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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-4-chlorophenol

  • CAS No. 5324-13-0

  • Cat. No. CS-0140472
  • Purity≥98%
  • MDL No.MFCD00029751

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

2,6-Dibromo-4-chlorophenol|CS-0140472

Structure of 5324-13-0

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General Information

  • CAS No. 5324-13-0
  • Cat. No. CS-0140472
  • Purity ≥98%
  • MDL No. MFCD00029751
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂ClO
  • Molecular Weight 286.35
  • Synonym(s) 6-DIBROMO-4-CHLOROPHENOL
  • SMILES OC1=C(Br)C=C(Cl)C=C1Br

Description

2,6-Dibromo-4-chlorophenol features a highly halogenated aromatic core with bromine substituents at the 2 and 6 positions and a chlorine atom at the 4 position. This electron-deficient phenolic scaffold enables selective coupling in cross-coupling reactions and serves as a robust building block for functionalized heterocycles and advanced materials.

Application

2,6-Dibromo-4-chlorophenol serves as a valuable bromochloro-substituted phenolic building block for the synthesis of functionalized aromatic scaffolds. Its orthogonal halogenation pattern enables selective cross-coupling reactions, particularly in palladium-catalyzed transformations, and facilitates downstream derivatization in medicinal chemistry and materials science. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for use in multi-step synthetic sequences requiring precise regiocontrol.

Synthesis

  • Route1
    • null|null
      106-48-9
    • ~97%
    • In-stock
      2,6-Dibromo-4-chlorophenol|CS-0140472
      5324-13-0

    References

    • Kakinami; Suenaga; Yamaguchi; Okamoto; Kajigaeshi Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 10 p. 3373 - 3375
  • Route2

    References

    • Prakash, G. K. Surya; Chacko, Sujith; Panja, Chiradeep; Thomas, Tisa Elizabeth; Gurung, Laxman; Rasul, Golam; Mathew, Thomas; Olah, George A. Advanced Synthesis and Catalysis, 2009 , vol. 351, # 10 p. 1567 - 1574
  • Route3
    • null|null
      106-48-9
    • ~%
    • In-stock
      2-Bromo-4-chlorophenol|CS-W019546
      695-96-5
    • In-stock
      2,6-Dibromo-4-chlorophenol|CS-0140472
      5324-13-0

    References

    • Journal of Organic Chemistry, , vol. 62, p. 4504 - 4506

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

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.5706
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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