3495-32-7

Basic information

• Product Name: N-chloro-N-(benzenesulfonyl)benzenesulfonamide
• Synonyms: N-chloro-N-(benzenesulfonyl)benzenesulfonamide
• CAS NO: 3495-32-7
• Molecular Weight: 331.801
• Mol File: 3495-32-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: N-chloro-N-(benzenesulfonyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-chloro-N-(benzenesulfonyl)benzenesulfonamide(3495-32-7)
• EPA Substance Registry System: N-chloro-N-(benzenesulfonyl)benzenesulfonamide(3495-32-7)

Safety Data

• Hazardous Substances Data: 3495-32-7(Hazardous Substances Data)

Upstream product

• 2618-96-4 dibenzenesulfonamide 

Downstream Products

• 117828-80-5 2-Phenylsulfonyl-1,3,2-dithiazol-4,5-dicarbonitril 
• 80-00-2 4-Chlorophenyl phenyl sulfone 
• 2618-96-4 dibenzenesulfonamide 
• 117828-82-7 2-Phenylsulfonyl-1,3,2-dithiazolo[4,5-b]chinoxalin 

Relevant articles and documents

Lewis-Acid-Mediated Thiocyano Semipinacol Rearrangement of Allylic Alcohols for Construction of α-Quaternary Center β-Thiocyano Carbonyls

An electrophilic thiocyano semipinacol rearrangement of allylic alcohols has been achieved for the first time by using N-thiocyano-dibenzenesulfonimide (NTSI). This approach provides a direct, simple, and efficient strategy for the formation of thiocyano

Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

NCBSI/KI: A Reagent System for Iodination of Aromatics through in Situ Generation of I-Cl

In situ iodine monochloride (I-Cl) generation followed by iodination of aromatics using NCBSI/KI system has been developed. The NCBSI reagent requires no activation due to longer bond length, lower bond dissociation energy, and higher absolute charge density on nitrogen. The system is adequate for mono- and diiodination of a wide range of moderate to highly activated arenes with good yield and purity. Moreover, the precursor N-(benzenesulfonyl)benzenesulfonamide can be recovered and transformed to NCBSI, making the protocol eco-friendly and cost-effective.