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CS-W001157 4
Total: USD 88.00

1-Bromo-2-chloro-4-methylbenzene

  • CAS No. 6627-51-6

  • Cat. No. CS-W005025
  • Molecule weight205.48
  • Purity≥98%
  • MDL No.MFCD00045161

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

1-Bromo-2-chloro-4-methylbenzene|CS-W005025

Structure of 6627-51-6

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General Information

  • CAS No. 6627-51-6
  • Cat. No. CS-W005025
  • Purity ≥98%
  • MDL No. MFCD00045161
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrCl
  • Molecular Weight 205.48
  • Synonym(s) 4-Bromo-3-chlorotoluene
  • SMILES C1=C(C(=CC=C1C)Br)Cl

Description

1-Bromo-2-chloro-4-methylbenzene features a strategically positioned bromo and chloro substituent on a methylated benzene ring, enabling selective cross-coupling reactions. The ortho-halogen arrangement enhances reactivity in palladium-catalyzed transformations, while the methyl group provides steric and electronic modulation. This derivative delivers high functional group tolerance under standard conditions.

Application

1-Bromo-2-chloro-4-methylbenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds. The ortho-halogenated motif provides high regioselectivity in palladium-catalyzed coupling reactions, while the methyl group enhances solubility and stability under standard reaction conditions. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 62, p. 2103,2106
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 62, p. 2103,2106
  • Route3
    • null|null
      108-41-8
    • ~%
    • In-stock
      1-Bromo-2-chloro-4-methylbenzene|CS-W005025
      6627-51-6
    • In-stock
      2-Bromo-5-chlorotoluene|CS-W015363
      14495-51-3

    References

    • Journal of the Indian Chemical Society, , vol. 11, p. 293

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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