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CS-W001157 4
Total: USD 88.00

2-Bromo-6-nitrophenol

  • CAS No. 13073-25-1

  • Cat. No. CS-W021626
  • Purity≥98%
  • MDL No.MFCD02683216

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

2-Bromo-6-nitrophenol|CS-W021626

Structure of 13073-25-1

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General Information

  • CAS No. 13073-25-1
  • Cat. No. CS-W021626
  • Purity ≥98%
  • MDL No. MFCD02683216
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrNO₃
  • Molecular Weight 218.01
  • Synonym(s) None
  • SMILES C1=C([N+]([O-])=O)C(=C(Br)C=C1)O

Description

2-Bromo-6-nitrophenol features a bromine substituent flanked by a nitro group and hydroxyl moiety on the aromatic ring, creating a highly electron-deficient phenolic scaffold. This configuration enables direct coupling in cross-coupling reactions and facilitates selective functionalization in synthetic sequences. The compound exhibits enhanced stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

2-Bromo-6-nitrophenol serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the phenolic hydroxyl group and facilitating subsequent coupling reactions. Its ortho-bromine and para-nitro substituents provide orthogonal reactivity for palladium-catalyzed cross-couplings and selective reduction processes. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in medicinal chemistry and agrochemical synthesis workflows.

Synthesis

  • Route1
    • null|null
      95-56-7
    • ~83%
    • In-stock
      2-Bromo-6-nitrophenol|CS-W021626
      13073-25-1

    References

    • Chinese Chemical Letters, , vol. 21, # 11 p. 1283 - 1286
  • Route2
    • null|null
      88-75-5
    • ~5%
    • In-stock
      4-Bromo-2-nitrophenol|CS-W007763
      7693-52-9
    • In-stock
      2-Bromo-6-nitrophenol|CS-W021626
      13073-25-1

    References

    • Synthetic Communications, , vol. 32, # 15 p. 2313 - 2318
  • Route3
    • null|null
      95-56-7
    • ~22%
    • In-stock
      2-Bromo-6-nitrophenol|CS-W021626
      13073-25-1
    • In-stock
      2-Bromo-4-nitrophenol|CS-W007908
      5847-59-6

    References

    • Molecules, , vol. 8, # 7 p. 593 - 598

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   2.0629
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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