3-isopropylbenzenesulfonyl chloride
$300.00
CAS No.: 71530-58-0
Catalog No.: 194017
Purity: 95%
MF: C9H11ClO2S
MW: 218.705
Storage: 2-8 degree Celsius
SMILES: C(C)(C)C=1C=C(C=CC1)S(=O)(=O)Cl
Catalog No.: 194017
Purity: 95%
MF: C9H11ClO2S
MW: 218.705
Storage: 2-8 degree Celsius
SMILES: C(C)(C)C=1C=C(C=CC1)S(=O)(=O)Cl
3-isopropylbenzenesulfonyl chloride; CAS No.: 71530-58-0; 3-isopropylbenzenesulfonyl chloride. PROPERTIES: 3-isopropylbenzenesulfonyl chloride is an aromatic sulfonyl chloride with a molecular weight of approximately 206.7 g/mol. It typically appears as a colorless to pale yellow liquid with a pungent odor characteristic of acid chlorides. The substance has a boiling point in the range of 110-115 C and a density of approximately 1.2 g/cm?. It is highly reactive, particularly towards nucleophiles, and hydrolyzes in the presence of water to form sulfonic acids and hydrogen chloride. Proper storage requires a dry, inert atmosphere in sealed containers, preferably amber glass to protect from light. Safety precautions include classification as corrosive, causing severe skin burns and eye damage. Recommended PPE includes chemical-resistant gloves, safety goggles, and if necessary, respirators. Exposure limits typically follow ACGIH TLV guidelines for similar acid chlorides. APPLICATIONS: 3-isopropylbenzenesulfonyl chloride serves as a versatile reagent in the synthesis of sulfonamides, where it reacts with amines to form corresponding sulfonamide linkages critical in antibiotic and diuretic pharmaceuticals. The isopropyl substituent provides steric hindrance that influences reaction selectivity. In materials science, the compound is utilized in the preparation of polymeric sulfonic acid catalysts, with the aromatic structure providing thermal stability and the sulfonic acid group acting as an active catalyst site. The Journal of Organic Chemistry often features studies employing similar sulfonyl chlorides in peptide synthesis. Additionally, 3-isopropylbenzenesulfonyl chloride functions as a building block in the synthesis of agrochemical intermediates, though this application is outside the specified scope. The reagent's electrophilic nature enables it to participate in Friedel-Crafts reactions, introducing sulfonate esters into aromatic systems for further functionalization. Recent advances in green chemistry have demonstrated the use of this sulfonyl chloride in solvent-free reactions for sustainable pharmaceutical manufacturing.
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