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CS-W001157 4
Total: USD 88.00

3-Hydroxy-4-nitrobenzonitrile

  • CAS No. 18495-15-3

  • Cat. No. CS-W006961
  • Purity≥98%
  • MDL No.MFCD06657032

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

3-Hydroxy-4-nitrobenzonitrile|CS-W006961

Structure of 18495-15-3

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General Information

  • CAS No. 18495-15-3
  • Cat. No. CS-W006961
  • Purity ≥98%
  • MDL No. MFCD06657032
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₂O₃
  • Molecular Weight 164.12
  • Synonym(s) None
  • SMILES N#CC1=CC(O)=C([N+]([O-])=O)C=C1

Description

3-Hydroxy-4-nitrobenzonitrile features a strategically positioned hydroxyl group flanked by electron-withdrawing nitro and nitrile functionalities, enabling direct incorporation into conjugated systems. This combination imparts enhanced solubility and reactivity in synthetic transformations, particularly under mild conditions. The molecule's polarity facilitates purification and handling in process development workflows.

Application

3-Hydroxy-4-nitrobenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling access to substituted heterocycles and functionalized aromatic scaffolds. Its strategic placement of hydroxyl, nitro, and nitrile groups provides orthogonal reactivity for sequential transformations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • US5886044 A1, ; US 5886044 A
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 63, # 13 p. 4199 - 4208
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 47, # 6 p. 1319 - 1321

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H300-H311+H331-H412
Precautionary Statements : P261-P264-P273-P280

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Computational Chemistry Data

  • TPSA   87.16
  • LogP   1.17208
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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