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CS-W001157 4
Total: USD 88.00

3-Hydroxy-4-methoxy-2-nitrobenzaldehyde

  • CAS No. 6284-92-0

  • Cat. No. CS-0088554
  • Molecule weight197.14
  • Purity≥96%
  • MDL No.None

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

3-Hydroxy-4-methoxy-2-nitrobenzaldehyde|CS-0088554

Structure of 6284-92-0

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General Information

  • CAS No. 6284-92-0
  • Cat. No. CS-0088554
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₅
  • Molecular Weight 197.14
  • Synonym(s) benzaldehyde, 3-hydroxy-4-methoxy-2-nitro-
  • SMILES O=CC1=CC=C(OC)C(O)=C1[N+]([O-])=O

Description

3-Hydroxy-4-methoxy-2-nitrobenzaldehyde features a strategically positioned aldehyde group flanked by electron-withdrawing nitro and electron-donating methoxy functionalities, enabling precise tuning of reactivity in coupling reactions. The phenolic hydroxyl enhances solubility and facilitates derivatization, while the ortho-nitro substituent stabilizes intermediates under standard conditions. This scaffold serves as a key building block for bioactive heterocycles and fluorescent probes.

Application

3-Hydroxy-4-methoxy-2-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and functionalized aromatic scaffolds. Its ortho-hydroxyl and methoxy groups provide complementary reactivity for electrophilic substitution and metal-catalyzed coupling reactions, while the nitro and aldehyde functionalities offer robust handles for sequential transformations. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials development workflows.

Safety Information

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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

Quality Control

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Computational Chemistry Data

  • TPSA   89.67
  • LogP   1.1215
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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