Introduction：Basic information about 3-Hydroxy-2-naphthoic acid CAS 92-70-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
3-Hydroxy-2-naphthoic acid Basic information
| Product Name: | 3-Hydroxy-2-naphthoic acid |
| Synonyms: | 3-hydroxy-2-naphthoicaci;3-Hydroxy-beta-naphthoic acid;developer8;developerbon;Kyselina 3-hydroxy-2-naftoova;kyselina3-hydroxy-2-naftoova;Miketazol Developer ONS;miketazoldeveloperons |
| CAS: | 92-70-6 |
| MF: | C11H8O3 |
| MW: | 188.18 |
| EINECS: | 202-180-8 |
| Product Categories: | Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Intermediates of Dyes and Pigments;Intermediates;Naphthalene derivatives;Organics;bc0001;john's |
| Mol File: | 92-70-6.mol |
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3-Hydroxy-2-naphthoic acid Chemical Properties
| Melting point | 218-221 °C(lit.) |
| Boiling point | 283.17°C (rough estimate) |
| density | 1.43 g/cm3 (23℃) |
| refractive index | 1.7160 (estimate) |
| Fp | >150°C |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | 0.072g/l practically insoluble |
| form | Fine Crystalline Powder |
| pka | 3.02±0.30(Predicted) |
| color | Yellow to beige-brown |
| biological source | human blood |
| Water Solubility | PRACTICALLY INSOLUBLE |
| λmax | 395nm(H2O (pH 3.5))(lit.) |
| Merck | 14,4835 |
| BRN | 744100 |
| InChI | 1S/C11H8O3/c12-10-6-8-4-2-1-3-7(8)5-9(10)11(13)14/h1-6,12H,(H,13,14) |
| InChIKey | ALKYHXVLJMQRLQ-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cc2ccccc2cc1O |
| CAS DataBase Reference | 92-70-6(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Naphthalenecarboxylic acid, 3-hydroxy-(92-70-6) |
| EPA Substance Registry System | 3-Hydroxy-2-naphthoic acid (92-70-6) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36-36/37/38 |
| Safety Statements | 26-37/39 |
| WGK Germany | 1 |
| RTECS | QL1755000 |
| TSCA | TSCA listed |
| HS Code | 29182910 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 3
Eye Dam. 1
STOT SE 3 |
| Hazardous Substances Data | 92-70-6(Hazardous Substances Data) |
| Toxicity | The acute oral LD50 of 3-Hydroxy-2-naphthoic acid in rats was 823-1040 mg/kg bw. |
3-Hydroxy-2-naphthoic acid Usage And Synthesis
| Chemical Properties | yellow to beige-brown fine crystalline powder. 3 -Hydroxy-2-naphthoic acid [92-70-6], BON acid, C11H8O3, Mr 188.17, mp 222℃, forms pale yellow crystals from aqueous ethanol. Alkaline solutions have a green fluorescence. Aqueous ferric chloride produces a blue color, and warming with CHCl3– NaOH results in a green color. Oxidation with alkaline permanganate gives 2-carboxyphenylglyoxylic acid and then phthalic acid. Dry distillation produces dibenzoxanthone. Bromination gives the 4,7-dibromo derivative; nitration, the 4-nitro derivative; and sulfonation with oleum, the 5,7-disulfonic acid derivative. |
| Uses | 3-Hydroxy-2-naphthoic acid is mainly used as intermediate for the production of dyes and pigments. Further uses are as intermediate for insecticides and pharmaceuticals (ECB, 2000). |
| Uses | 2-hydroxy-3-naphthoic acid (BON) is coupled with diazo compoundsand their calcium salts are bright red bleed resistance pigments. The somewhat higher cost manganese salt shows better exteriordurability than the calcium or barium salts. The BON red pigments arecharacterized by an extremely high degree of color stability, resistanceto acids and alkalies and are nontoxic. |
| Definition | ChEBI: 3-Hydroxy-2-naphthoate is a naphthoic acid. |
| Preparation | 3 -Hydroxy-2-naphthoic acid is invariably by the Kolbe – Schmitt reaction of carbon dioxide with the dried sodium salt of 2-naphthol at 220 – 260℃. Many improvements in both process and equipment have been developed. The main problems are removal of the 50 % unreacted 2-naphthol and avoidance of a tarry byproduct. Yields of 80 % based on the amount of 2-naphthol consumed are possible despite the low conversion. |
| Hazard | Irritant. |
| Purification Methods | Crystallise it from water or acetic acid. The S-benzyisothiuronium salt has m 216-217o (from EtOH). It forms many metal complex salts. [Beilstein 10 H 333, 10 III 1084.] |
3-Hydroxy-2-naphthoic acid Preparation Products And Raw materials
| Raw materials | Sodium bicarbonate-->Water-->2-Naphthol-->METHYL 3-HYDROXY-2-NAPHTHOATE-->1,2-Bis(3-methylphenoxy)ethane-->1,2-Diphenoxyethane-->Benzyltrimethylammonium chloride-->Potassium hydroxide |
| Preparation Products | NAPHTHOL AS-BI PHOSPHATE-->Naphthol AS-->2,3-diaminonaphthalene-->Pigment Red 57:1-->Pigment Red 48:2-->Naphthol AS-D-->3-Hydroxy-N-(3-nitrophenyl)-2-naphthalenecarboxamide-->3-AMINO-2-NAPHTHOL-->Pigment Red 176-->Lithol rubilie BK-->6-Hydroxy-2-naphthoic acid-->6-ACETOXY-2-NAPHTHOIC ACID-->3-METHOXY-2-NAPHTHOIC ACID-->NAPHTHOL AS-LT-->NAPHTHOL AS-E ACETATE |
