2-Quinoxalinone

2-Quinoxalinone

Chemical Name: 2(1H)-Quinoxalinone
Synonyms: Quinoxalin-2-one; 1,4-Dihydro-2-quinoxalinone
CAS Number: 1196-57-2
Molecular Formula: C₈H₆N₂O
Molecular Weight: 146.15 g/mol

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Physical & Chemical Properties

Property	Specification
Appearance	Off-white to pale yellow crystalline powder
Melting Point	270-272°C (dec.)
Solubility	Slightly soluble in water; soluble in DMSO, DMF
UV λmax	230, 300 nm (methanol)
pKa	~8.5 (lactam NH)

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Hazard & Safety Information (GHS)

Warning Symbols:
⚠️ Acute Toxicity (Category 4)
⚠️ Skin/Eye Irritant (Category 2)

Hazard Codes:
• H302: Harmful if swallowed
• H315: Causes skin irritation
• H319: Causes serious eye irritation

Precautionary Measures:
• P264: Wash hands after handling
• P280: Wear gloves/eye protection
• P305+P351+P338: Eye rinse procedure

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Chemical Behavior

• Tautomerism: Exists in keto-enol equilibrium
• Reactivity:

Forms N-alkylated derivatives with alkyl halidesCoordinates with metals via N,O-chelation
• Stability: Stable under normal conditions

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Applications

✔ Pharmaceutical Intermediate:

Antibacterial/antiviral agentsKinase inhibitors
✔ Coordination Chemistry:Ligand for transition metals
✔ Material Science:Fluorescent probes

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