1'-Acetonaphthone: properties, applications and safety

General Description

1'-Acetonaphthone is a versatile chemical compound with a range of physical and chemical properties that make it useful in various industrial applications, particularly in the production of fragrances and flavors. It serves as a building block for the synthesis of more complex compounds and is commonly used as a starting material or intermediate for the production of pharmaceuticals, dyes, and specialty chemicals. However, it should be handled with care due to its flammability and potential toxicity if ingested. Proper storage, transportation, and handling can help prevent accidents and minimize potential harm to people and the environment.

Figure 1. 1'-Acetonaphthone

Properties

1'-Acetonaphthone is a slightly yellow liquid with a molecular formula of C12H10O. It has a melting point of 34℃ and a boiling point of 296℃, with a relative density of 1.1171-1.1191 (20/4℃) and a refractive index of 1.629-1.631. It is insoluble in water but soluble in most organic solvents, such as ethanol, ether, and acetone. In addition, it has a melting point of 2040°C, a density of 1.119, and a vapor pressure of 0.052Pa at 25℃. Its refractive index is n20/D 1.628, and its flash point is greater than 230°F. 1'-Acetonaphthone is classified as a floral fragrance and is immiscible in water, with a solubility of 0.2g/L in water. It should be stored sealed in dry conditions at room temperature. Overall, 1'-Acetonaphthone has a range of physical and chemical properties that make it useful in various industrial applications, particularly in the production of fragrances and flavors. ¹

Applications

1'-Acetonaphthone is a versatile compound with various applications in organic synthesis, dye production, and pharmaceuticals. As an organic intermediate, it serves as a building block for the synthesis of more complex compounds. In organic synthesis, 1'-Acetonaphthone is commonly used as a starting material or intermediate for the production of a wide range of chemicals. Its acetyl group can undergo various chemical reactions, such as nucleophilic substitution, oxidation, and reduction, to introduce different functional groups into the molecule. This flexibility makes it valuable in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Furthermore, 1'-Acetonaphthone plays a crucial role as an intermediate in the production of dyes. It can be transformed into various chromophores, which are responsible for the coloration of dyes. These dyes find applications in textile industries, printing, and coloring agents for plastics. Additionally, 1'-Acetonaphthone is utilized as an intermediate in pharmaceutical manufacturing. It can be further modified to produce compounds with pharmaceutical properties, including anti-inflammatory, antiviral, and anticancer activities. These derivatives may serve as potential drug candidates for the treatment of various diseases. Overall, 1'-Acetonaphthone demonstrates its significance as an organic intermediate in the synthesis of diverse compounds. Its applications extend to the production of dyes for various industries and as a starting material for the synthesis of pharmaceuticals with potential therapeutic effects. The versatility of 1'-Acetonaphthone makes it a valuable compound in the field of organic chemistry and chemical industries. ²

Safety

1'-Acetonaphthone is a chemical compound commonly used as a precursor in the synthesis of pharmaceuticals, fragrances, and dyes. As with any chemical substance, it is important to understand its safety considerations for handling, storage, and transportation. In terms of storage and transportation, 1'-Acetonaphthone should be kept in a well-ventilated, cool, and dry area. It is classified as a flammable substance and may release irritating smoke when heated or decomposed. Therefore, it is important to keep it away from sources of ignition and use appropriate fire extinguishing agents such as dry powder, foam, sand, carbon dioxide, or misty water. In terms of its potential health effects, 1'-Acetonaphthone has been found to cause mild skin irritation in rabbits at a dose of 500 mg/24 hours. It is classified as toxic and may cause poisoning if ingested. The acute toxicity of 1'-Acetonaphthone in rats via oral administration has an LD50 value of 1560 mg/kg. Overall, it is important to handle 1'-Acetonaphthone with care, following appropriate safety protocols and guidelines. Proper storage, transportation, and handling can help prevent accidents and minimize potential harm to people and the environment. ³

Reference

1. PubChem. COMPOUND SUMMARY: 1'-Acetonaphthone. National Library of Medicine, 2005, PubChem CID: 13663

2. Bhattacharyya MS, Banerjee UC. Improvement of carbonyl reductase production of Geotrichum candidum for the transformation of 1-acetonaphthone to S(-)-1-(1'-napthyl) ethanol. Bioresour Technol. 2007 Jul;98(10):1958-1963.

3. Summary of Classification and Labelling: 1'-acetonaphthone. European Chemicals Agency, EC / List no. 213-384-1.

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