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CS-W001157 4
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1,2-Dibromo-3-methylbenzene

  • CAS No. 61563-25-5

  • Cat. No. CS-0136541
  • Purity≥98%
  • MDL No.MFCD11656704

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

1,2-Dibromo-3-methylbenzene|CS-0136541

Structure of 61563-25-5

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General Information

  • CAS No. 61563-25-5
  • Cat. No. CS-0136541
  • Purity ≥98%
  • MDL No. MFCD11656704
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂
  • Molecular Weight 249.93
  • Synonym(s) 2,3-Dibromotoluene
  • SMILES CC1=C(Br)C(Br)=CC=C1

Description

1,2-Dibromo-3-methylbenzene features a methyl-substituted aromatic ring flanked by bromine atoms at adjacent positions, delivering a sterically constrained, electron-deficient platform ideal for palladium-catalyzed cross-coupling reactions. The ortho-dibromide motif enables selective functionalization in complex molecule assembly, while the methyl group enhances solubility and modulates reactivity under standard conditions.

Application

1,2-Dibromo-3-methylbenzene serves as a versatile ortho-dibrominated aromatic building block for palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and predictable regioselectivity enable efficient synthesis of substituted biaryls and complex heterocycles. The methyl group enhances solubility and provides a handle for further functionalization, making it valuable in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Diemer, Vincent; Leroux, Frederic R.; Colobert, Fracoise European Journal of Organic Chemistry, 2011 , # 2 p. 327 - 340
  • Route2
    • null|null
      912457-17-1
    • null|null
      74-88-4
    • ~82%
    • In-stock
      1,2-Dibromo-3-methylbenzene|CS-0136541
      61563-25-5

    References

    • Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H. Synlett, 2006 , # 12 p. 1948 - 1952
  • Route3
    • null|null
      583-53-9
    • ~%
    • In-stock
      1,2-Dibromo-3-methylbenzene|CS-0136541
      61563-25-5

    References

    • Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H. Synlett, 2006 , # 12 p. 1948 - 1952

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   0
  • LogP   3.52002
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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