Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H5NO3 |
| Molecular Weight | 163.1302 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ON1C(=O)C2=C(C=CC=C2)C1=O
InChI
InChIKey=CFMZSMGAMPBRBE-UHFFFAOYSA-N
InChI=1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)8(11)9(7)12/h1-4,12H
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| A metal-free aerobic oxidation of nitrotoluenes catalyzed by N,N',N″-trihydroxyisocyanuric acid (THICA) and a novel approach to the catalyst. | 2010-12-15 |
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| Fluorous tagged N-hydroxy phthalimide for the parallel synthesis of O-aryloxyamines. | 2010-09-13 |
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| Novel convenient synthesis of biologically active esters of hydroxylamine. | 2010-02 |
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| Reactivity and applications of new amine reactive cross-linkers for mass spectrometric detection of protein-protein complexes. | 2010-01-01 |
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| Mild and selective oxidation of cellulose fibers in the presence of N-hydroxyphthalimide. | 2009-08-10 |
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| Electron-transfer properties of short-lived N-oxyl radicals. Kinetic study of the reactions of benzotriazole-N-oxyl radicals with ferrocenes. Comparison with the phthalimide-N-oxyl radical. | 2009-08-07 |
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| The chiral auxiliary N-1-(1'-naphthyl)ethyl-O-tert-butylhydroxylamine: a chiral Weinreb amide equivalent. | 2009-08-06 |
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| Anthrone-derived NHPI analogues as catalysts in reactions using oxygen as an oxidant. | 2008-11-21 |
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| Engineering and Applications of fungal laccases for organic synthesis. | 2008-11-20 |
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| Crystal growth and characterization of N-hydroxyphthalimide (C8H5NO3) crystal. | 2008-11-01 |
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| Cu-facilitated C-O bond formation using N-hydroxyphthalimide: efficient and selective functionalization of benzyl and allylic C-H bonds. | 2008-06-25 |
|
| Pronounced non-Arrhenius behaviour of hydrogen-abstractions from toluene and derivatives by phthalimide-N-oxyl radicals: a theoretical study. | 2008-02-28 |
|
| Synthesis of N-alkoxyphthalimides under ultrasound irradiation. | 2008-01 |
|
| A kinetic study of the electron-transfer reaction of the phthalimide-N-oxyl radical (PINO) with ferrocenes. | 2007-11-09 |
|
| N-hydroxyimides as efficient ligands for the copper-catalyzed N-arylation of pyrrole, imidazole, and indole. | 2007-11-09 |
|
| Occupational contact dermatitis (drug-induced medicamentosa): six case reports. | 2007-11-07 |
|
| Free radical functionalization of organic compounds catalyzed by N-hydroxyphthalimide. | 2007-09 |
|
| Alpha and beta L-Fucopyranosyl oxyamines: key intermediates for the preparation of fucose-containing glycoconjugates by oxime ligation. | 2007-05-21 |
|
| Elusive forms and structures of N-hydroxyphthalimide: the colorless and yellow crystal forms of N-hydroxyphthalimide. | 2007-04-05 |
|
| Variable C2-symmetric analogues of N-hydroxyphthalimide as enantioselective catalysts for aerobic oxidation: kinetic resolution of oxazolidines. | 2007 |
|
| One-pot synthesis of lactams from cycloalkanes and tert-butyl nitrite by using N-hydroxyphthalimide as key catalyst. | 2006-11-20 |
|
| [Hydroxyphthalimide induced medicamentosa-like dermatitis in five patients]. | 2006-10 |
|
| Kinetic study of the hydrogen abstraction reaction of the benzotriazole-N-oxyl radical (BTNO) with H-donor substrates. | 2005-11-11 |
|
| A new supported reagent for the parallel synthesis of primary and secondary O-alkyl hydroxylamines through a base-catalyzed Mitsunobu reaction. | 2005-08-05 |
|
| Application of a dual linker with a reference cleavage site to discover a new reaction between amines and N-hydroxyphthalimide. | 2005-07-12 |
|
| Electron-transfer mechanism in the N-demethylation of N,N-dimethylanilines by the phthalimide-N-oxyl radical. | 2005-06-24 |
|
| Mechanisms of reaction of aminoxyl (nitroxide), iminoxyl, and imidoxyl radicals with alkenes and evidence that in the presence of lead tetraacetate, N-hydroxyphthalimide reacts with alkenes by both radical and nonradical mechanisms. | 2005-06-10 |
|
| Selective organocatalytic oxygenation of hydrocarbons by dioxygen using anthraquinones and N-hydroxyphthalimide. | 2005-01-20 |
|
| Kinetics of self-decomposition and hydrogen atom transfer reactions of substituted phthalimide N-oxyl radicals in acetic acid. | 2005-01-07 |
|
| Reactivity of phthalimide N-oxyl radical (PINO) toward the phenolic O-H bond. A kinetic study. | 2004-12-10 |
|
| Biomimetic catalytic system driven by electron transfer for selective oxygenation of hydrocarbon. | 2004-09-01 |
|
| Novel method for efficient aerobic oxidation of silyl ethers to carbonyl compounds catalyzed with N-hydroxyphthalimide (NHPI) and lipophilic Co(II) complexes. | 2004-08-19 |
|
| Mechanism of the catalytic oxidation of hydrocarbons by N-hydroxyphthalimide: a theoretical study. | 2004-05-07 |
|
| A new route to lactam precursors from cycloalkanes: direct production of nitrosocycloalkanes or cycloalkanone oximes by using tert-butyl nitrite and N-hydroxyphthalimide. | 2004-02-20 |
|
| New efficient aerobic oxidation of some alcohols with dioxygen catalysed by N-hydroxyphtalimide with vanadium co-catalysts. | 2004-01-21 |
|
| Kinetic study of the phthalimide N-oxyl radical in acetic acid. Hydrogen abstraction from substituted toluenes, benzaldehydes, and benzyl alcohols. | 2003-11-28 |
|
| Synthesis of a new heterobifunctional linker, N-[4-(aminooxy)butyl]maleimide, for facile access to a thiol-reactive 18F-labeling agent. | 2003-11-20 |
|
| Controlling mode selectivity in palladium-catalyzed bisdiene carbocyclizations: optimizing for cyclization-trapping over cycloisomerization. | 2003-10-02 |
|
| Oxidation of substituted toluenes with molecular oxygen in the presence of N,N',N' '-trihydroxyisocyanuric acid as a key catalyst. | 2003-08-22 |
|
| Use of a pharmacophore model to discover a new class of influenza endonuclease inhibitors. | 2003-03-27 |
|
| Hydroxylamines as oxidation catalysts: thermochemical and kinetic studies. | 2003-03-07 |
|
| Oxidation of phenols by laccase and laccase-mediator systems. | 2002-11 |
|
| An efficient nitration of light alkanes and the alkyl side-chain of aromatic compounds with nitrogen dioxide and nitric acid catalyzed by N-hydroxyphthalimide. | 2002-08-09 |
|
| Aerobic oxidation of N-alkylamides catalyzed by N-hydroxyphthalimide under mild conditions. Polar and enthalpic effects. | 2002-04-19 |
|
| A new, highly selective synthesis of aromatic aldehydes by aerobic free-radical oxidation of benzylic alcohols, catalysed by n-hydroxyphthalimide under mild conditions. Polar and enthalpic effects. | 2002-04-07 |
|
| First Ritter-type reaction of alkylbenzenes using N-hydroxyphthalimide as a key catalyst. | 2002-03-07 |
|
| The radical-chain addition of aldehydes to alkenes by the use of N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst. | 2001-11-21 |
|
| Catalytic oxyalkylation of alkenes with alkanes and molecular oxygen via a radical process using N-hydroxyphthalimide. | 2001-09-21 |
|
| The copper-mediated cross-coupling of phenylboronic acids and N-hydroxyphthalimide at room temperature: synthesis of aryloxyamines. | 2001-01-11 |
Patents
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10665
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N-Hydroxyphthalimide
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DTXSID7060170
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BXI99M81X0
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C037437
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208-358-1
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770
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524-38-9
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m6146
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PRIMARY | Merck Index |
SUBSTANCE RECORD
