Nitroquinoline

Nitroquinoline is a chemical compound with the formula C9H6N2O2. It is also known as 1-Nitroquinoline or 1-NQ. Nitroquinoline is a yellow crystalline solid that is soluble in organic solvents. It has a molar mass of 174.16 g/mol and a density of 1.34 g/cm3. The compound has a melting point range of 78-80 °C and a boiling point of 315 °C.

Properties

Nitroquinoline is a nitro-substituted derivative of quinoline. It consists of a quinoline ring with a nitro group (NO2) attached at position 1. The presence of the nitro group gives the compound its characteristic yellow color. Nitroquinoline is sparingly soluble in water but dissolves readily in organic solvents such as ethanol and acetone.

Synthesis

Nitroquinoline can be synthesized through various methods. One common approach involves the nitration of quinoline using a mixture of concentrated sulfuric acid and nitric acid. The reaction typically takes place at elevated temperatures and yields 1-nitroquinoline as the main product. Other methods include the oxidation of 1-aminoquinoline or the reduction of 1-nitroquinoline-N-oxide.

Applications

Nitroquinoline finds applications in several fields, including pharmaceuticals, dyes, and agrochemicals. It is used as a building block in the synthesis of various organic compounds. Nitroquinoline derivatives have shown potential as antimicrobial agents, anticancer drugs, and fluorescent dyes. Additionally, they have been investigated for their use in organic light-emitting diodes (OLEDs) and photovoltaic devices.

Safety

Nitroquinoline is considered to be a hazardous compound. It is toxic if swallowed, inhaled, or absorbed through the skin. The compound may cause irritation to the eyes, skin, and respiratory system. Prolonged or repeated exposure to nitroquinoline may have harmful effects on human health. It is important to handle this compound with caution and follow appropriate safety measures when working with it.

See also

• Quinoline
• Nitro compound
• Organic synthesis