1613-76-9

Basic information

• Product Name: N-hydroxy-4-nitrobenzamide
• Synonyms: N-hydroxy-4-nitrobenzamide;4-Nitrobenzeneformhydroxamic acid;4-Nitrobenzohydroxamic acid;4-Nitrobenzohydroximic acid;p-Nitrobenzohydroxamic acid
• CAS NO: 1613-76-9
• Molecular Formula: C₇H₆N₂O₄
• Molecular Weight: 182.1335
• Mol File: 1613-76-9.mol
• Article Data: 29

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.485g/cm³
• Refractive Index: 1.624
• CAS DataBase Reference: N-hydroxy-4-nitrobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-4-nitrobenzamide(1613-76-9)
• EPA Substance Registry System: N-hydroxy-4-nitrobenzamide(1613-76-9)

Safety Data

• Hazardous Substances Data: 1613-76-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H6N2O4/c10-7(8-11)5-1-3-6(4-2-5)9(12)13/h1-4,11H,(H,8,10)

Upstream product

• 62-23-7 4-nitro-benzoic acid 
• 57139-18-1 potassium p-nitrobenzohydroxyamate 
• 555-16-8 4-nitrobenzaldehdye 
• 30364-58-0 p-nitrobenzoic acid N-hydroxysuccinimide ester 
• 619-73-8 4-nitrobenzyl chloride 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 15568-73-7 5,5-dimethyl-3-(p-nitrophenyl)-1,4,2-dioxazole 
• 122-04-3 4-nitro-benzoyl chloride 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 99-77-4 ethyl 4-nitrobenzoate 

Downstream Products

• 54225-73-9 N-(4-nitro-benzoyl)-O-(4-nitro-phenylcarbamoyl)-hydroxylamine 
• 66437-44-3 1-[3-(4-nitro-phenyl)-[1,4,2]dioxazol-5-yl]-butan-2-one 
• 84985-81-9 MoO₂(ONHCO(C₆H₄NO₂))2 
• 830317-74-3 bis(4-nitro-benzohydroxamato)dimethyltin(IV) 
• 566912-87-6 bis(4-nitro-benzohydroxamato)diethyltin(IV) 
• 284026-03-5 bis(4-nitro-benzohydroxamato)di-n-butyltin(IV) 
• 198631-05-9 bis(4-nitro-benzohydroxamato)diphenyltin(IV) 
• 100-01-6 4-nitro-aniline 
• 66437-45-4 1-[3-(4-nitro-phenyl)-[1,4,2]dioxazol-5-yl]-pentan-2-one 
• 66310-21-2 4c-[5-methyl-3-(4-nitro-phenyl)-[1,4,2]dioxazol-5-yl]-but-3-en-2-one 
• 26071-05-6 4-aminobenzohydroxamic acid 
• 2290-01-9 3-(4-nitro-phenyl)-1,4-dioxa-2-aza-spiro[4.5]dec-2-ene 
• 80-05-7 BPA 
• 16063-05-1 2-(4-nitrophenyl)-4H-3,1-benzoxazin-4-one 

Relevant articles and documents

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

Direct synthesis of benzoxazinones via Cp*Co(III)-catalyzed C–H activation and annulation of sulfoxonium ylides with dioxazolones

A highly novel and direct synthesis of benzoxazinones was developed via Cp*Co(III)-catalyzed C–H activation and [3 + 3] annulation between sulfoxonium ylides and dioxazolones. The reaction is conducted under base-free conditions and tolerates various functional groups. Starting from diverse readily available sulfoxonium ylides and dioxazolones, a variety of benzoxazinones could be synthesized in one step in 32%-75% yields.

Alternating Current Electrolysis as Efficient Tool for the Direct Electrochemical Oxidation of Hydroxamic Acids for Acyl Nitroso Diels–Alder Reactions

The acyl nitroso Diels–Alder reaction of 1,3-dienes with electrochemically oxidised hydroxamic acids is described. By using alternating current electrolysis, their typical electro-induced decomposition could be suppressed in favour of the 1,2-oxazine cycloaddition products. The reaction was optimised using Design of Experiments (DoE) and a sensitivity test was conducted. A mixture of triethylamine/hexafluoroisopropanol served as supporting electrolyte in dichloromethane, thus giving products of high purity after evaporation of the volatiles without further purification. The optimised reaction conditions were applied to various 1,3-dienes and hydroxamic acids, giving up to 96 % isolated yield.