananthakrishnan; Chandalia Organic Process Research and Development, 2006 , vol. 10, # 3 p. 487 - 492
  • Route3
    • 2,3,6-Tribromo-4-methylphenol|CS-0575424
      36776-51-9
    • ~%
    • In-stock
      2,6-Dibromo-4-methylphenol|CS-0153367
      2432-14-6

    References

    • Canadian Journal of Chemistry, , vol. 61, p. 1045 - 1052

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.22562
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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