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CS-W001157 4
Total: USD 88.00

2-Bromo-6-chlorophenol

  • CAS No. 2040-88-2

  • Cat. No. CS-W018857
  • Purity≥96%
  • MDL No.MFCD09907875

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

2-Bromo-6-chlorophenol|CS-W018857

Structure of 2040-88-2

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General Information

  • CAS No. 2040-88-2
  • Cat. No. CS-W018857
  • Purity ≥96%
  • MDL No. MFCD09907875
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClO
  • Molecular Weight 207.45
  • Synonym(s) Phenol, 2-broMo-6-chloro-
  • SMILES OC1=C(Br)C=CC=C1Cl

Description

2-Bromo-6-chlorophenol delivers a sterically constrained, electron-deficient aromatic scaffold ideal for cross-coupling and functionalization. The ortho-bromine and para-chlorine substituents enable selective transformations, while the phenolic hydroxyl facilitates derivatization. This bench-stable reagent integrates efficiently into synthetic sequences requiring halogen-directed regiocontrol.

Application

2-Bromo-6-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. Its dual halogenation pattern offers orthogonal reactivity for sequential transformations, while the phenolic hydroxyl group facilitates derivatization or protection. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scale-up and multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      95-57-8
    • ~72%
    • In-stock
      2-Bromo-6-chlorophenol|CS-W018857
      2040-88-2

    References

    • Dyke, Alan M.; Gill, Duncan M.; Harvey, Jeremy N.; Hester, Alison J.; Lloyd-Jones, Guy C.; Munoz, M. Paz; Shepperson, Ian R. Angewandte Chemie - International Edition, 2008 , vol. 47, # 27 p. 5067 - 5070
  • Route2
    • In-stock
      2,4-Dibromo-6-chlorophenol|CS-0452619
      4526-56-1
    • ~66%
    • null|null
      95-57-8
    • In-stock
      2-Bromo-6-chlorophenol|CS-W018857
      2040-88-2

    References

    • European Journal of Organic Chemistry, , # 11 p. 2845 - 2851
  • Route3

    References

    • Wischang, Diana; Radlow, Madlen; Hartung, Jens Dalton Transactions, 2013 , vol. 42, # 33 p. 11926 - 11940

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   2.8081
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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