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CS-W001157 4
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1-Bromo-3-chloro-2-methylbenzene

  • CAS No. 62356-27-8

  • Cat. No. CS-W015365
  • Purity≥97%
  • MDL No.MFCD00061121

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

1-Bromo-3-chloro-2-methylbenzene|CS-W015365

Structure of 62356-27-8

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General Information

  • CAS No. 62356-27-8
  • Cat. No. CS-W015365
  • Purity ≥97%
  • MDL No. MFCD00061121
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrCl
  • Molecular Weight 205.48
  • Synonym(s) 2-Bromo-6-chlorotoluene
  • SMILES CC1=C(Cl)C=CC=C1Br

Description

1-Bromo-3-chloro-2-methylbenzene features a methyl group flanked by bromo and chloro substituents on a benzene ring, enabling selective functionalization in cross-coupling reactions. The ortho-bromo substitution provides a reactive handle for palladium-catalyzed transformations, while the meta-chloro group enhances electronic modulation. This regioselective arrangement supports efficient synthesis of complex aromatic scaffolds under standard conditions.

Application

1-Bromo-3-chloro-2-methylbenzene serves as a versatile ortho-disubstituted aryl building block for transition-metal-catalyzed cross-coupling reactions. The bromo group enables efficient Suzuki, Stille, and Negishi couplings, while the chloro and methyl substituents provide regiochemical control and enhanced stability under reaction conditions. This compound facilitates the construction of complex biaryl architectures with predictable substitution patterns, making it a practical choice for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
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    • In-stock
      1-Bromo-3-chloro-2-methylbenzene|CS-W015365
      62356-27-8

    References

    • Journal of the Chemical Society, , vol. 105, p. 1910
  • Route2
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      606-20-2
    • ~%
    • In-stock
      1-Bromo-3-chloro-2-methylbenzene|CS-W015365
      62356-27-8

    References

    • Journal of the Chemical Society, , vol. 85, p. 1269
  • Route3

    References

    • Journal of the Chemical Society, , p. 497 - 506

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
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   0
  • LogP   3.41092
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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