1,3-Dihydroxynaphthalene (1,3-DHN) is an aromatic organic compound with the molecular formula C₁₀H₈O₂ and one of the structural isomers of dihydroxynaphthalene. It is used as a dye intermediate and gives stable colors using suitable mordants and oxidizing dye formulations. The compound also exhibits characteristic fluorescence and is recognized for its well-defined chemical behavior.
It is prepared by the hydrolysis of 1,3-diaminonaphthalene or by the decarboxylation of 1,3-dihydroxynaphthalene-2-carboxylic acid. Its well-defined chemical structure and reactivity have made it a widely studied compound in dye chemistry and organic synthesis.
CAS No.- 132-86-5
Synonyms: Naphthoresorcinol and naphthalene-1,3-diol
| Physical Properties | |
| Chemical formula | C10H8O2 |
| IUPAC Name | naphthalene-1,3-diol |
| Molecular weight | 160.17 g/mol |
| Solubility | Soluble in water, ether, and alcohol |
| Appearance | White to Gray, Brown or tan |
| Storage | Store at room temperature |
| Chemical Properties | |
| Color | White to tan |
| Physical State at 20 °C | Solid |
| Melting Point | 123 to 126 °C |
| Odor | Odorless |
| Pictograms : |  |
| Hazard Statements : | H302: Harmful if swallowed H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation |
| Precautionary statements : | P261: Avoid breathing dust/fume/gas/mist/vapors/spray P270: Do not eat, drink or smoke when using this product P264: Wash face, hands and any exposed skin thoroughly after handling P271: Use only outdoors or in a well-ventilated area P280: Wear protective gloves/protective clothing/eye protection/face protection
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1,3-Dihydroxynaphthalene (1,3-DHN) is an aromatic organic compound with the molecular formula C₁₀H₈O₂ and one of the structural isomers of dihydroxynaphthalene. It is used as a dye intermediate and gives stable colors using suitable mordants and oxidizing dye formulations. The compound also exhibits characteristic fluorescence and is recognized for its well-defined chemical behavior.
It is prepared by the hydrolysis of 1,3-diaminonaphthalene or by the decarboxylation of 1,3-dihydroxynaphthalene-2-carboxylic acid. Its well-defined chemical structure and reactivity have made it a widely studied compound in dye chemistry and organic synthesis.
CAS No.- 132-86-5
Synonyms: Naphthoresorcinol and naphthalene-1,3-diol
| Physical Properties | |
| Chemical formula | C10H8O2 |
| IUPAC Name | naphthalene-1,3-diol |
| Molecular weight | 160.17 g/mol |
| Solubility | Soluble in water, ether, and alcohol |
| Appearance | White to Gray, Brown or tan |
| Storage | Store at room temperature |
| Chemical Properties | |
| Color | White to tan |
| Physical State at 20 °C | Solid |
| Melting Point | 123 to 126 °C |
| Odor | Odorless |
| Pictograms : | |
| Hazard Statements : | H302: Harmful if swallowed H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation |
| Precautionary statements : | P261: Avoid breathing dust/fume/gas/mist/vapors/spray P270: Do not eat, drink or smoke when using this product P264: Wash face, hands and any exposed skin thoroughly after handling P271: Use only outdoors or in a well-ventilated area P280: Wear protective gloves/protective clothing/eye protection/face protection
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1,3-Dihydroxynaphthalene is widely used in dye manufacturing, colorimetric determination of uronic acids, carbohydrate chromatography, fluorescence analysis, and chemical research. It is also employed in the classical naphthoresorcinol test for uronic acid detection.
Laboratory synthesis of 1,3-Dihydroxynaphthalene commonly involves the hydrolysis of 1,3-diaminonaphthalene or the decarboxylation of 1,3-dihydroxynaphthalene-2-carboxylic acid, which is obtained through the cyclization of phenylacetylmalonate esters.
1,3-Dihydroxynaphthalene is used in chromatography of carbohydrates, thin-layer electrophoretic methods of analysis of carbohydrates, biomass degradation products and phenolic compounds.
1,3-Dihydroxynaphthalene reacts with uronic acids under acidic conditions to produce a characteristic blue-colored complex. The reaction forms the basis of the naphthoresorcinol (Tollens-Rorive) test which allows sensitive qualitative and quantitative determination of glucuronic acid and related compounds.
1,3-Dihydroxynaphthalene exhibits absorption bands in the UV at about 290 nm and 330 nm. The fluorescence emission is at about 380 nm with a shoulder at about 425 nm. The fluorescence intensity can be enhanced with non-ionic surfactants.
1,3-Dihydroxynaphthalene is mainly supplied for laboratory, analytical, research and specialty chemical applications, including dye synthesis, biochemical assays and academic research.
