Naphthalin-1,3-diol
Naphthalene-1,3-diol · NAPHTHORESORCINOL · 1,3-NAPHTHALENEDIOL · Naphthoresorcin · NAPHTORESORCINE · NAPHTHORESORCINE · naphtharesorcinol · 1,3-phthalenediol
Identifikatoren & physikalische Daten
| CAS No. | 132-86-5 |
|---|---|
| Summenformel | C10H8O2 |
| Durchschnittliche Molmasse | 160,17 g/mol |
| Monoisotopische Masse | 160,05242949 g/mol |
| SMILES | Oc1cc(O)c2ccccc2c1 |
| InChIKey | XOOMNEFVDUTJPP-UHFFFAOYSA-N |
| PubChem CID | 8601 |
| ChEMBL | CHEMBL381547 |
| EC No. | 205-079-7 |
| DTXSID | DTXSID8059631 |
| Lokaler Name | Naphthalin-1,3-diol |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 40,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 158 |
| Dampfdruck | 0.00000715 [mmHg] |
| Physical Description | Clear solid[Hawley] Tan powder[MSDSonline] |
| Schmelzpunkt | 123-125 °C(lit.) |
| Siedepunkt | 246.06°C (rough estimate) |
| Dichte | 1.0924 (rough estimate) |
| Brechungsindex | 1.5418 (estimate) |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Löslichkeit | ethanol: soluble50mg/mLSoluble in ethanol (50 mg/ml), and water. |
| Aggregatzustand | crystalline |
| pKa (Säurekonstante) | 9.15±0.40(Predicted) |
| Farbe | white to tan |
| Merck | 14,6396 |
| BRN | 2044002 |
| InChI | 1S/C10H8O2/c11-8-5-7-3-1-2-4-9(7)10(12)6-8/h1-6,11-12H |
| InChIKey | XOOMNEFVDUTJPP-UHFFFAOYSA-N |
| SMILES | Oc1cc(O)c2ccccc2c1 |
| CAS Datenbank | 132-86-5(CAS DataBase Reference) |
| EPA chemische Informationen | 1,3-Naphthalenediol (132-86-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (95.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H341 (10.4%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: 1,3-Naphthalenediol1,3-Naphthalenediol: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A skin, eye, and respiratory tract irritant[MSDSonline] See Resorcinol. |
| Hazard Classes and Categories | Skin Irrit. 2 (97.9%)Eye Irrit. 2 (97.9%)STOT SE 3 (95.8%)Muta. 2 (10.4%) |
| F | 8-9-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29029090 |
| RTECS-Nr. | QJ4725000 |
| R-Sätze (R) | 36/37/38-22 |
| Toxizität | mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD691-490, |
Anwendungen & Verwendung
Beschreibung
1,3-Dihydroxynaphthalene (1,3-DHN) is a multifunctional chemical reagent. Similar to resorcinol, it can be phosphorylated at room temperature using phosphotriamide, though its rate of diphosphorylation is lower. In addition, the 1,3-DHN molecule exhibits fluorescent properties, with absorption spectra peaking at 290 nm and 330 nm, while the emission spectrum shows a peak at 380 nm and a shoulder peak at 425 nm. Non-ionic surfactants significantly enhance the fluorescence intensity of 1,3-DHN, whereas the addition of cationic or anionic additives diminishes its fluorescence intensity.
Verwenden
Reagent for sugars, oils, and for glucuronic acid in urine: Forsyth, Nature 161, 239 (1948); Heyns, Kelch, Z. Anal. Chem. 139, 339 (1953).