2-naphthol

2-Naphthol, also known as beta-naphthol, is an organic compound with the formula C₁₀H₇OH. It is one of the two isomeric forms of naphthol, the other being 1-Naphthol. 2-Naphthol is a white crystalline solid that is soluble in alcohol, ether, and benzene, but only slightly soluble in water.

Structure and Properties

2-Naphthol consists of a naphthalene ring system with a hydroxyl group (−OH) attached to the second carbon atom. This structure gives it the properties of a phenol, making it slightly acidic. The presence of the hydroxyl group allows 2-naphthol to participate in hydrogen bonding, which influences its solubility and reactivity.

Synthesis

2-Naphthol can be synthesized through several methods, including the sulfonation of naphthalene followed by hydrolysis. Another common method is the Bucherer reaction, which involves the conversion of naphthalene to 2-naphthol using sodium bisulfite and ammonia.

Applications

2-Naphthol is used in the production of dyes, such as azo dyes, where it acts as a coupling component. It is also used in the synthesis of pharmaceuticals, agrochemicals, and as an intermediate in the production of antioxidants and other organic compounds.

Safety and Handling

2-Naphthol should be handled with care, as it can be harmful if ingested or inhaled. It may cause skin and eye irritation. Proper protective equipment, such as gloves and goggles, should be used when handling this compound.

Also see

• 1-Naphthol
• Naphthalene
• Phenol
• Azo dye