93008-98-1

Basic information

• Product Name: N-(2,3-dihydro-1H-inden-1-yl)-4-methylbenzenesulfonamide
• Synonyms: benzenesulfonamide, N-(2,3-dihydro-1H-inden-1-yl)-4-methyl-
• CAS NO: 93008-98-1
• Molecular Formula: C₁₆H₁₇NO₂S
• Molecular Weight: 287.3767
• Mol File: 93008-98-1.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 449.6°C at 760 mmHg
• Flash Point: 225.7°C
• Density: 1.28g/cm³
• Vapor Pressure: 2.82E-08mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: N-(2,3-dihydro-1H-inden-1-yl)-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,3-dihydro-1H-inden-1-yl)-4-methylbenzenesulfonamide(93008-98-1)
• EPA Substance Registry System: N-(2,3-dihydro-1H-inden-1-yl)-4-methylbenzenesulfonamide(93008-98-1)

Safety Data

• Hazardous Substances Data: 93008-98-1(Hazardous Substances Data)

Upstream product

• 6351-10-6 1-Indanol 
• 70-55-3 toluene-4-sulfonamide 
• 95-13-6 1-indene 
• 34698-41-4 2,3-dihydro-1H-inden-1-amine 
• 98-59-9 p-toluenesulfonyl chloride 
• 1593-60-8 p-toluenesulfonylhydroxylamine 
• 496-11-7 INDANE 
• 24425-40-9 indan-5-amine 
• 7080-50-4 chloramine-T hydrate 
• 127-65-1 chloroamine-T 
• 21849-40-1 dibromamine-T 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 4083-64-1 Tosyl isocyanate 
• 41085-71-6 bromamine T 

Downstream Products

• 10277-74-4 (S)-1-Aminoindane 
• 10277-74-4 (R)-1-Aminoindane 

Relevant articles and documents

Site-Selective Electrochemical Benzylic C?H Amination

C?H/N-H cross-coupling is an ideal strategy to synthesize various amines but remains challenging owing to the requirement for sacrificial chemical oxidants and the difficulty in controlling the regio- and chemo-selectivity. Herein we report a site-selective electrochemical amination reaction that can convert benzylic C?H bonds into C-N linkages via H2 evolution without need for external oxidants or metal catalysts. The synthetic strategy involves anodic cleavage of benzylic C?H to form a carbocation intermediate, which is then trapped with an amine nucleophile leading to C?N bond formation. Key to the success is to include HFIP as a co-solvent to modulate the oxidation potentials of the alkylbenzene substrate and the aminated product to avoid overoxidation of the latter.

Halogen-Bond-Induced Consecutive Csp3-H Aminations via Hydrogen Atom Transfer Relay Strategy

The utilization of a halogen bond in a number of chemical fields is well-known. Surprisingly, the incorporation of this useful noncovalent interaction in chemical reaction engineering is rare. We disclose here an uncommon use of halogen bonding to induce intermolecular Csp3-H amination while enabling a hydrogen atom transfer relay strategy to access privileged pyrrolidine structures directly from alkanes. Mechanistic studies support the presence of multiple halogen bond interactions at distinct reaction stages.

Organocatalytic nitrenoid transfer: Metal-free selective intermolecular C(sp3)-H amination catalyzed by an iminium salt

This report details the first organocatalytic method for nitrenoid transfer and its application to intermolecular, site-selective C(sp3)-H amination. The method utilizes a trifluoromethyl iminium salt as the catalyst, iminoiodinanes as the nitrogen source, and substrate as the limiting reagent. Activated, benzylic, and aliphatic substrates can all be selectively functionalized in yields up to 87%. A mechanistic proposal for the observed reactivity supported by experimental evidence invokes the intermediacy of a diaziridinium salt or related organic nitrenoid, species that have not been previously explored for the purpose of C-H amination. Finally, examples of late-stage functionalization of complex molecules highlight the selectivity and potential utility of this catalytic method in synthesis.