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CS-W001157 4
Total: USD 88.00

3,5-Dibromophenol

  • CAS No. 626-41-5

  • Cat. No. CS-W007905
  • Purity≥98%
  • MDL No.MFCD06411376

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

3,5-Dibromophenol|CS-W007905

Structure of 626-41-5

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General Information

  • CAS No. 626-41-5
  • Cat. No. CS-W007905
  • Purity ≥98%
  • MDL No. MFCD06411376
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Br₂O
  • Molecular Weight 251.90
  • Synonym(s) None
  • SMILES OC1=CC(Br)=CC(Br)=C1

Description

3,5-Dibromophenol features two bromine atoms at the 3 and 5 positions of the phenolic ring, creating a highly electron-deficient aromatic system. This configuration enhances its utility in palladium-catalyzed cross-coupling reactions, where the bromo groups serve as effective coupling handles. The compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

3,5-Dibromophenol serves as a valuable building block in medicinal chemistry and materials science, enabling direct functionalization at the ortho positions relative to the phenolic hydroxyl. Its bromine substituents facilitate palladium-catalyzed cross-coupling reactions, including Suzuki and Stille couplings, with high regioselectivity. The compound exhibits excellent bench stability and ease of purification, making it well-suited for multi-step synthesis workflows requiring reliable reactivity and functional group compatibility.

Synthesis

  • Route1

    References

    • Tisserand, Steve; Baati, Rachid; Nicolas, Marc; Mioskowski, Charles Journal of Organic Chemistry, 2004 , vol. 69, # 25 p. 8982 - 8983
  • Route2
    • 1-(Benzyloxy)-3,5-dibromobenzene|CS-0148200
      128924-01-6
    • ~82%
    • In-stock
      3,5-Dibromophenol|CS-W007905
      626-41-5

    References

    • ASTRAZENECA AB Patent: WO2003/101956 A1, 2003 ; Location in patent: Page 96 ; WO 03/101956 A1
  • Route3

    References

    • Yang, Jinhua; Oh, Woon Su; Elder, Ian A.; Leventis, Nicholas; Sotiriou-Leventis, Chariklia Synthetic Communications, 2003 , vol. 33, # 19 p. 3317 - 3325

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.9172
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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