o-Nitrobenzolsulfenylchlorid
NPS-CL · NBSC · 2-NITROPHENYLSULFENYL CHLORIDE · 2-nitrophenyl hypochlorothioite · NPS REAGENT · 2-Nitrophenylchloro sulfide · (2-Nitrophenylthio) chloride · 1-Nitro-2-(chlorothio)benzene
Identifikatoren & physikalische Daten
| CAS No. | 7669-54-7 |
|---|---|
| Summenformel | C6H4ClNO2S |
| Durchschnittliche Molmasse | 189,62 g/mol |
| Monoisotopische Masse | 188,96512705 g/mol |
| SMILES | O=[N+]([O-])c1ccccc1SCl |
| InChIKey | NTNKNFHIAFDCSJ-UHFFFAOYSA-N |
| PubChem CID | 24319 |
| EC No. | 231-644-2 |
| DTXSID | DTXSID4064765 |
| Lokaler Name | o-Nitrobenzolsulfenylchlorid |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 71,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 150 |
| Stoffklassen | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | Schoenflies notation |
| Physical Description | Yellow crystalline powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 70-75 °C |
| Siedepunkt | 350.0±25.0 °C(Predicted) |
| Dichte | 1.492 (estimate) |
| Brechungsindex | 1.6000 (estimate) |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Crystalline Powder or Needles |
| Farbe | Yellow to gold |
| Löslichkeit | decomposes |
| BRN | 473741 |
| InChI | InChI=1S/C6H4ClNO2S/c7-11-6-4-2-1-3-5(6)8(9)10/h1-4H |
| InChIKey | NTNKNFHIAFDCSJ-UHFFFAOYSA-N |
| SMILES | C1(SCl)=CC=CC=C1[N+]([O-])=O |
| CAS Datenbank | 7669-54-7(CAS DataBase Reference) |
| EPA chemische Informationen | Benzenesulfenyl chloride, 2-nitro- (7669-54-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 06-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21383 |
| Gefahrenübersicht | Reacts with waterCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] See 2-Nitrobenzenesulfonyl chloride. |
| Hazard Classes and Categories | Skin Corr. 1B (100%) |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 3261 |
| Zollcode | 29309090 |
| R-Sätze (R) | 34 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 36/39-45-36/37/39-26 |
| Gefahrenklasse | 8 |
| Verpackungsgruppe | II |
Anwendungen & Verwendung
Verwenden
2-Nitrobenzenesulfenyl Chloride is used in the synthesis of α-amino phosphonic acids
Herstellung & Synthese
synthetische
CAUTION: This chloride is explosive, and the solvent has to be removed under reduced pressure. To a 500-ml, three-necked flask equipped with a mechanical stirrer, thermometer, gas addition tube, and condenser is added 200 ml of dry carbon tetrachloride, 30 gm (0.1 mole) of 2,2'-dinitrophenyl disulfide, and 0.05 gm of iodine as a catalyst. The suspension is heated to 50-60°C, and chlorine gas is added at such a flow rate that 10 gm (0.14 mole) is added over a 2-2^-hr period at this temperature. After this time, the solid starting disulfide finally goes into solution, and the warm dark yellow solution is filtered. The solution is cooled to 5°C, and the product that crystallizes out is filtered and dried to afford 25.2-27.0 gm (66-71%), m.p. 73-74.5°C.