105969-98-0

Basic information

• Product Name: 4-NITROPHTHALOXIME
• Synonyms: 4-NITROPHTHALOXIME;N-HYDROXY-4-NITROPHTHALIMIDE;N-Hydroxy-4-nitrophthalimide
• CAS NO: 105969-98-0
• Molecular Formula: C8H4N2O5
• Molecular Weight: 208.13
• Product Categories: Carbon Radical Producing Catalysts (Environmentally-friendly Oxidation);Environmentally-friendly Oxidation;N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Phthalimides;Synthetic Organic Chemistry
• Mol File: 105969-98-0.mol

Chemical Properties

• Melting Point: 167.0 to 171.0 °C
• Boiling Point: 474.76°C at 760 mmHg
• Flash Point: 240.927°C
• Appearance: /
• Density: 1.868g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.759
• CAS DataBase Reference: 4-NITROPHTHALOXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHTHALOXIME(105969-98-0)
• EPA Substance Registry System: 4-NITROPHTHALOXIME(105969-98-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 105969-98-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Nitrophthaloxime is used as an intermediate for the synthesis of anti-inflammatory drugs and antibacterial agents, contributing to the development of essential medications for treating various health conditions.
Used in Chemical Industry:
4-NITROPHTHALOXIME is utilized in the manufacturing of dyes and pigments, playing a crucial role in the production of colorants for a wide range of applications, including textiles, paints, and plastics.
Used in Material Science:
4-Nitrophthaloxime has been studied for its potential as a corrosion inhibitor for copper and its derivatives, offering a promising solution for protecting metal surfaces from corrosion and extending their lifespan.
Additionally, it is explored for its potential use in the development of new materials with diverse functionalities, expanding its applications in various industries and contributing to the advancement of material science.

InChI:InChI=1/C8H4N2O5/c11-7-5-2-1-4(10(14)15)3-6(5)8(12)9(7)13/h1-3,13H

Upstream product

• 2050-19-3 4-nitrophthalic acid diethyl ester 
• 5466-84-2 4-nitrophthalic anhydride 
• 610-27-5 4-nitrophthalic acid 
• 89-40-7 4-nitrophthalimide 

Downstream Products

• 89-40-7 4-nitrophthalimide 
• 105969-95-7 6-(N-ethylamino)-2-(p-toluenesulfonyloxy)-1H-isoindole-1,3-dione 

Relevant articles and documents

Microwave-assisted synthesis of N-hydroxyphthalimide derivatives

N-Hydroxyphthalimide derivatives are readily obtained in good yields by the reaction of phthalic anhydrides with hydroxylamine hydrochloride in the presence of pyridine under microwave irradiation.

Mild and convenient one pot synthesis of N-hydroxyimides from N-unsubstituted imides

A new, one pot synthesis of various N-hydroxyimides from N-unsubstituted imides is described. Imides are first transformed into their N-Boc derivatives, which are next reacted with aqueous hydroxylamine, providing crystalline hydroxylammonium salts of the corresponding N-hydroxyimides. Filtration and acidic workup affords pure N-hydroxyimides.

Process for the preparation of cyclic N-hydroxydicarboximides

The invention discloses a process for the preparation of cyclic N-hydroxydicarboximides, involving reacting a dicarboxylic acid or anhydride thereof with a salt of hydroxylamine in solution without the further addition of a base.

N-hydroxyphthalimide/cobalt(II) catalyzed low temperature benzylic oxidation using molecular oxygen

A variety of (substituted) aryl glyoxylates is formed in good to excellent yield under very mild conditions by direct oxidation of the corresponding arylacetic esters or mandelic acid esters with molecular oxygen and N-hydroxyphthalimide/cobalt(II) acetate as catalyst. Heteroaromatic analogs are more difficult to oxidize with this system. The effect of substitution in the aromatic ring of N-hydroxyphthalimide on the oxidation of ethylbenzene has been studied. Electron withdrawing substituents accelerate the oxidation of ethylbenzene and promote the formation of acetophenone. Electron donating substituents lead to decreased rates of oxidation and enhance the selectivity for 1-phenylethanol. (C) 2000 Elsevier Science Ltd.