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CS-W001157 4
Total: USD 88.00

2-Bromo-4-chlorophenol

  • CAS No. 695-96-5

  • Cat. No. CS-W019546
  • Purity≥96%
  • MDL No.MFCD00002319

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

2-Bromo-4-chlorophenol|CS-W019546

Structure of 695-96-5

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General Information

  • CAS No. 695-96-5
  • Cat. No. CS-W019546
  • Purity ≥96%
  • MDL No. MFCD00002319
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClO
  • Molecular Weight None
  • Synonym(s) Phenol, 2-bromo-4-chloro- (8CI)(9CI); 2-Bromo-4-chlorophenol
  • SMILES OC1=CC=C(Cl)C=C1Br

Description

2-Bromo-4-chlorophenol features a phenolic hydroxyl group flanked by bromo and chloro substituents at the 2- and 4-positions, respectively. This electron-deficient aromatic system enables direct functionalization in cross-coupling reactions and serves as a key intermediate in pharmaceutical and agrochemical synthesis. The compound exhibits enhanced stability under standard bench conditions.

Application

2-Bromo-4-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization via Suzuki-Miyaura and Stille coupling reactions. Its orthogonal halogen reactivity facilitates sequential transformations, while the phenolic hydroxyl group supports derivatization and metal complexation. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1
    • null|null
      17005-59-3
    • ~56%
    • In-stock
      2-Bromo-4-chlorophenol|CS-W019546
      695-96-5

    References

    • Zhao, Yating; Li, Zhe; Yang, Chao; Lin, Run; Xia, Wujiong Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 622 - 627
  • Route2
    • null|null
      106-48-9
    • ~99%
    • In-stock
      2-Bromo-4-chlorophenol|CS-W019546
      695-96-5

    References

    • Kikushima, Kotaro; Moriuchi, Toshiyuki; Hirao, Toshikazu Tetrahedron, 2010 , vol. 66, # 34 p. 6906 - 6911
  • Route3
    • null|null
      95-56-7
    • ~41%
    • In-stock
      2-Bromo-4-chlorophenol|CS-W019546
      695-96-5
    • In-stock
      2-Bromo-6-chlorophenol|CS-W018857
      2040-88-2

    References

    • Bovonsombat, Pakorn; Ali, Rameez; Khan, Chiraphorn; Leykajarakul, Juthamard; Pla-On, Kawin; Aphimanchindakul, Suraj; Pungcharoenpong, Natchapon; Timsuea, Nisit; Arunrat, Anchalee; Punpongjareorn, Napat Tetrahedron, 2010 , vol. 66, # 34 p. 6928 - 6935

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2020
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.8081
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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