27722-45-8

Basic information

• Product Name: N-Tosylphthalimide
• Synonyms: N-Tosylphthalimide
• CAS NO: 27722-45-8
• Molecular Formula: C₁₅H₁₁NO₄S
• Molecular Weight: 301.32
• Mol File: 27722-45-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 495.3°C at 760 mmHg
• Flash Point: 253.3°C
• Appearance: /
• Density: 1.461g/cm³
• Vapor Pressure: 6E-10mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: N-Tosylphthalimide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Tosylphthalimide(27722-45-8)
• EPA Substance Registry System: N-Tosylphthalimide(27722-45-8)

Safety Data

• Hazardous Substances Data: 27722-45-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H11NO4S/c1-10-6-8-11(9-7-10)21(19,20)16-14(17)12-4-2-3-5-13(12)15(16)18/h2-9H,1H3

Upstream product

• 85-44-9 phthalic anhydride 
• 70-55-3 toluene-4-sulfonamide 
• 3481-09-2 N-chlorophthalimide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 106474-26-4 N-(toluene-4-sulfinyloxy)-phthalimide 
• 88-95-9 Phthaloyl dichloride 
• 1074-82-4 potassium phtalimide 
• 98-59-9 p-toluenesulfonyl chloride 
• 941-55-9 4-toluenesulfonyl azide 
• 136918-14-4 phthalimide 

Downstream Products

• 136918-14-4 phthalimide 
• 104-15-4 toluene-4-sulfonic acid 
• 520-03-6 N-phenylphthalimide 

Relevant articles and documents

Dissociation of aryl sulfonyl phthalimide radical anions: Relevance to the biological activity of aryl sulfonyl amides

The reduction of two aryl sulfonyl phthalimides leads to the corresponding radical anions. Surprisingly, that of the nitro-derivative decomposes faster than that of the methyl derivative. A theoretical investigation along with application of the dissociat

Highly efficient preparation of amides from aminium carboxylates using N-(p-toluenesulfonyl) imidazole

Treatment of aminium carboxylates with N-(p-toluenesulfonyl)imidazole in the presence of triethylamine in DMF at 100 °C afforded the corresponding amides in good to excellent yields. N-(p-Toluenesulfonyl)imidazole proved to be a highly efficient coupling reagent for the preparation of numerous structurally diverse primary, secondary and tertiary amides.

A kinetic study of acid-catalyzed hydrolysis of some arylsulfonyl phthalimides

The acid-catalyzed hydrolysis of arylsulfonyl phthalimides was studied in aqueous solutions of sulfuric, perchloric, and hydrochloric acid at 35.0 ± 0.1C. Analysis of the data by the excess acidity method and activation parameters, as well as substituent and solvent isotope effects, indicate hydrolysis by an A-2 mechanism at low acidity. At higher acidities, a changeover to an A-1 mechanism is observed.