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

  • CAS No. 54932-72-8

  • Cat. No. CS-W002117
  • Purity≥98%
  • MDL No.MFCD00018503

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

4-Bromo-1-chloro-2-methylbenzene|CS-W002117

Structure of 54932-72-8

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General Information

  • CAS No. 54932-72-8
  • Cat. No. CS-W002117
  • Purity ≥98%
  • MDL No. MFCD00018503
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrCl
  • Molecular Weight None
  • Synonym(s) 5-Bromo-2-chlorotoluene
  • SMILES CC1=CC(Br)=CC=C1Cl

Description

4-Bromo-1-chloro-2-methylbenzene features a strategically positioned bromo and chloro substituent on a methylated benzene ring, enabling selective cross-coupling reactions. The ortho-methyl group enhances regioselectivity in palladium-catalyzed transformations, while the halogen array supports sequential functionalization under mild conditions. This electron-deficient aryl scaffold delivers high reactivity with minimal side-product formation.

Application

4-Bromo-1-chloro-2-methylbenzene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its orthogonal halogen reactivity—bromine undergoing palladium-catalyzed coupling while chloride remains inert—facilitates sequential functionalization. The methyl group provides a site for further oxidation or directed metallation, enhancing synthetic versatility. Bench-stable and readily purified by distillation, it supports scalable synthesis in medicinal chemistry and materials development.

Synthesis

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    • ~%
    • In-stock
      4-Bromo-2-chloro-1-methylbenzene|CS-0032909
      89794-02-5
    • In-stock
      4-Bromo-1-chloro-2-methylbenzene|CS-W002117
      54932-72-8

    References

    • Tetrahedron Letters, , vol. 54, # 9 p. 1063 - 1066
  • Route2
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      95-49-8
    • ~%
    • In-stock
      4-Bromo-1-chloro-2-methylbenzene|CS-W002117
      54932-72-8

    References

    • Journal of the Indian Chemical Society, , vol. 11, p. 293
  • Route3
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      591-17-3
    • ~%
    • In-stock
      4-Bromo-1-chloro-2-methylbenzene|CS-W002117
      54932-72-8

    References

    • Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical and Analytical Chemistry, , vol. 32, # 8 p. 717 - 720

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

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