1nitronaphthalene

1-Nitronaphthalene is an organic compound with the chemical formula C10H7NO2. It is a derivative of naphthalene, where a nitro group (-NO2) has replaced one of the hydrogen atoms on the aromatic ring. It exists as yellow crystalline solid and is generally insoluble in water but soluble in organic solvents like ethanol and ether.

The synthesis of 1-nitronaphthalene is typically achieved through the electrophilic aromatic substitution of naphthalene with a nitrating agent, such as a mixture of concentrated nitric acid and sulfuric acid. The reaction conditions, particularly temperature, influence the regioselectivity, favoring the formation of the 1-isomer over the 2-isomer.

1-Nitronaphthalene serves as an intermediate in the synthesis of various other organic compounds. It can be reduced to 1-aminonaphthalene, which is a precursor to dyes and pharmaceuticals. Its chemical properties are characteristic of both nitroaromatic compounds and naphthalene derivatives. Due to its aromatic nature and the presence of the nitro group, it can undergo further reactions such as reduction, oxidation, and other substitution reactions. It is important to handle 1-nitronaphthalene with care as it can be an irritant.