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CS-W001157 4
Total: USD 88.00

2-Bromo-6-methylphenol

  • CAS No. 13319-71-6

  • Cat. No. CS-0044784
  • Purity≥95%
  • MDL No.MFCD09907876

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

2-Bromo-6-methylphenol|CS-0044784

Structure of 13319-71-6

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General Information

  • CAS No. 13319-71-6
  • Cat. No. CS-0044784
  • Purity ≥95%
  • MDL No. MFCD09907876
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO
  • Molecular Weight 187.03
  • Synonym(s) 6-Bromo-O-Cresol
  • SMILES OC1=C(C)C=CC=C1Br

Description

2-Bromo-6-methylphenol features a bromine atom at the ortho position relative to the hydroxyl group and a methyl substituent at the para position, creating a sterically hindered, electron-deficient aromatic system. This configuration enhances regioselective reactivity in palladium-catalyzed cross-coupling processes and improves stability under standard bench conditions. The compound serves as a key intermediate in the synthesis of functionalized aryl building blocks for pharmaceutical and materials applications.

Application

2-Bromo-6-methylphenol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted aromatic scaffolds. Its bromine and hydroxyl groups provide orthogonal functionalization points for palladium-catalyzed coupling reactions and electrophilic substitution processes. The methyl group enhances regioselectivity in downstream transformations, while the compound exhibits excellent bench stability and ease of purification—ideal for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      95-48-7
    • ~75%
    • 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
  • Route2
    • In-stock
      1-Bromo-2,5-pyrrolidinedione|CS-W008781
      128-08-5
    • null|null
      95-48-7
    • ~67%
    • In-stock
      2-Bromo-6-methylphenol|CS-0044784
      13319-71-6

    References

    • Greenaway, Rebecca L.; Campbell, Craig D.; Chapman, Helen A.; Anderson, Edward A. Advanced Synthesis and Catalysis, 2012 , vol. 354, # 17 p. 3187 - 3194
  • Route3
    • null|null
      583-60-8
    • ~47%
    • In-stock
      2-Bromo-6-methylphenol|CS-0044784
      13319-71-6

    References

    • Coumbarides; Dingjan; Eames; Weerasooriya Journal of Chemical Research - Part S, 2000 , # 7 p. 328 - 329

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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