198572-71-3

Basic information

• Product Name: N-(TERT-BUTOXYCARBONYL)-2-NITROBENZENESULFONAMIDE
• Synonyms: N-Boc-2-nitrophenylsulfonamide;tert-butyl N-[(2-nitrobenzene)sulfonyl]carbaMate;N-Boc o-nitro phenylsulfonaMide;tert-Butyl (2-nitrophenyl)sulfonylcarbamate;N-(tert-Butoxycarbonyl)-2-nitrobenzenesulfonamide;N-BOC-O-NITROBENZENESULFONAMIDE;N-BOC-2-NITROBENZENESULFONAMIDE;N-(TERT-BUTOXYCARBONYL)-2-NITROBENZENESULFONAMIDE
• CAS NO: 198572-71-3
• Molecular Formula: C₁₁H₁₄N₂O₆S
• Molecular Weight: 302.3
• Product Categories: Amination;Synthetic Organic Chemistry
• Mol File: 198572-71-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: approximate 147℃(dec.)
• Appearance: /
• Density: 1.365g/cm³
• Refractive Index: 1.547
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.32±0.10(Predicted)
• CAS DataBase Reference: N-(TERT-BUTOXYCARBONYL)-2-NITROBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(TERT-BUTOXYCARBONYL)-2-NITROBENZENESULFONAMIDE(198572-71-3)
• EPA Substance Registry System: N-(TERT-BUTOXYCARBONYL)-2-NITROBENZENESULFONAMIDE(198572-71-3)

Safety Data

• Hazardous Substances Data: 198572-71-3(Hazardous Substances Data)

Usage

General Description

N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide is a chemical compound that consists of a nitrobenzenesulfonamide group attached to a tert-butoxycarbonyl (Boc) protecting group. It is commonly used as a reagent in organic synthesis, particularly in peptide chemistry, for the protection of amine groups. The Boc protecting group can be removed under mild acidic conditions, making it a valuable tool in peptide synthesis. Additionally, the nitrobenzenesulfonamide group can participate in various chemical reactions, making this compound useful for the modification and functionalization of organic molecules. Overall, N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide is a versatile and important chemical for the synthesis of complex organic compounds.

InChI:InChI=1/C11H14N2O6S/c1-11(2,3)19-10(14)12-20(17,18)9-7-5-4-6-8(9)13(15)16/h4-7H,1-3H3,(H,12,14)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 5455-59-4 2-Nitrobenzenesulfonamide 
• 4248-19-5 tert-butyl carbazate 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Downstream Products

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 32345-65-6 (R)-(2-chlorophenyl)-1,2-ethanediol 
• 853737-93-6 ((S)-2-hydroxybutyl)carbamic acid ethyl ester 
• 853737-95-8 N-2-nitrobenzenesulfonyl-((R)-2-hydroxybutyl)carbamic acid tert-butyl ester 
• 917365-39-0 4-(N-(tert-butoxycarbonyl)-2-nitrophenylsulfonamido)but-2-ynyl benzoate 
• 917365-54-9 C₂₆H₂₉BrN₂O₆S 
• 917365-55-0 C₂₆H₂₉BrN₂O₆S 
• 917365-58-3 C₂₆H₂₇BrN₂O₆S 
• 917365-40-3 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate 
• 214749-90-3 1-(tert-butoxycarbonylamino)-4-hydroxy-2-butyne 
• 492440-29-6 2-nitro-N-(4-trimethylsilanyl-but-3-ynyl)-benzenesulfonamide 

Relevant articles and documents

Direct Synthesis of Allyl Amines with 2-Nitrosulfonamide Derivatives via the Tsuji-Trost Reaction

The Tsuji-Trost Reaction is a palladium-catalysed allylation of nucleophiles that consists in the reaction of a nitrogen, carbon or oxygen-based nucleophiles with an allylic substrate bearing a leaving group. Here we present the use of 2-nitrosulfonamide derivatives as nucleophile, which are reactive under mild conditions. 2-nitrosulfonyl groups are well-known dual protective activator groups easy to introduce in any type of amine substrates. The resulting 2-nitrosulfonamide derivatives are ideal substrates for the Tsuji-Trost reaction to afford a convenient and flexible access to primary and dissymmetric secondary allyl amines. The optimised procedure is flexible (for solvent, temperature, functional groups) and has been applied with good to excellent yield to access to a wide range of allyl amine derivatives.

Gold(i)-catalyzed Nicholas reaction with aromatic molecules utilizing a bifunctional propargyl dicobalt hexacarbonyl complex

A benchtop-stable reagent for the catalytic Nicholas reaction was developed. By combining a propargyl dicobalt hexacarbonyl cluster with an ortho-alkynylbenzoate unit and a fluorous tag, introduction of a propargyl hexacarbonyl complex on various aromatic compounds having acid- or base-sensitive functional groups becomes possible by using a gold(i) catalyst. In addition, the presence of a fluorous tag facilitates convenient separation of the target products from byproducts.

HEAVY-NITROGENIZED NITROBENZENESULFONAMIDE, ITS DERIVATIVE AND PRODUCTION METHOD THEREOF

PROBLEM TO BE SOLVED: To provide a heavy-nitrogenized nitrobenzenesulfonamide derivative and an efficient production method thereof. SOLUTION: The heavy-nitrogenized nitrobenzenesulfonamide compound is represented by general formula [2]. An amino group of