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CS-W001157 4
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3-Bromo-2-nitrophenol

  • CAS No. 76361-99-4

  • Cat. No. CS-0042077
  • Purity≥97%
  • MDL No.MFCD08445675

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

3-Bromo-2-nitrophenol|CS-0042077

Structure of 76361-99-4

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General Information

  • CAS No. 76361-99-4
  • Cat. No. CS-0042077
  • Purity ≥97%
  • MDL No. MFCD08445675
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrNO₃
  • Molecular Weight 218.00
  • Synonym(s) 2-Nitro-3-bromophenol
  • SMILES OC1=CC=CC(Br)=C1[N+]([O-])=O

Description

3-Bromo-2-nitrophenol features a bromine substituent at the meta position relative to a nitro group on a phenolic scaffold. This electron-deficient aromatic system enables direct functionalization in cross-coupling reactions and serves as a key intermediate in pharmaceutical synthesis. The compound exhibits stability under standard bench conditions and facilitates selective derivatization through its reactive hydroxyl and halogen moieties.

Application

3-Bromo-2-nitrophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl group while retaining ortho-directed reactivity. Its bromine and nitro substituents facilitate subsequent cross-coupling reactions and electrophilic substitution processes under standard conditions. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for scale-up applications.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 27, # 6.2 p. 1149 - 1152 Zhurnal Organicheskoi Khimii, , vol. 27, # 6 p. 1317 - 1320
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      3-Bromo-2-nitrophenol|CS-0042077
      76361-99-4

    References

    • Journal of the Chemical Society, , p. 928,933
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      19046-86-7
    • In-stock
      3-Bromo-2-nitrophenol|CS-0042077
      76361-99-4

    References

    • Journal of the Chemical Society, , p. 159 Journal of the Chemical Society, , vol. 127, p. 1602

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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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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