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CS-W001157 4
Total: USD 88.00

2-Bromo-1-fluoro-4-methylbenzene

  • CAS No. 452-62-0

  • Cat. No. CS-W015976
  • Purity≥98%
  • MDL No.MFCD00040827

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

2-Bromo-1-fluoro-4-methylbenzene|CS-W015976

Structure of 452-62-0

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General Information

  • CAS No. 452-62-0
  • Cat. No. CS-W015976
  • Purity ≥98%
  • MDL No. MFCD00040827
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrF
  • Molecular Weight 189.03
  • Synonym(s) 3-Bromo-4-fluorotoluene
  • SMILES CC1=CC=C(F)C(Br)=C1

Description

2-Bromo-1-fluoro-4-methylbenzene features a strategically positioned bromo and fluoro substituent flanking a methyl group on the benzene ring. This ortho-difunctionalized scaffold enables direct coupling reactions in cross-coupling protocols, offering enhanced regiocontrol. The molecule exhibits bench-stable handling characteristics and compatibility with palladium-catalyzed transformations.

Application

2-Bromo-1-fluoro-4-methylbenzene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its ortho-bromine facilitates palladium-catalyzed coupling with boronic acids and amines, while the fluoro and methyl groups provide orthogonal reactivity and steric control. The compound exhibits excellent bench stability and is compatible with standard purification methods, making it ideal for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      542-56-3
    • In-stock
      2-Bromo-4-methylaniline|CS-W007636
      583-68-6
    • ~91%
    • In-stock
      2-Bromo-1-fluoro-4-methylbenzene|CS-W015976
      452-62-0

    References

    • Bayer Aktiengesellschaft Patent: US4476320 A1, 1984 ;
  • Route2
    • null|null
      352-32-9
    • ~%
    • In-stock
      2-Bromo-1-fluoro-4-methylbenzene|CS-W015976
      452-62-0

    References

    • Varma; Raman; Nilkantiah Journal of the Indian Chemical Society, 1944 , vol. 21, p. 112,114
  • Route3
    • 2-Bromo-4-methylaniline hydrochloride|CS-0507820
      13194-71-3
    • ~%
    • In-stock
      2-Bromo-1-fluoro-4-methylbenzene|CS-W015976
      452-62-0

    References

    • Scott,J.M.W. Canadian Journal of Chemistry, 1960 , vol. 38, p. 2441 - 2449

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.89662
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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