524-38-9 | N-Hydroxyphthalimide

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$8.00	$5.00
100g	98%	in stock	$15.00	$10.00
250g	98%	in stock	$16.00	$11.00
500g	98%	in stock	$23.00	$16.00
1kg	98%	in stock	$42.00	$29.00

Description

• Catalog Number: AB46748
• Chemical Name: N-Hydroxyphthalimide
• CAS Number: 524-38-9
• Molecular Formula: C8H5NO3
• Molecular Weight: 163.1302
• MDL Number: MFCD00005891
• SMILES: ON1C(=O)c2c(C1=O)cccc2
• NSC Number: 770

Computed Properties

• Complexity: 215
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 0.8

Literature

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  Carbohydrate polymers 20130116

• Bromide-free oxidizing system for carboxylic moiety formation in cellulose chain.

  Carbohydrate polymers 20121106

• A polycomponent metal-catalyzed aliphatic, allylic, and benzylic fluorination.

  Angewandte Chemie (International ed. in English) 20121015

• Aerobic oxidation of β-isophorone catalyzed by N-hydroxyphthalimide: the key features and mechanism elucidated.

  Physical chemistry chemical physics : PCCP 20120921

• Preparation of α-oxygenated ketones by the dioxygenation of alkenyl boronic acids.

  Angewandte Chemie (International ed. in English) 20120727

• 1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl 2,3,4-tri-O-acetyl-β-d-xyloside.

  Acta crystallographica. Section E, Structure reports online 20120301

• Pyrazolate-based cobalt(II)-containing metal-organic frameworks in heterogeneous catalytic oxidation reactions: elucidating the role of entatic states for biomimetic oxidation processes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110725

• Atmospheric-pressure, liquid-phase, selective aerobic oxidation of alkanes catalysed by metal-organic frameworks.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110523

• Neurosteroid dehydroepiandrosterone interacts with nerve growth factor (NGF) receptors, preventing neuronal apoptosis.

  PLoS biology 20110401

• Purification, characterization, and cloning of a bifunctional molybdoenzyme with hydratase and alcohol dehydrogenase activity.

  Applied microbiology and biotechnology 20110301

• Laccase: microbial sources, production, purification, and potential biotechnological applications.

  Enzyme research 20110101

• A metal-free aerobic oxidation of nitrotoluenes catalyzed by N,N',N″-trihydroxyisocyanuric acid (THICA) and a novel approach to the catalyst.

  Journal of hazardous materials 20101215

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Fluorous tagged N-hydroxy phthalimide for the parallel synthesis of O-aryloxyamines.

  Journal of combinatorial chemistry 20100913

• Novel convenient synthesis of biologically active esters of hydroxylamine.

  Amino acids 20100201

• Reactivity and applications of new amine reactive cross-linkers for mass spectrometric detection of protein-protein complexes.

  Analytical chemistry 20100101

• Mild and selective oxidation of cellulose fibers in the presence of N-hydroxyphthalimide.

  Biomacromolecules 20090810

• 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.

  The Journal of organic chemistry 20090807

• The chiral auxiliary N-1-(1'-naphthyl)ethyl-O-tert-butylhydroxylamine: a chiral Weinreb amide equivalent.

  Organic letters 20090806

• Anthrone-derived NHPI analogues as catalysts in reactions using oxygen as an oxidant.

  Organic & biomolecular chemistry 20081121

• Crystal growth and characterization of N-hydroxyphthalimide (C8H5NO3) crystal.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20081101

• Cu-facilitated C-O bond formation using N-hydroxyphthalimide: efficient and selective functionalization of benzyl and allylic C-H bonds.

  Journal of the American Chemical Society 20080625

• Pronounced non-Arrhenius behaviour of hydrogen-abstractions from toluene and derivatives by phthalimide-N-oxyl radicals: a theoretical study.

  Physical chemistry chemical physics : PCCP 20080227

• Synthesis of N-alkoxyphthalimides under ultrasound irradiation.

  Ultrasonics sonochemistry 20080101

• Engineering and Applications of fungal laccases for organic synthesis.

  Microbial cell factories 20080101

• N-hydroxyimides as efficient ligands for the copper-catalyzed N-arylation of pyrrole, imidazole, and indole.

  The Journal of organic chemistry 20071109

• A kinetic study of the electron-transfer reaction of the phthalimide-N-oxyl radical (PINO) with ferrocenes.

  The Journal of organic chemistry 20071109

• Free radical functionalization of organic compounds catalyzed by N-hydroxyphthalimide.

  Chemical reviews 20070901

• Alpha and beta L-Fucopyranosyl oxyamines: key intermediates for the preparation of fucose-containing glycoconjugates by oxime ligation.

  Carbohydrate research 20070521

• Elusive forms and structures of N-hydroxyphthalimide: the colorless and yellow crystal forms of N-hydroxyphthalimide.

  The journal of physical chemistry. A 20070405

• Variable C2-symmetric analogues of N-hydroxyphthalimide as enantioselective catalysts for aerobic oxidation: kinetic resolution of oxazolidines.

  Angewandte Chemie (International ed. in English) 20070101

• Occupational contact dermatitis (drug-induced medicamentosa): six case reports.

  International journal of immunopathology and pharmacology 20070101

• One-pot synthesis of lactams from cycloalkanes and tert-butyl nitrite by using N-hydroxyphthalimide as key catalyst.

  Chemistry, an Asian journal 20061120

• [Hydroxyphthalimide induced medicamentosa-like dermatitis in five patients].

  Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases 20061001

• Kinetic study of the hydrogen abstraction reaction of the benzotriazole-N-oxyl radical (BTNO) with H-donor substrates.

  The Journal of organic chemistry 20051111

• A new supported reagent for the parallel synthesis of primary and secondary O-alkyl hydroxylamines through a base-catalyzed Mitsunobu reaction.

  The Journal of organic chemistry 20050805

• Electron-transfer mechanism in the N-demethylation of N,N-dimethylanilines by the phthalimide-N-oxyl radical.

  The Journal of organic chemistry 20050624

• 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.

  The Journal of organic chemistry 20050610

• Selective organocatalytic oxygenation of hydrocarbons by dioxygen using anthraquinones and N-hydroxyphthalimide.

  Organic letters 20050120

• Kinetics of self-decomposition and hydrogen atom transfer reactions of substituted phthalimide N-oxyl radicals in acetic acid.

  The Journal of organic chemistry 20050107

• Application of a dual linker with a reference cleavage site to discover a new reaction between amines and N-hydroxyphthalimide.

  Journal of combinatorial chemistry 20050101

• Reactivity of phthalimide N-oxyl radical (PINO) toward the phenolic O-H bond. A kinetic study.

  The Journal of organic chemistry 20041210

• Biomimetic catalytic system driven by electron transfer for selective oxygenation of hydrocarbon.

  Journal of the American Chemical Society 20040901

• Novel method for efficient aerobic oxidation of silyl ethers to carbonyl compounds catalyzed with N-hydroxyphthalimide (NHPI) and lipophilic Co(II) complexes.

  Organic letters 20040819

• Mechanism of the catalytic oxidation of hydrocarbons by N-hydroxyphthalimide: a theoretical study.

  Chemical communications (Cambridge, England) 20040507

• A new route to lactam precursors from cycloalkanes: direct production of nitrosocycloalkanes or cycloalkanone oximes by using tert-butyl nitrite and N-hydroxyphthalimide.

  Angewandte Chemie (International ed. in English) 20040220

• New efficient aerobic oxidation of some alcohols with dioxygen catalysed by N-hydroxyphtalimide with vanadium co-catalysts.

  Chemical communications (Cambridge, England) 20040121

• Kinetic study of the phthalimide N-oxyl radical in acetic acid. Hydrogen abstraction from substituted toluenes, benzaldehydes, and benzyl alcohols.

  The Journal of organic chemistry 20031128

• Controlling mode selectivity in palladium-catalyzed bisdiene carbocyclizations: optimizing for cyclization-trapping over cycloisomerization.

  Organic letters 20031002

• Oxidation of substituted toluenes with molecular oxygen in the presence of N,N',N' '-trihydroxyisocyanuric acid as a key catalyst.

  The Journal of organic chemistry 20030822

• Use of a pharmacophore model to discover a new class of influenza endonuclease inhibitors.

  Journal of medicinal chemistry 20030327

• Hydroxylamines as oxidation catalysts: thermochemical and kinetic studies.

  The Journal of organic chemistry 20030307

• Synthesis of a new heterobifunctional linker, N-[4-(aminooxy)butyl]maleimide, for facile access to a thiol-reactive 18F-labeling agent.

  Bioconjugate chemistry 20030101

• Oxidation of phenols by laccase and laccase-mediator systems.

  European journal of biochemistry 20021101

• An efficient nitration of light alkanes and the alkyl side-chain of aromatic compounds with nitrogen dioxide and nitric acid catalyzed by N-hydroxyphthalimide.

  The Journal of organic chemistry 20020809

• Aerobic oxidation of N-alkylamides catalyzed by N-hydroxyphthalimide under mild conditions. Polar and enthalpic effects.

  The Journal of organic chemistry 20020419

• 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.

  Chemical communications (Cambridge, England) 20020407

• First Ritter-type reaction of alkylbenzenes using N-hydroxyphthalimide as a key catalyst.

  Chemical communications (Cambridge, England) 20020307

• The radical-chain addition of aldehydes to alkenes by the use of N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst.

  Chemical communications (Cambridge, England) 20011121

• Catalytic oxyalkylation of alkenes with alkanes and molecular oxygen via a radical process using N-hydroxyphthalimide.

  The Journal of organic chemistry 20010921

• The copper-mediated cross-coupling of phenylboronic acids and N-hydroxyphthalimide at room temperature: synthesis of aryloxyamines.

  Organic letters 20010111