2-Naphthalinsulfonsäure
2-NAPHTHALENESULFONIC ACID · NAPTHELENE SULPHONIC ACID · NAPHTHALENE-2-SULPHONIC ACID · Dirinal NSK · 2-Sulfonaphthalene · 2-Naphthalenesulfoni · β-Naphthalenesulfonic · beta-naphthalenesulfonic
Identifikatoren & physikalische Daten
| CAS No. | 120-18-3 |
|---|---|
| Summenformel | C10H8O3S |
| Durchschnittliche Molmasse | 208,24 g/mol |
| Monoisotopische Masse | 208,01941512 g/mol |
| SMILES | O=S(=O)(O)c1ccc2ccccc2c1 |
| InChIKey | KVBGVZZKJNLNJU-UHFFFAOYSA-N |
| PubChem CID | 8420 |
| ChEMBL | CHEMBL1234624 |
| ChEBI | CHEBI:44229 |
| EC No. | 204-375-3 |
| DTXSID | DTXSID5044788 |
| Lokaler Name | 2-Naphthalinsulfonsäure |
Chemische & physikalische Eigenschaften
| XLogP | 0,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 62,8 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 291 |
| Stoffklassen | Other Classes -> NaphthalenesIndustrial compound |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Density |
| LogP (Verteilungskoeffizient) | 1.07 |
| Dampfdruck | 0.00000002 [mmHg]2.33Pa at 20℃ |
| Physical Description | Dry PowderHygroscopic solid[Sigma-Aldrich MSDS] |
| Collision Cross Section | 143.8 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID5044788] |
| Schmelzpunkt | 124 °C |
| Siedepunkt | 317.43°C (rough estimate) |
| Dichte | 1.44 g/cm |
| Brechungsindex | 1.4998 (estimate) |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | water: freely soluble(lit.)Soluble in water. |
| pKa (Säurekonstante) | 0.27±0.10(Predicted) |
| Aggregatzustand | solid |
| Farbe | White |
| Merck | 6377 |
| InChI | 1S/C10H8O3S/c11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,11,12,13) |
| InChIKey | KVBGVZZKJNLNJU-UHFFFAOYSA-N |
| SMILES | OS(=O)(=O)c1ccc2ccccc2c1 |
| LogP (Verteilungskoeffizient) | -0.944 at 23℃ |
| CAS Datenbank | 120-18-3(CAS DataBase Reference) |
| EPA chemische Informationen | 2-Naphthalenesulfonic acid (120-18-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.4% (1 of 255) of reports.DangerH302 (41.6%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 255 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Naphthalenesulfonic acid2-Naphthalenesulfonic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Naphthalenesulfonic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 17-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/150682-Naphthalenesulfonic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Gefahrenübersicht | A severe skin irritant in guinea pigsA severe eye irritant in rabbits (causes permanent injury)Oral LD50 (rat) = 400 mg/kg[IUCLID] May contain up to 15% sulfuric acid (CAS# 7664-93-9) as residual of manufactureCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsTargets the teeth and cardiovascular systemThe International Agency for Research on Cancer (IARC) has determined that occupational exposure to strong-inorganic-acid mists containing sulfuric acid is carcinogenic to humans (group 1)[Sigma-Aldrich MSDS] See 2-Naphthalenesulfonic acid, sodium salt. |
| Hazard Classes and Categories | Acute Tox. 4 (41.6%) |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Wassergefährdungsklasse (WGK) | 1 |
Anwendungen & Verwendung
Verwenden
Naphthalene-2-sulfonic acid is used in making direct dyes, reactive des and employed as dye and agrochemical intermediates.
Herstellung & Synthese
synthetische
Naphthalene-2-sulfonic acid is prepared by sulfonation of naphthalene. Step: With naphthalene as raw material, 98% sulfuric acid is used as sulfonating agent, and it is obtained by sulfonation at 160-166 ℃. During the sulfonation process, a small amount of α-naphthalenesulfonic acid by-product is generated. By heating, the unstable α-naphthalenesulfonic acid can be hydrolyzed at 140-150 °C to remove the sulfonic acid group, and become naphthalene and sulfuric acid. Naphthalene can be blown out. During the hydrolysis of naphthalene, a small amount of lye should be added to neutralize part of the sulfuric acid. It also acts with naphthalenesulfonic acid to form β-naphthalenesulfonic acid sodium salt crystals, which can be filtered to obtain the finished product of Naphthalene-2-sulfonic acid.