4-Nitro Benzoic Acid
4-Nitro Benzoic Acid
4-Nitro Benzoic Acid
CAS NO.:
62-23-7
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Basic Information
Common Namep-Nitrobenzoic Acid; 4-Nitrobenzoic Acid
IUPAC Name4-nitrobenzoic acid
CAS Number62-23-7
EINECS Number200-526-2
Chemical FormulaC₇H₅NO₄
Molecular Weight167.12 g/mol
Structural FormulaHOOCC₆H₄NO₂ (para-substituted nitro and carboxyl groups on benzene ring)
Physical Properties
AppearancePale yellow to yellow crystalline powder or needle-like crystals
Melting Point238-242 °C (decomposes)
Boiling PointDecomposes before boiling (≈359 °C under atmospheric pressure, decomposition)
SolubilitySlightly soluble in water (<0.1 g/100 mL at 26 °C); soluble in ethanol, ether, acetone, chloroform; highly soluble in alkaline solutions
Density1.55 g/cm³ (20 °C)
pKa (25 °C)3.41 (stronger acidity than benzoic acid due to electron-withdrawing nitro group)
Chemical Properties
Functional GroupsCarboxylic acid (-COOH), Nitro group (-NO₂)
Key Reactions1. Reduction of -NO₂ to -NH₂ (yields p-aminobenzoic acid); 2. Esterification with alcohols; 3. Acid-base reactions (forms salts with bases)
StabilityStable under normal storage conditions; decomposes on heating to release toxic nitrogen oxides (NOₓ)
Major Applications
Pharmaceutical IndustryKey intermediate for local anesthetics (procaine, tetracaine), folic acid synthesis, diuretics, and bactericides
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