35812-01-2

Basic information

• Product Name: N-BROMOSACCHARIN
• Synonyms: 2-BROMO-1,2-BENZISOTHIAZOL-3(2H)-ONE 1,1-DIOXIDE;N-BROMOSACCHARIN;N-Bromosaccharin,98%;2-bromo-1,1-dioxo-1,2-benzothiazol-3-one;N-Bromosaccharin;2-Bromobenzo[d]isothiazol-3(2H)
• CAS NO: 35812-01-2
• Molecular Formula: C₇H₄BrNO₃S
• Molecular Weight: 262.08
• EINECS: 252-737-4
• Product Categories: Bromination;Halogenation;Synthetic Organic Chemistry
• Mol File: 35812-01-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 404.4°Cat760mmHg
• Flash Point: 198.3°C
• Appearance: /
• Density: 2.063g/cm³
• Vapor Pressure: 9.51E-07mmHg at 25°C
• Refractive Index: 1.714
• Storage Temp.: Refrigerator
• PKA: -24.37±0.20(Predicted)
• CAS DataBase Reference: N-BROMOSACCHARIN(CAS DataBase Reference)
• NIST Chemistry Reference: N-BROMOSACCHARIN(35812-01-2)
• EPA Substance Registry System: N-BROMOSACCHARIN(35812-01-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 35812-01-2(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white crystalline powder

InChI:InChI=1/C7H4BrNO3S/c8-9-7(10)5-3-1-2-4-6(5)13(9,11)12/h1-4H

Upstream product

• 81-07-2 saccharin 
• 128-44-9 saccharin sodium salt 

Downstream Products

• 133-42-6 D-galactonic acid 
• 122-78-1 phenylacetaldehyde 
• 15449-00-0 N-phenylsaccharin 
• 79958-41-1 2-(4-chlorophenyl)benzo[d]isothiazol-3(2H)-one-1,1-dioxide 
• 892248-34-9 2-(4-Bromo-phenyl)-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 
• 93717-63-6 1,1-dioxo-2-m-tolyl-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 
• 63113-47-3 2-(p-tolyl)benzo[d]isothiazol-3(2H)-one-1,1-dioxide 
• 1438435-97-2 C₁₇H₁₇NO₃S 
• 1438435-99-4 C₁₇H₁₇NO₃S 

Relevant articles and documents

A convenient preparation of N-bromosaccharin, source of electrophilic bromine

An extremely straightforward, high yield synthesis of a very reactive electrophilic brominating reagent N-bromosaccharin is described, allowing its preparation in multi-gram quantities and in high purity.

Diastereoselective Electrophilic Trifluoromethylthiolation of Chiral Oxazolidinones: Access to Enantiopure α-SCF3 Alcohols

Lithium imide enolates featuring Evans’ chiral oxazolidinone auxiliary were involved in diastereoselective α-trifluoromethylthiolation with electrophilic SCF3 donors. Diastereopure products were isolated and converted to enantiopure α-SCF3 alcohols without racemisation. (Figure presented.).

Lewis acid-catalyzed electrophilic trifluoromethylthiolation of (Hetero)arenes

(N-Trifluoromethylthio)saccharin has been applied as an electrophilic trifluoromethylthiolating reagent for a broad scope of heteroarenes, electron-donating group (EDG)-activated benzenes, and several electron-rich olefins. Iron(III) and gold(III) catalysts showed complementary activity for different substrates.