5-Nitro Salicylaldehyde (CAS number 97-51-8) is an organic compound and a derivative of salicylaldehyde, characterized as a yellow to orange crystalline powder. It is widely used as an intermediate in organic synthesis, particularly for manufacturing pharmaceuticals, dyes, and Schiff base ligands.
Properties
Molecular Formula: 𝐶7𝐻5𝑁𝑂4
Molecular Weight: 167.12 g/mol
Melting Point: 125.0 to 128.0 °C
Appearance: Yellow to orange crystalline powder or solid
Solubility: Soluble in organic solvents
Stability: Stable under recommended storage conditions, but sensitive to light (store in a cool, dark place)
Synonyms
2-Hydroxy-5-nitrobenzaldehyde
5-Nitro-2-hydroxybenzaldehyde
2-Formyl-4-nitrophenol
Salicylaldehyde, 5-nitro-
6-Hydroxy-3-nitrobenzaldehyde
NSC 881
Uses and Applications
Chemical Synthesis: Serves as a key building block in organic synthesis for complex molecule creation.
Pharmaceutical Intermediate: Used in the synthesis of coumarin, a pharmaceutical aid, and other drug compounds.
Antimicrobial Agent: It acts as a powerful inhibitor of bacterial growth, showing effectiveness against gram-positive bacteria like Staphylococcus aureus.
Coordination Chemistry: Participates in forming Schiff base ligands that exhibit high bactericidal/fungicidal activity, particularly against methicillin-resistant Staphylococcus aureus (MRSA) and Candida albicans.
Research & Analysis: Used in biochemical research for the detection of enzymes (e.g., cathepsin B activity) and as a reagent for creating molecular switches (protonated merocyanines).
Safety and Handling
Hazards: It is harmful if swallowed, causes skin irritation, and causes serious eye irritation.
Handling: Wear protective gloves/eye protection and avoid breathing dust.
Storage: Store in a cool, dry place, typically at 2-8°C or room temperature in a dark, airtight container.
