4547-62-0

Basic information

• Product Name: [(4-Nitrophenyl)sulfonyl] azide
• Synonyms: (4-Nitrophenylsulfonyl) azide;[(4-Nitrophenyl)sulfonyl] azide;4-Nitrobenzenesulfonyl azide;p-Nitrobenzenesulfonyl azide
• CAS NO: 4547-62-0
• Molecular Formula: C₆H₄N₄O₄S
• Molecular Weight: 0
• Mol File: 4547-62-0.mol
• Article Data: 48

Chemical Properties

• Melting Point: 100-101 °C
• Appearance: /
• CAS DataBase Reference: [(4-Nitrophenyl)sulfonyl] azide(CAS DataBase Reference)
• NIST Chemistry Reference: [(4-Nitrophenyl)sulfonyl] azide(4547-62-0)
• EPA Substance Registry System: [(4-Nitrophenyl)sulfonyl] azide(4547-62-0)

Safety Data

• Hazardous Substances Data: 4547-62-0(Hazardous Substances Data)

Usage

Description

[(4-Nitrophenyl)sulfonyl] azide, with the molecular formula C6H4N4O4S, is a chemical compound that is highly reactive and explosive. It is characterized by the presence of nitro and sulfonyl groups, which contribute to its instability and tendency to decompose explosively when exposed to heat, shock, or friction. [(4-Nitrophenyl)sulfonyl] azide is typically used as a reagent in organic synthesis, particularly for the preparation of azido compounds.

Uses

Used in Organic Synthesis:
[(4-Nitrophenyl)sulfonyl] azide is used as a reagent for the preparation of azido compounds in organic synthesis. Its high reactivity and the presence of the nitro and sulfonyl groups make it a valuable tool for creating a variety of azido compounds with potential applications in various fields.
Used in Research and Industrial Settings:
Due to its explosive nature, [(4-Nitrophenyl)sulfonyl] azide is primarily used in research and industrial settings by trained professionals who are well-versed in handling hazardous chemicals. [(4-Nitrophenyl)sulfonyl] azide's instability and potential for explosive decomposition necessitate the implementation of strict safety measures and protocols to minimize the risk of accidental detonation.

InChI:InChI=1/C6H5N4O4S/c7-8-9-15(13,14)6-3-1-5(2-4-6)10(11)12/h1-4,7H/q+1

Upstream product

• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 2937-05-5 4-nitrobenzenesulfonohydrazide 
• 138-42-1 p-nitrobenzenesulfonic acid 
• 6325-93-5 p-nitrobenzenesulfonamide 
• 51-28-5 2,4-Dinitrophenol 
• 156840-00-5 2,4-dinitrophenyl 4-nitrobenzenesulfonate 
• 30362-87-9 p-Nitrophenyl p-nitrobenzenesulphonate 
• 55660-69-0 4-formylphenyl 4-nitrobenzenesulfonate 
• 128886-86-2 p-Cyanophenyl p-nitrobenzenesulphonate 
• 349-96-2 4-nitrobenzenesulfonyl fluoride 

Downstream Products

• 65961-14-0 N-(4-morpholin-4-yl-3,6-dihydro-2H-thiopyran-3-yl)-4-nitro-benzenesulfonamide 
• 55158-94-6 N-(2,2-Dimethoxy-2-phenyl-ethyl)-4-nitro-benzenesulfonamide 
• 54794-79-5 N-[1-Methyl-pent-(Z)-ylidene]-4-nitro-benzenesulfonamide 
• 50875-69-9 4-methyl-1-(4-nitro-benzenesulfonyl)-5-phenothiazin-10-yl-1H-[1,2,3]triazole 
• 55147-67-6 N-(2,2-Diethoxy-propyl)-4-nitro-benzenesulfonamide 
• 54279-15-1 4-nitro-N-(3,4,8b-trimethyl-4,8b-dihydro-isoxazolo[4,5-b]indol-3a-yl)-benzenesulfonamide 
• 18922-58-2 S,S-dimethyl-N-(4-nitro-benzenesulfonyl)-sulfimide 
• 68018-72-4 C₁₂H₂₀N₃O₆PS 
• 60538-49-0 10-(4-Nitrobenzolsulfonimido)trispiro<2.0.2.0.2.1>decan 
• 34070-55-8 N-Methyl-N-phenyl-N'-(4-nitrobenzolsulfonyl-formamidin 
• 60538-50-3 13-(4-Nitrobenzolsulfonimido)tetraspiro<2.0.2.0.2.0.2.1>tridecan 
• 60538-51-4 16-(4-Nitrobenzolsulfonimido)pentaspiro<2.0.2.0.2.0.2.0.2.1>hexadecan 
• 72792-62-2 3ξ-dimethylamino-2-(4-nitro-benzenesulfonyl)-(3br,5at)-3,3b,4,5,5a,6-hexahydro-2H-cyclobuta[4,5]cyclopenta[1,2-d]isoxazole 
• 40468-69-7 4-nitro-N-(1,2,5-triphenyl-1H-1λ⁵-phosphol-1-ylidene)-benzenesulfonamide 

Relevant articles and documents

A Novel Copper-Catalyzed Preparation of Pyrido[1,2- a ]pyrimidine Derivatives

A copper-catalyzed reaction of 2-amino-1-(prop-2-yn-1-yl)pyridinium bromide derivatives and aromatic sulfonyl azides has been demonstrated under mild condition.

Controlling Selectivity in the Synthesis of Z-α,β-Unsaturated Amidines by Tuning the N-Sulfonyl Group in a Rhodium(II) Catalyzed 1,2-H Shift

N2-Sulfonyl-α-diazo amidines can be synthesized by the reaction of electron rich alkynyl amines with electron poor sulfonyl azides through 1,3-dipolar cycloaddition that proceeds with perfect regioselectivity. In the presence of rhodium(II) carboxylate catalysts, denitrogenation occurs to give the corresponding metallocarbene but there are then two competing processes: 1,2–H shift and O-transfer from the sulfonyl group to the metallocarbene center. The outcome can be controlled using an electron poor nitrobenzenesulfonyl group and large carboxylate rhodium ligands to select for 1,2–H shift, forming α,β-unsaturated amidines in high yield and with excellent Z-selectivity.

A Base-Controlled Reaction of 2-Cyanoacetamidines (3,3-Diaminoacrylonitriles) with Sulfonyl Azides as a Route to Nonaromatic 4-Methylene-1,2,3-triazole-5-imines

Reactions of 2-cyanoacetamidines with sulfonyl azides were shown to take place via two different pathways to form a mixture of 1-substituted 5-amino-1,2,3-triazoles 3 and novel 4-methylene-1H-1,2,3-triazole-5(4H)-imine derivatives 4–14. In the absence of