240877

p-Toluolsulfonylchlorid

ReagentPlus^®, ≥99%

• Synonym(e): Tosylchlorid
• Lineare Formel: CH₃C₆H₄SO₂Cl
• CAS-Nummer: 98-59-9
• Molekulargewicht: 190.65
• Beilstein: 607898
• EG-Nummer: 202-684-8
• MDL-Nummer: MFCD00007450
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 57648053
• NACRES: NA.21

Eigenschaften

• Dampfdruck: 1 mmHg ( 88 °C)
• Qualitätsniveau: 200
• Produktlinie: ReagentPlus^®
• Assay: ≥99%
• Form: solid
• bp: 134 °C/10 mmHg (lit.)
• mp (Schmelzpunkt): 65-69 °C (lit.)
• Löslichkeit: benzene: freely soluble(lit.); chloroform: freely soluble(lit.); ethanol: freely soluble(lit.); water: insoluble(lit.)
• SMILES String: Cc1ccc(cc1)S(Cl)(=O)=O
• InChI: 1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3
• InChIKey: YYROPELSRYBVMQ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

p-Toluenesulfonyl chloride is an organic sulfonyl chloride mainly used to convert hydroxyl groups into good leaving group by forming sulfonates.

Anwendung

p-Toluenesulfonyl chloride may be used in the following processes:

• In combination with N-methylimidazole for the esterification or thioesterification of carboxylic acids and alcohols or thiols.
• As an additive to enhance the yield of symmetrical biaryls via palladium chloride catalyzed homo-coupling of arylboronic acids in the absence of ligands.
• As a positive chlorine source for the ?-chlorination of ketones.
• Solvent-free tosylation of alcohols and phenols in the presence of heterodoxy acids.
• As an activator for reaction between 2-alkynylbenzaldoxime and phenols to form 1-aroxyisoquinolines in the presence of silver triflate.
• As a catalyst for the solvent-free preparation of symmetrical bis(benzhydryl)ethers from benzhydrols.

Rechtliche Hinweise

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Piktogramme: GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H290,H315,H317,H318
• P-Sätze: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Gefahreneinstufungen: Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1
• Lagerklassenschlüssel: 8B - Non-combustible corrosive hazardous materials
• WGK: WGK 1
• Flammpunkt (°F): 262.4 °F - closed cup
• Flammpunkt (°C): 128 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges