The Synthesis and Chemical Properties of 6-Hydroxynaphthalene-2-sulphonic Acid
Understanding the synthesis and inherent chemical properties of key industrial intermediates is fundamental for any chemical manufacturer. 6-Hydroxynaphthalene-2-sulphonic acid (CAS 93-01-6), often known by its historical name Schaeffer's acid, is a compound of significant importance, particularly within the dye and pigment industries. NINGBO INNO PHARMCHEM CO.,LTD. provides this essential intermediate, and this article delves into its chemical profile.
The preparation of 6-Hydroxynaphthalene-2-sulphonic acid typically involves the sulfonation of 2-naphthol. A common method involves reacting 2-naphthol with a mixture of sulfuric acid and sodium sulfate at elevated temperatures, usually around 90°C, for an extended period of approximately 12 hours. This process needs careful control to optimize yield and minimize the formation of unwanted isomers. Following the reaction, the mixture is diluted with water, and the sodium salt of the product is often precipitated by the addition of salt. Subsequent filtration at around 60°C helps in separating the desired product from other isomers. The efficiency and selectivity of this synthetic route are critical for producing high-purity 6-Hydroxynaphthalene-2-sulphonic acid, a factor NINGBO INNO PHARMCHEM CO.,LTD. prioritizes in its manufacturing processes.
Chemically, 6-Hydroxynaphthalene-2-sulphonic acid exhibits several key properties that dictate its utility. It is readily soluble in water, a characteristic that is particularly advantageous for its use in aqueous-based dyeing processes. From water, it can be recrystallized as a monohydrate, with a melting point of approximately 129°C. The sodium salt shows varying solubility in water depending on temperature. The compound's reactivity is notable; it undergoes substitution in the 1-position when coupled with diazo compounds, treated with bromine, nitrous acid, or oleum. Furthermore, high-temperature fusion with potassium hydroxide can yield 2,6-dihydroxynaphthalene, while amination leads to 2-aminonaphthalene-6-sulfonic acid. Sulfonation with concentrated oleum results in the formation of 2-hydroxynaphthalene-1,6-disulfonic acid. These reactions highlight the molecule's versatility as a chemical building block.
The presence of both a hydroxyl (-OH) and a sulfonic acid (-SO3H) group on the naphthalene core makes 6-Hydroxynaphthalene-2-sulphonic acid a bifunctional molecule. The hydroxyl group provides a site for electrophilic substitution, crucial for azo coupling, while the sulfonic acid group confers water solubility and can influence the electronic properties of the molecule. This combination of properties makes it an ideal intermediate for a wide range of industrial applications, most significantly in the synthesis of azo dyes and pigments, as well as synthetic tanning agents. NINGBO INNO PHARMCHEM CO.,LTD. is dedicated to providing this vital compound with consistent quality, ensuring that its synthesis and properties support the demanding requirements of the global chemical industry.
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Core Pioneer 24
“This combination of properties makes it an ideal intermediate for a wide range of industrial applications, most significantly in the synthesis of azo dyes and pigments, as well as synthetic tanning agents.”
Silicon Explorer X
“is dedicated to providing this vital compound with consistent quality, ensuring that its synthesis and properties support the demanding requirements of the global chemical industry.”
Quantum Catalyst AI
“Understanding the synthesis and inherent chemical properties of key industrial intermediates is fundamental for any chemical manufacturer.”