591-50-4 | Iodobenzene

Packsize	Purity	Availability	Price	Discounted Price
10g	98%	in stock	$6.00	$4.00
25g	98%	in stock	$12.00	$9.00
100g	98%	in stock	$45.00	$32.00
500g	98%	in stock	$90.00	$63.00

Description

• Catalog Number: AB46288
• Chemical Name: Iodobenzene
• CAS Number: 591-50-4
• Molecular Formula: C6H5I
• Molecular Weight: 204.0084
• MDL Number: MFCD00001029
• SMILES: Ic1ccccc1
• NSC Number: 9244

Computed Properties

• Complexity: 46.1
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 7
• XLogP3: 3.2

Literature

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• Resonance Raman study of the A-band short-time photodissociation dynamics of 2-iodothiophene.

  The Journal of chemical physics 20060807

• Carbonic anhydrase inhibitors. N-cyanomethylsulfonamides--a new zinc binding group in the design of inhibitors targeting cytosolic and membrane-anchored isoforms.

  Journal of enzyme inhibition and medicinal chemistry 20060801

• Dinuclear Cu(I) complexes of 1,2,4,5-tetra(7-azaindolyl)benzene: persistent 3-coordinate geometry, luminescence, and reactivity.

  Inorganic chemistry 20060724

• In situ formation of dispersed palladium nanoparticles in microemulsion: efficient reaction system for ligand-free Heck reaction.

  Journal of colloid and interface science 20060715

• Pyridyl-supported pyrazolyl-N-heterocyclic carbene ligands and the catalytic activity of their palladium complexes in Suzuki-Miyaura reactions.

  The Journal of organic chemistry 20060707

• Intra- and intermolecular heavy-atom effects on the fluorescence properties of brominated C60 polyads.

  The journal of physical chemistry. B 20060629

• Facile beta-alkyl and beta-hydride elimination in the nickel-catalyzed annulation of o-iodophenyl ketones and aldehydes with bicyclic alkenes.

  Organic letters 20060622

• Hypervalent iodine-mediated ring contraction reactions.

  Molecules (Basel, Switzerland) 20060620

• On the evaluation of quadratic response functions at the four-component Hartree-Fock level: nonlinear polarization and two-photon absorption in bromo- and iodobenzene.

  The Journal of chemical physics 20060607

• Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane.

  Organic letters 20060511

• Aryl transfer between Pd(II) centers or Pd(IV) intermediates in Pd-catalyzed domino reactions.

  Journal of the American Chemical Society 20060419

• Products of the triplet excited state produced in the radiolysis of liquid benzene.

  The journal of physical chemistry. A 20060323

• Photochemical generation of six- and five-membered cyclic vinyl cations.

  The Journal of organic chemistry 20060317

• Palladium-catalyzed homocoupling and cross-coupling reactions of aryl halides in poly(ethylene glycol).

  The Journal of organic chemistry 20060203

• Synthesis of some new 2-(3-aryl-1-phenyl-4-pyrazolyl)-benzoxazoles using hypervalent iodine mediated oxidative cyclization of Schiff's bases.

  Molecules (Basel, Switzerland) 20060131

• Chemistry of palladium phosphinite (PPh(2)(OR)) and phosphonite (P(OPh)(2)(OH)) complexes: catalytic activity in methoxycarbonylation and Heck coupling reactions.

  Dalton transactions (Cambridge, England : 2003) 20060107

• Expedient synthesis of cyclopropane alpha-amino acids by the catalytic asymmetric cyclopropanation of alkenes using iodonium ylides derived from methyl nitroacetate.

  Journal of the American Chemical Society 20051228

• Mechanistic insights into the reversible formation of iodosylarene-iron porphyrin complexes in the reactions of oxoiron(IV) porphyrin pi-cation radicals and iodoarenes: equilibrium, epoxidizing intermediate, and oxygen exchange.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20051216

• Studies on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone: reactions with indole derivatives and other C-nucleophiles.

  The Journal of organic chemistry 20051028

• Suzuki-Miyaura coupling reaction using pentafluorophenylboronic acid.

  Organic letters 20051027

• Highly stereoselective synthesis, structure, and application of (E)-9-[2-(silyl)ethenyl]-9H-carbazoles.

  The Journal of organic chemistry 20051014

• Synthesis and biological evaluation of bis(methoxy methyl)-7,8-dihydro-[1,4]dioxino[2,3-g]quinazolines as EGFR tyrosine kinase inhibitors.

  Archiv der Pharmazie 20051001

• Investigation of Pd leaching from supported Pd catalysts during the Heck reaction.

  The journal of physical chemistry. B 20050915

• A stereoselective synthesis of 1,6-diphenyl-1,3,5-hexatrienes utilising 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane as a two-carbon alkenyl building block.

  Organic & biomolecular chemistry 20050907

• Iodobenzene-catalyzed alpha-acetoxylation of ketones. in situ generation of hypervalent (diacyloxyiodo)benzenes using m-chloroperbenzoic acid.

  Journal of the American Chemical Society 20050907

• Kinetics and mechanistic aspects of the Heck reaction promoted by a CN-palladacycle.

  Journal of the American Chemical Society 20050831

• A different route to the synthesis of 9,10-disubstituted phenanthrenes.

  The Journal of organic chemistry 20050805

• Synthetic studies on heterocyclic natural products.

  Farmaco (Societa chimica italiana : 1989) 20050801

• A highly efficient palladacycle catalyst for hydrophenylation of C-, N-, and O-substituted bicyclic alkenes under aerobic condition.

  The Journal of organic chemistry 20050722

• Structure-based engineering of internal cavities in coiled-coil peptides.

  Biochemistry 20050719

• I...pi halogen-bonding in the structures of platinum-alkynyl compounds: an overlooked supramolecular interaction.

  Dalton transactions (Cambridge, England : 2003) 20050707

• Effects of complexation with 18-crown-6 on the hypernucleofugality of phenyl-lambda3-iodanyl groups. Synthesis of vinyl-lambda3-iodane.18-crown-6 complex.

  Organic letters 20050707

• Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity.

  Journal of the American Chemical Society 20050608

• Inhibitory and excitatory effects of iodobenzene on the antennal benzoic acid receptor cells of the female silk moth Bombyx mori L.

  Chemical senses 20050601

• Chemoenzymatic synthesis of carbasugars from iodobenzene.

  Organic & biomolecular chemistry 20050521

• The reactive chemisorption of alkyl iodides at Cu(110) and Ag(111) surfaces: a combined STM and XPS study.

  The journal of physical chemistry. B 20050519

• Alpha-N-acetylmannosamine (ManNAc) synthesis via rhodium(II)-catalyzed oxidative cyclization of glucal 3-carbamates.

  The Journal of organic chemistry 20050513

• Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk).

  Journal of medicinal chemistry 20050505

• Organohypervalent iodine: development, applications, and future directions.

  The Journal of organic chemistry 20050415

• Separation of single-walled carbon nanotubes on silica gel. Materials morphology and Raman excitation wavelength affect data interpretation.

  Journal of the American Chemical Society 20050330

• Site-specific phenylation of pyridine catalyzed by phosphido-bridged ruthenium dimer complexes: a prototype for C-H arylation of electron-deficient heteroarenes.

  Journal of the American Chemical Society 20050323

• FTIR study of the mode of binding of the reactants on the Pd nanoparticle surface during the catalysis of the Suzuki reaction.

  The journal of physical chemistry. B 20050317

• Effect of colloidal nanocatalysis on the metallic nanoparticle shape: the Suzuki reaction.

  Langmuir : the ACS journal of surfaces and colloids 20050301

• Quantitative Raman reaction monitoring using the solvent as internal standard.

  Analytical chemistry 20050301

• Role of angular momentum conservation in unimolecular translational energy release: validity of the orbiting transition state theory.

  The Journal of chemical physics 20050301

• Fluorescence labeling method for aryl halides with 4-(4,5-diphenyl-1H-imidazol-2-yl)phenylboronic acid based on Suzuki coupling reaction.

  Journal of chromatography. A 20050225

• Novel and direct oxidative cyanation reactions of heteroaromatic compounds mediated by a hypervalent iodine(III) reagent.

  Organic letters 20050217

• Copper bronze catalyzed Heck reaction in ionic liquids.

  Organic letters 20050217

• A survey on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone with amino compounds.

  Molecules (Basel, Switzerland) 20050131

• Nitrogenous educts through oxidative amidation of phenols: the bimolecular reaction.

  Organic letters 20050120

• One-pot synthesis and chiral analysis of cyclopropane derivatives.

  Chirality 20050101

• Synthesis of the 1,6,8-trioxadispiro[4.1.5.2]tetradec-11-ene ring system present in the spirolide family of shellfish toxins and its conversion into a 1,6,8-trioxadispiro[4.1.5.2]-tetradec-9-en-12-ol via base-induced rearrangement of an epoxide.

  Organic & biomolecular chemistry 20041221

• Vinyldimethylphenylsilanes as safety catch silanols in fluoride-free palladium-catalyzed cross-coupling reactions.

  The Journal of organic chemistry 20041210

• Development of fluorinated low temperature glassy carbon films for solid-phase microextraction.

  Journal of chromatography. A 20041210

• Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents.

  European journal of medicinal chemistry 20041201

• Marked effect of aromatic solvent on unfolding rate of helical ethynylhelicene oligomer.

  Journal of the American Chemical Society 20041117

• Rh(II)-catalyzed enantioselective cyclopropanation of olefins with dimethyl malonate via in situ generated phenyliodonium ylide.

  Organic letters 20041111

• [Synthesis of phosphonic acid and phosphinic acid derivatives for development of biologically active compounds].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20041101

• The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20041011

• Nucleophilic de-coordination and electrophilic regeneration of 'hemilabile' pincer-type complexes: formation of anionic dialkyl, diaryl, and dihydride Pt(II) complexes bearing no stabilizing pi-acceptors.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20041004

• One-flask synthesis of mono- and trifunctionalized 21-thia and 21-oxaporphyrin building blocks and their application in the synthesis of covalent and noncovalent unsymmetrical porphyrin arrays.

  The Journal of organic chemistry 20041001

• A novel and concise synthesis of spirodienone alkaloids using hypervalent iodine(III) reagents.

  Chemical & pharmaceutical bulletin 20041001

• Theoretical study of trans-metalation process in palladium-catalyzed borylation of iodobenzene with diboron.

  Journal of the American Chemical Society 20040825

• Organic cross-linked electropolymers as supported oxidation catalysts: poly((tetrakis(9,9'-spirobifluorenyl)porphyrin)manganese) films.

  Inorganic chemistry 20040809

• Cobalt-catalyzed regioselective carbocyclization reaction of o-iodophenyl ketones and aldehydes with alkynes, acrylates, and acrylonitrile: a facile route to indenols and indenes.

  The Journal of organic chemistry 20040709

• Nonadiabatic alignment of asymmetric top molecules: rotational revivals.

  The Journal of chemical physics 20040708

• Radical oxidative cyclization of spiroacetals to bis-spiroacetals: an overview.

  Molecules (Basel, Switzerland) 20040531

• Observation of enhanced field-free molecular alignment by two laser pulses.

  Physical review letters 20040430

• Rhodium-catalyzed imination of sulfoxides and sulfides: efficient preparation of N-unsubstituted sulfoximines and sulfilimines.

  Organic letters 20040415

• 13C NMR study of halogen bonding of haloarenes: measurements of solvent effects and theoretical analysis.

  Journal of the American Chemical Society 20040407

• Synthesis of N tau-arylhistidine derivatives via direct N-arylation.

  Bioorganic & medicinal chemistry letters 20040405

• Asymmetric transfer of carbenes with phenyliodonium ylides.

  Accounts of chemical research 20040401

• Heck coupling reaction of iodobenzene and styrene using supercritical water in the absence of a catalyst.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20040319

• Utilisation of [11C]-labelled boron carbonyl complexes in palladium carbonylation reaction.

  Chemical communications (Cambridge, England) 20040307

• Functionalized spiro- and fused-ring heterocycles via oxidative demetalation of cyclohexadienyl ruthenium complexes.

  The Journal of organic chemistry 20040220

• An expedient and practical method for the synthesis of a diverse series of cyclopropane alpha-amino acids and amines.

  The Journal of organic chemistry 20040220

• Phosphorus-nitrogen-phosphorus ligands: cooperative effects between nitrogen and phosphorus substituents on catalytic activity.

  Organic & biomolecular chemistry 20040207

• N-(2-Fluoroethyl)-3beta-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2alpha-carboxamide: a new cocaine derivative with equatorially attached ligands.

  Acta crystallographica. Section C, Crystal structure communications 20040201

• Ruthenium-catalyzed Heck-type olefination and Suzuki coupling reactions: studies on the nature of catalytic species.

  Journal of the American Chemical Society 20040114

• Stereochemistry of the asymmetric carbopalladation of allenes followed by nucleophilic substitution reactions with carbo- and aminonucleophiles.

  Chemical & pharmaceutical bulletin 20040101

• O6-3-[131I]iodobenzylguanine: improved synthesis and further evaluation of a potential agent for imaging of alkylguanine-DNA alkyltransferase.

  Bioconjugate chemistry 20040101

• Substrate-mediated interactions and intermolecular forces between molecules adsorbed on surfaces.

  Accounts of chemical research 20031201

• Some aryl substituted 2-(4-nitrophenyl)-4-oxo-4-phenylbutanoates and 3-(4-nitrophenyl)-1-phenyl-1,4-butanediols and related compounds as inhibitors of rat liver microsomal retinoic acid metabolising enzymes.

  Journal of enzyme inhibition and medicinal chemistry 20031201

• First demonstration of differential inhibition of lectin binding by synthetic tri- and tetravalent glycoclusters from cross-coupling of rigidified 2-propynyl lactoside.

  Organic & biomolecular chemistry 20031121

• Cobalt-catalyzed carbocyclization of o-iodobenzaldehydes and o-iodophenylketones with alkynes.

  Organic letters 20031016

• Nonadiabatic alignment of asymmetric top molecules: field-free alignment of iodobenzene.

  Physical review letters 20030725

• Effect of catalysis on the stability of metallic nanoparticles: Suzuki reaction catalyzed by PVP-palladium nanoparticles.

  Journal of the American Chemical Society 20030709

• Computational study of the halogen atom-benzene complexes.

  Journal of the American Chemical Society 20030709

• A novel and direct synthesis of alkylated 2,2'-bithiophene derivatives using a combination of hypervalent iodine(III) reagent and BF3.Et2O.

  Organic & biomolecular chemistry 20030521

• Poly(9,9'-spirobifluorene-manganese porphyrin): a new catalytic material for oxidation of alkenes by iodobenzene diacetate and iodosylbenzene.

  Chemical communications (Cambridge, England) 20030507

• Hypervalent iodine mediated synthesis of 1-aryl/hetryl-1,2,4-triazolo[4,3-a] pyridines and 1-aryl/hetryl 5-methyl-1,2,4-triazolo[4,3-a]quinolines as antibacterial agents.

  European journal of medicinal chemistry 20030501

• Fluorescent quenching of the 2-naphthoxide anion by aliphatic and aromatic halides. Mechanism and consequences of electron transfer reactions.

  The Journal of organic chemistry 20030321

• Does ciprofloxacin interact with neutral bilayers? An aspect related to its antimicrobial activity.

  International journal of pharmaceutics 20030218

• Reversible formation of iodosylbenzene-iron porphyrin intermediates in the reaction of oxoiron(IV) porphyrin pi-cation radicals and iodobenzene.

  Angewandte Chemie (International ed. in English) 20030103

• Membrane introduction mass spectrometry for monitoring complexation equilibria of beta-cyclodextrin with substituted benzenes.

  The Analyst 20030101

• A novel and useful oxidative intramolecular coupling reaction of phenol ether derivatives on treatment with a combination of hypervalent iodine(III) reagent and heteropoly acid.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20021202

• Introduction of a hydroxy group at the para position and N-iodophenylation of N-arylamides using phenyliodine(III) bis(trifluoroacetate).

  The Journal of organic chemistry 20021018

• The direct use of phenyldimethylsilanes in silicon assisted palladium catalysed cross coupling.

  Chemical communications (Cambridge, England) 20020921

• Carbonylation reactions of iodoarenes with PAMAM dendrimer-palladium catalysts immobilized on silica.

  The Journal of organic chemistry 20020920

• A new highly efficient three-component domino Heck-Diels-Alder reaction with bicyclopropylidene: rapid access to spiro[2.5]oct-4-ene derivatives.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20020517

• Palladium(0)-catalyzed enantioselective O,S-rearrangement of racemic O-allylic thiocarbamates: a new entry to enantioenriched allylic sulfur compounds.

  The Journal of organic chemistry 20020222

• Diversity-oriented synthesis of multisubstituted olefins through the sequential integration of palladium-catalyzed cross-coupling reactions. 2-pyridyldimethyl(vinyl)silane as a versatile platform for olefin synthesis.

  Journal of the American Chemical Society 20011128

• Catalysis in supercritical CO2 using dendrimer-encapsulated palladium nanoparticles.

  Chemical communications (Cambridge, England) 20011107

• Synthesis of meso-substituted chlorins via tetrahydrobilene-a intermediates.

  The Journal of organic chemistry 20011102

• Diversity in mechanisms of substrate oxidation by cytochrome P450 2D6. Lack of an allosteric role of NADPH-cytochrome P450 reductase in catalytic regioselectivity.

  The Journal of biological chemistry 20011026

• Investigation of a potential scintigraphic marker of apoptosis: radioiodinated Z-Val-Ala-DL-Asp(O-methyl)-fluoromethyl ketone.

  Nuclear medicine and biology 20011001

• Photoinduced chain reactions of alcohols in the presence of diphenyliodonium ion pairs with cyanometallates--steady state UV/visible spectroscopic and pulse radiolysis studies.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010518

• Rate and mechanism of the oxidative addition of phenyl iodide to Pd0 ligated by triphenylarsine: evidence for the formation of a T-shaped complex.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010518

• Computational study of a new heck reaction mechanism catalyzed by palladium(II/IV) species.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010417