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CS-W001157 4
Total: USD 88.00

4-Bromo-1,2-dichlorobenzene

  • CAS No. 18282-59-2

  • Cat. No. CS-W007991
  • Purity≥98%
  • MDL No.MFCD00040849

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

4-Bromo-1,2-dichlorobenzene|CS-W007991

Structure of 18282-59-2

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General Information

  • CAS No. 18282-59-2
  • Cat. No. CS-W007991
  • Purity ≥98%
  • MDL No. MFCD00040849
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrCl₂
  • Molecular Weight 225.90
  • Synonym(s) 1-Bromo-3,4-dichlorobenzene
  • SMILES C1=C(C=C(C(=C1)Cl)Cl)Br

Description

4-Bromo-1,2-dichlorobenzene features a halogenated aromatic core with complementary reactivity for cross-coupling and electrophilic substitution. The bromine site enables palladium-catalyzed coupling, while the adjacent dichloro groups provide steric and electronic modulation. This scaffold offers high stability under standard conditions and integrates readily into complex molecular architectures.

Application

4-Bromo-1,2-dichlorobenzene serves as a versatile building block in cross-coupling reactions, enabling efficient synthesis of biaryl scaffolds under palladium catalysis. Its orthogonal halogen reactivity facilitates sequential functionalization, while the bench-stable, crystalline solid offers straightforward handling and purification. Functions effectively in Suzuki-Miyaura and Stille couplings, providing access to complex heterocyclic and pharmaceutical intermediates with predictable regiochemistry.

Synthesis

  • Route1
    • null|null
      95-50-1
    • ~61%
    • In-stock
      4-Bromo-1,2-dichlorobenzene|CS-W007991
      18282-59-2

    References

    • Okada, Yukihiro; Yokozawa, Masanori; Akiba, Miwa; Oishi, Kazuhiko; O-Kawa, Kyoji; Akeboshi, Tomohiro; Kawamura, Yasuo; Inokuma, Seiichi; Nakamura, Yosuke; Nishimura, Jun Organic and Biomolecular Chemistry, 2003 , vol. 1, # 14 p. 2506 - 2511
  • Route2
    • null|null
      95-50-1
    • ~77%
    • In-stock
      4-Bromo-1,2-dichlorobenzene|CS-W007991
      18282-59-2
    • 1,2-Dibromo-4,5-dichlorobenzene|CS-0191138
      73557-66-1

    References

    • Urban; Dlabac; Valchar; Protiva Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 4 p. 992 - 1001
  • Route3
    • null|null
      95-76-1
    • ~%
    • In-stock
      4-Bromo-1,2-dichlorobenzene|CS-W007991
      18282-59-2

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 49, p. 1082,1087

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.7559
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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