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CS-W001157 4
Total: USD 88.00

2-Nitrobenzene-1,4-diol

  • CAS No. 16090-33-8

  • Cat. No. CS-0120603
  • Purity≥98%
  • MDL No.MFCD00269642

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

2-Nitrobenzene-1,4-diol|CS-0120603

Structure of 16090-33-8

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General Information

  • CAS No. 16090-33-8
  • Cat. No. CS-0120603
  • Purity ≥98%
  • MDL No. MFCD00269642
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NO₄
  • Molecular Weight 155.11
  • Synonym(s) NSC 138350
  • SMILES OC1=CC=C(O)C=C1[N+]([O-])=O

Description

2-Nitrobenzene-1,4-diol features a para-nitro group flanked by two phenolic hydroxyls, delivering high reactivity in electrophilic substitution and enabling direct incorporation into redox-active scaffolds. This electron-deficient diol integrates readily into functional materials and serves as a key intermediate in the synthesis of bioactive heterocycles under standard conditions.

Application

2-Nitrobenzene-1,4-diol serves as a versatile bifunctional building block in synthetic organic chemistry, enabling direct access to substituted quinones and heterocyclic scaffolds. Its ortho-nitro and para-hydroxyl groups facilitate sequential functionalization, including reduction, coupling, and cyclization reactions. The compound exhibits sufficient bench stability for routine handling and is compatible with common protecting group strategies, making it valuable for the synthesis of complex aromatic systems and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      123-31-9
    • ~10%
    • In-stock
      2-Nitrobenzene-1,4-diol|CS-0120603
      16090-33-8

    References

    • Kumar, M. Satish; Rajanna; Reddy, K. Rajendar; Venkateswarlu; Venkanna Synthetic Communications, 2013 , vol. 43, # 19 p. 2672 - 2677
  • Route2

    References

    • Valderrama, Jaime A.; Gonzalez, Florencia M. Heterocycles, 1993 , vol. 36, # 7 p. 1553 - 1560
  • Route3
    • null|null
      88-75-5
    • ~%
    • In-stock
      2-Nitrobenzene-1,4-diol|CS-0120603
      16090-33-8

    References

    • Elbs Journal fuer Praktische Chemie (Leipzig), 1893 , vol. <2> 48, p. 179

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   83.6
  • LogP   1.006
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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