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CS-W001157 4
Total: USD 88.00

5-Bromo-2-chlorophenol

  • CAS No. 183802-98-4

  • Cat. No. CS-W007342
  • Purity≥96%
  • MDL No.MFCD00672940

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

5-Bromo-2-chlorophenol|CS-W007342

Structure of 183802-98-4

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General Information

  • CAS No. 183802-98-4
  • Cat. No. CS-W007342
  • Purity ≥96%
  • MDL No. MFCD00672940
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClO
  • Molecular Weight 207.45
  • Synonym(s) 2-chloro-5-bromophenol; 5-Bromo-2-chlorophenol
  • SMILES OC1=CC(Br)=CC=C1Cl

Description

5-Bromo-2-chlorophenol delivers a dual halogenated aromatic scaffold with enhanced reactivity for cross-coupling and functionalization. The ortho-chloro group enables selective metalation, while the bromo substituent serves as a robust handle for palladium-catalyzed transformations. This bench-stable phenolic derivative integrates readily into complex molecular architectures under standard conditions.

Application

5-Bromo-2-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. Its ortho-halogenated phenolic structure provides excellent compatibility with standard Suzuki, Stille, and Negishi coupling protocols, while the hydroxyl group allows for direct derivatization or protection. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the construction of bioactive heterocycles and substituted aromatic scaffolds.

Synthesis

  • Route1

    References

    • PFIZER LIMITED Patent: WO2007/91152 A1, 2007 ; Location in patent: Page/Page column 43 ; WO 2007/091152 A1
  • Route2
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    • In-stock
      5-Bromo-2-chlorophenol|CS-W007342
      183802-98-4
    • null|null
      108-95-2

    References

    • US2004/162282 A1, ; US 20040162282 A1
  • Route3
    • In-stock
      4-Bromo-1,2-dichlorobenzene|CS-W007991
      18282-59-2
    • null|null
      124-41-4
    • ~%
    • In-stock
      5-Bromo-2-chlorophenol|CS-W007342
      183802-98-4

    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 : 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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