5-Nitro-2-propoxyaniline

5-Nitro-2-propoxyaniline is a chemical compound with the molecular formula C9H12N2O3. It is a nitro compound and an aniline derivative, characterized by the presence of a nitro group (-NO2) and a propoxy group (-OCH2CH2CH3) attached to an aniline (phenylamine) ring.

Structure and Properties

5-Nitro-2-propoxyaniline is a yellow crystalline solid at room temperature. It has a molar mass of 196.20 g/mol. The compound is characterized by the presence of a nitro group (-NO2) and a propoxy group (-OCH2CH2CH3) attached to an aniline (phenylamine) ring. The nitro group is a strong electron-withdrawing group, which makes the compound highly reactive.

Synthesis

The synthesis of 5-Nitro-2-propoxyaniline involves the nitration of 2-propoxyaniline. This is typically achieved by treating 2-propoxyaniline with a nitrating agent such as nitric acid (HNO3) in the presence of a catalyst.

Applications

5-Nitro-2-propoxyaniline is primarily used in the synthesis of dyes and pigments. It is also used as an intermediate in the production of pharmaceuticals and agrochemicals.

Safety and Hazards

Like other nitro compounds, 5-Nitro-2-propoxyaniline is potentially explosive and should be handled with care. It may cause skin and eye irritation, and prolonged exposure may lead to serious health effects.

See Also

• Aniline
• Nitro compound
• Propoxy group

References

• The Merck Index, 14th Edition, Merck & Co., Inc., Whitehouse Station, NJ, USA, 2006.
• CRC Handbook of Chemistry and Physics, 89th Edition, CRC Press, Boca Raton, FL, USA, 2008.