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CS-W001157 4
Total: USD 88.00

1-Bromo-2-chlorobenzene

  • CAS No. 694-80-4

  • Cat. No. CS-W004051
  • Molecule weight191.45
  • Purity≥98%
  • MDL No.MFCD00000532

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

1-Bromo-2-chlorobenzene|CS-W004051

Structure of 694-80-4

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General Information

  • CAS No. 694-80-4
  • Cat. No. CS-W004051
  • Purity ≥98%
  • MDL No. MFCD00000532
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrCl
  • Molecular Weight 191.45
  • Synonym(s) 2-Bromochlorobenzene
  • SMILES BrC1=CC=CC=C1Cl

Description

1-Bromo-2-chlorobenzene is a halogenated aromatic compound featuring adjacent bromo and chloro substituents on a benzene ring. This ortho-halogenated structure enables efficient cross-coupling reactions in palladium-catalyzed processes, offering high regioselectivity and stability under standard conditions. The molecule's electron-deficient character enhances reactivity in nucleophilic substitution pathways.

Application

1-Bromo-2-chlorobenzene serves as a versatile diaryl building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under Pd-catalyzed conditions. Its ortho-halogen substitution pattern provides predictable regioselectivity in Suzuki, Stille, and Negishi couplings. The molecule exhibits good bench stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into multi-step synthetic sequences for pharmaceutical and agrochemical intermediates.

Synthesis

  • Route1
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      75-15-0
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      7726-95-6
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      7727-15-3
    • null|null
      108-90-7
    • ~%
    • In-stock
      1-Bromo-4-chlorobenzene|CS-0015927
      106-39-8
    • In-stock
      1-Bromo-2-chlorobenzene|CS-W004051
      694-80-4

    References

    • Journal of the American Chemical Society, , vol. 76, p. 1250
  • Route2
    • null|null
      108-86-1
    • null|null
      76-05-1
    • ~%
    • In-stock
      1-Bromo-4-chlorobenzene|CS-0015927
      106-39-8
    • In-stock
      1-Bromo-2-chlorobenzene|CS-W004051
      694-80-4

    References

    • Journal of Organic Chemistry USSR (English Translation), , p. 1006 - 1011 Zhurnal Organicheskoi Khimii, , vol. 22, # 6 p. 1121 - 1126
  • Route3
    • null|null
      108-86-1
    • ~%
    • In-stock
      1-Bromo-4-chlorobenzene|CS-0015927
      106-39-8
    • In-stock
      1-Bromo-2-chlorobenzene|CS-W004051
      694-80-4
    • null|null
      577-19-5
    • null|null
      586-78-7

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 24, # 2 p. 211 - 217 Zhurnal Organicheskoi Khimii, , vol. 24, # 2 p. 241 - 248

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H400
Precautionary Statements : P264-P270-P273-P280-P301+P310-P302+P352-P305+P351+P338-P330-P332+P313-P337+P313-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.1025
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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