773-64-8

Basic information

• Product Name: 2-Mesitylenesulfonyl chloride
• Synonyms: 2,4,6-TRIMETHYLBENZYLSULFONYL CHLORIDE;2,4,6-TRIMETHYLBENZENESULFONYL CHLORIDE;2-MESITYLENESULFONYL CHLORIDE;2-MESITYLENSULFONYL CHLORIDE;MESITYLENE-2-SULFONYL CHLORIDE;MESITYLENE-2-SULFONIC ACID CHLORIDE;MESITYLENESULFONYL CHLORIDE;MESITYLENESULPHONYL CHLORIDE
• CAS NO: 773-64-8
• Molecular Formula: C₉H₁₁ClO₂S
• Molecular Weight: 218.7
• EINECS: 212-257-8
• Product Categories: Carboxylic;Benzene derivates;Biochemistry;Condensation & Active Esterification;Condensing Agents (DNA / RNA Synthesis);Nucleosides, Nucleotides & Related Reagents;Protecting Agents, Phosphorylating Agents & Condensing Agents;Protection & Derivatization Reagents (for Synthesis);Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 773-64-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 55-57 °C(lit.)
• Boiling Point: 150°C/20mm
• Flash Point: >230 °F
• Appearance: White to gray/Crystalline Powder
• Density: 1.4386 (rough estimate)
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Store at RT.
• Solubility: Soluble in toluene (almost transparency).
• Water Solubility: insoluble
• Sensitive: Moisture Sensitive
• BRN: 1107601
• CAS DataBase Reference: 2-Mesitylenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Mesitylenesulfonyl chloride(773-64-8)
• EPA Substance Registry System: 2-Mesitylenesulfonyl chloride(773-64-8)

Safety Data

• Hazard Codes: C
• Statements: 34-29
• Safety Statements: 22-26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• RTECS: DB8930000
• F: 10-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 773-64-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 773-64-8 differently. You can refer to the following data:
1. Coupling reagent in polynucleotide synthesis.1
2. Mesitylene-2-sulfonyl chloride is used as reagent for intramolecular lactamizations and lactonization. It also acts as a reagent for protecting guanidino groups and tryptophan. It is used as coupling reagent in polynucleotide synthesis
3. Coupling reagent in polynucleotide synthesis.

InChI:InChI=1/C9H11ClO2S/c1-6-4-7(2)9(8(3)5-6)13(10,11)12/h4-5H,1-3H3

Upstream product

• 7446-70-0 aluminium trichloride 
• 7791-25-5 sulfuryl dichloride 
• 108-67-8 1,3,5-trimethyl-benzene 
• 16182-15-3 2,4,6-trimethylbenzenesulfonohydrazide 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 6148-75-0 2,4,6-trimethylbenzenesulfonate sodium salt 
• 3453-83-6 mesitylene sulfonic acid 
• 7719-09-7 thionyl chloride 

Downstream Products

• 3112-79-6 dimesityl sulfone 
• 16082-60-3 8-mesitylenesulfonamidoquinoline 
• 81186-94-9 mesitylenesulfonyl 5-(pyridin-2-yl) tetrazolide 
• 116748-54-0 2,4,6-Trimethyl-benzenesulfonic acid 2-formyl-phenyl ester 
• 67530-31-8 N,N-diethyl-O-mesitylenesulfonylhydroxylamine 
• 149947-69-3 C₁₆H₂₀N₂O₄S₂ 
• 102690-23-3 2,4,6-Trimethyl-benzenesulfonate1-[2-amino-9-((2R,3R,4R,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-pyridinium; 
• 85650-10-8 2,4,6-Trimethyl-benzenesulfonic acid 2-chloro-ethyl ester 
• 58510-36-4 6,1,6'-tri-O-mesitylenesulphonylsucrose 
• 5465-84-9 phenyl 2,4,6-trimethylbenzenesulfonate 
• 165288-19-7 N,O-bis(2,4,6-trimethylbenzenesulfonyl)-4-piperidineethanol 
• 165288-17-5 N,N'-bis(mesitylsulfonyl)-4-(aminomethyl)piperidine 
• 172886-58-7 2,4,6-Trimethyl-benzenesulfonic acid (2R,3S,4R)-2,3,4-trihydroxy-hex-5-enyl ester 
• 172508-76-8 C₆₈H₇₂O₁₆S₄ 

Relevant articles and documents

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Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides

A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.

Synthesis of Heteroaryl Sulfonamides from Organozinc Reagents and 2,4,6-Trichlorophenyl Chlorosulfate

A method for the preparation of aryl and heteroaryl sulfonamides using 2,4,6-trichlorophenyl chlorosulfate (TCPC) is described. The reaction of 2-pyridylzinc reagents with TCPC resulted in 2,4,6-trichlorophenyl (TCP) pyridine-2-sulfonates, and the parent pyridine-2-sulfonate was shown to react with amines. Less electron-rich aryl- and heteroarylzinc reagents reacted with TCPC to afford sulfonyl chlorides that were converted in situ to sulfonamides.