HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tosylchlorid
TsCl · P-TOLUENESULFONYL CHLORIDE · TOS-CL · 4-METHYLBENZENESULFONYL CHLORIDE · PTSC · 4-Methylbenzene-1-sulfonyl chloride · 4-TOLUENESULFONYL CHLORIDE · PARA TOLUENE SULFONYL CHLORIDE
Identifikatoren & physikalische Daten
| CAS No. | 98-59-9 |
|---|---|
| Summenformel | C7H7ClO2S |
| Durchschnittliche Molmasse | 190,65 g/mol |
| Monoisotopische Masse | 189,98552814 g/mol |
| SMILES | Cc1ccc(S(=O)(=O)Cl)cc1 |
| InChIKey | YYROPELSRYBVMQ-UHFFFAOYSA-N |
| PubChem CID | 7397 |
| EC No. | 202-684-8 |
| DTXSID | DTXSID1052660 |
| Lokaler Name | Tosylchlorid |
Chemische & physikalische Eigenschaften
| XLogP | 3 |
|---|---|
| Polarare Oberfläche (TPSA) | 42,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 209 |
| Stoffklassen | Toxic Gases & Vapors -> Acid Halides |
| SpringerMaterials Properties | Schoenflies notation |
| LogP (Verteilungskoeffizient) | 3.49 |
| Dichte | 1.3 g/cm³1.33 @25 °C1,006 g/cm3 |
| Color/Form | CRYSTALSTRICLINIC CRYSTALS FROM ETHER OR PETROLEUM ETHER |
| Löslichkeit | INSOL IN WATERFREELY SOL IN ALCOHOL, BENZENE, ETHERSolubility in water: reactionmethylene chloride: 0.2 g/mL, clearhydrolyses |
| Flammpunkt | 128 °C c.c. |
| Siedepunkt | 146 °C @ 15 MM HG134 °C10 mm Hg(lit.) |
| Schmelzpunkt | 69-71 °C65-69 °C(lit.) |
| Dampfdichte | Relative vapor density (air = 1): 6.6 |
| Dampfdruck | Vapor pressure, Pa at 25 °C: 0.161 [mm Hg] @88 °C1 mm Hg ( 88 °C) |
| Physical Description | P-toluene sulfonylchloride appears as a white to gray powdered solid with a distinctive odor. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.A white to gray solid[CAMEO] Hygroscopic[eChemPortal: SIDSUNEP] White or light yellow crystalline solid[MSDSonline]COLOURLESS-TO-YELLOW HYGROSCOPIC CRYSTALS WITH PUNGENT ODOUR. |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Crystalline Powder |
| Farbe | White |
| Merck | 14,9534 |
| BRN | 607898 |
| Henry-Konstante | 1.0×100 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| Stabilität | Stable. Substances to be avoided include strong bases and strong oxidizing agents and water. Moisture sensitive. |
| InChI | 1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3 |
| InChIKey | YYROPELSRYBVMQ-UHFFFAOYSA-N |
| SMILES | Cc1ccc(cc1)S(Cl)(=O)=O |
| CAS Datenbank | 98-59-9(CAS DataBase Reference) |
| NIST chemische Informationen | Benzenesulfonyl chloride, 4-methyl-(98-59-9) |
| EPA chemische Informationen | p-Toluenesulfonyl chloride (98-59-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 5.7% (53 of 926) of reports.DangerH290 (20%): May be corrosive to metals [Warning Corrosive to Metals]P234, P260, P261, P264, P264+P265, P271, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P332+P317, P333+P317, P362+P364, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 926 reports by companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzenesulfonyl chloride, 4-methyl-Status: Active Update: 12-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/132424-Toluenesulphonyl chloride: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| Gesundheitsgefahren | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Gefahrenübersicht | A skin, eye, and respiratory tract irritant[HSDB] Reacts violently with water evolving hydrochloric acidA corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitis[MSDSonline] Slowly hydrolyzes to strong acids (HCl and p-toluenesulfonic acid)Severely irritating to skin and eyes in animal testing[AIHA] Contact dermatitis documented in a chemist[Kanerva, p. 1841] |
| Reaktive Gruppe | Acyl Halides, Sulfonyl Halides, and Chloroformates |
| UN-Einstufung | UN Hazard Class: 8UN Pack Group: II |
| Chemical Dangers | Decomposes on heating. This produces toxic and corrosive fumes including sulfur oxides and hydrogen chloride. Reacts with water and moist air. This produces hydrogen chloride (see ICSC 0163). |
| Packaging and Labelling | Unbreakable packaging. Put breakable packaging into closed unbreakable container. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Met. Corr. 1 (20%) |
| Brandbekämpfung | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:Use dry powder, carbon dioxide. NO water. NO foam. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest.Remove contaminated clothes. Rinse skin with plenty of water or shower.Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention . |
| Erste Hilfe | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Sichere Lagerung | Dry. Well closed. Store in an area without drain or sewer access. |
| Freisetung ohne Brand | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Verschüttetes entsorgen | Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into containers. Carefully collect remainder. Then store and dispose of according to local regulations. |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Eye Prevention | Wear safety goggles or eye protection in combination with breathing protection if powder. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered. |
| Skin Prevention | Protective gloves. |
| Exposure Prevention | PREVENT DISPERSION OF DUST! |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Signs and Symptoms | Cough.Redness. Pain.Sore throat. |
| ICSC Environmental Data | The substance is harmful to aquatic organisms. |
| Human Toxicity Excerpts | ...PRODUCE SEVERE PRIMARY IRRITATION OF EYES, SKIN, OR RESP TRACT. DELAYED VESICATION IS NOT UNCOMMON. SENSITIZATION MAY ALSO OCCUR... /ACID HALIDES/STRONG IRRITANT & VESICANT. /FROM TABLE/WHILE CUMULATIVE TOXIC EFFECTS ARE THEORETICALLY POSSIBLE IF ORIGINAL ORG ACID IS ALSO KNOWN TO BE CUMULATIVE IN ACTION...IRRITANT PROPERTIES OF THE HALIDE PREVENT VOLUNTARY EXPOSURE TO SIGNIFICANT AMOUNTS... /ACID HALIDES/ |
| Non-Human Toxicity Excerpts | REMSEN FAHLBERG SACCHARIN & ITS CONTAMINANTS (O-TOLUENE SULFONAMIDE (OTS), P-TOLUENE SULFONAMIDE (PTS), O-SULFAMOYL BENZOIC ACID, P-SULFAMOYL BENZOIC ACID) WERE TESTED FOR MUTAGENICITY. CONTAMINANTS OTS & ITS ISOMER PTS WERE MUTAGENIC IN AMES TEST & BASC TEST IN DROSOPHILA. |
| F | 9-21 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3261 8/PG 2 |
| Zollcode | 29049020 |
| R-Sätze (R) | 34-29-41-38 |
| Toxizität | LD50 orally in Rabbit: 4680 mg/kg |
| Gefahrensymbole | C,Xi |
| hazard_note | Corrosive |
| Sicherheitshinweise (S) | 26-36/37/39-45-27-39 |
| Gefahrenklasse | 8Eye Dam. 1Met. Corr. 1Skin Irrit. 2Skin Sens. 1 |
| Verpackungsgruppe | II |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
| Gefahrstoffdaten | 98-59-9(Hazardous Substances Data) |
Herstellung & Synthese
synthetische
Tosyl chloride is a by-product from the production of ortho-toluenesulfonyl chloride (a precursor for the synthesis of the common food additive and catalyst saccharin), via the chlorosulfonation of toluene:CH3C6H5+ SO2Cl2→ CH3C6H4SO2Cl + HCl