U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H5I
Molecular Weight 204.0084
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Iodobenzene

SMILES

IC1=CC=CC=C1

InChI

InChIKey=SNHMUERNLJLMHN-UHFFFAOYSA-N
InChI=1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Biodegradation of benzene and its derivatives by a psychrotolerant and moderately haloalkaliphilic Planococcus sp. strain ZD22.
2006-09
Dinuclear Cu(I) complexes of 1,2,4,5-tetra(7-azaindolyl)benzene: persistent 3-coordinate geometry, luminescence, and reactivity.
2006-07-24
In situ formation of dispersed palladium nanoparticles in microemulsion: efficient reaction system for ligand-free Heck reaction.
2006-07-15
Pyridyl-supported pyrazolyl-N-heterocyclic carbene ligands and the catalytic activity of their palladium complexes in Suzuki-Miyaura reactions.
2006-07-07
Intra- and intermolecular heavy-atom effects on the fluorescence properties of brominated C60 polyads.
2006-06-29
Facile beta-alkyl and beta-hydride elimination in the nickel-catalyzed annulation of o-iodophenyl ketones and aldehydes with bicyclic alkenes.
2006-06-22
On the evaluation of quadratic response functions at the four-component Hartree-Fock level: nonlinear polarization and two-photon absorption in bromo- and iodobenzene.
2006-06-07
Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane.
2006-05-11
Aryl transfer between Pd(II) centers or Pd(IV) intermediates in Pd-catalyzed domino reactions.
2006-04-19
Products of the triplet excited state produced in the radiolysis of liquid benzene.
2006-03-23
Photochemical generation of six- and five-membered cyclic vinyl cations.
2006-03-17
Palladium-catalyzed homocoupling and cross-coupling reactions of aryl halides in poly(ethylene glycol).
2006-02-03
Chemistry of palladium phosphinite (PPh(2)(OR)) and phosphonite (P(OPh)(2)(OH)) complexes: catalytic activity in methoxycarbonylation and Heck coupling reactions.
2006-01-07
Expedient synthesis of cyclopropane alpha-amino acids by the catalytic asymmetric cyclopropanation of alkenes using iodonium ylides derived from methyl nitroacetate.
2005-12-28
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.
2005-12-16
Studies on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone: reactions with indole derivatives and other C-nucleophiles.
2005-10-28
Suzuki-Miyaura coupling reaction using pentafluorophenylboronic acid.
2005-10-27
Highly stereoselective synthesis, structure, and application of (E)-9-[2-(silyl)ethenyl]-9H-carbazoles.
2005-10-14
Synthesis and biological evaluation of bis(methoxy methyl)-7,8-dihydro-[1,4]dioxino[2,3-g]quinazolines as EGFR tyrosine kinase inhibitors.
2005-10
Iodobenzene-catalyzed alpha-acetoxylation of ketones. in situ generation of hypervalent (diacyloxyiodo)benzenes using m-chloroperbenzoic acid.
2005-09-07
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.
2005-09-07
Kinetics and mechanistic aspects of the Heck reaction promoted by a CN-palladacycle.
2005-08-31
A different route to the synthesis of 9,10-disubstituted phenanthrenes.
2005-08-05
Synthetic studies on heterocyclic natural products.
2005-08
A highly efficient palladacycle catalyst for hydrophenylation of C-, N-, and O-substituted bicyclic alkenes under aerobic condition.
2005-07-22
Structure-based engineering of internal cavities in coiled-coil peptides.
2005-07-19
Effects of complexation with 18-crown-6 on the hypernucleofugality of phenyl-lambda3-iodanyl groups. Synthesis of vinyl-lambda3-iodane.18-crown-6 complex.
2005-07-07
I...pi halogen-bonding in the structures of platinum-alkynyl compounds: an overlooked supramolecular interaction.
2005-07-07
Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity.
2005-06-08
Inhibitory and excitatory effects of iodobenzene on the antennal benzoic acid receptor cells of the female silk moth Bombyx mori L.
2005-06
Chemoenzymatic synthesis of carbasugars from iodobenzene.
2005-05-21
The reactive chemisorption of alkyl iodides at Cu(110) and Ag(111) surfaces: a combined STM and XPS study.
2005-05-19
Alpha-N-acetylmannosamine (ManNAc) synthesis via rhodium(II)-catalyzed oxidative cyclization of glucal 3-carbamates.
2005-05-13
Organohypervalent iodine: development, applications, and future directions.
2005-04-15
Separation of single-walled carbon nanotubes on silica gel. Materials morphology and Raman excitation wavelength affect data interpretation.
2005-03-30
Site-specific phenylation of pyridine catalyzed by phosphido-bridged ruthenium dimer complexes: a prototype for C-H arylation of electron-deficient heteroarenes.
2005-03-23
FTIR study of the mode of binding of the reactants on the Pd nanoparticle surface during the catalysis of the Suzuki reaction.
2005-03-17
Role of angular momentum conservation in unimolecular translational energy release: validity of the orbiting transition state theory.
2005-03-01
Quantitative Raman reaction monitoring using the solvent as internal standard.
2005-03-01
Effect of colloidal nanocatalysis on the metallic nanoparticle shape: the Suzuki reaction.
2005-03-01
Fluorescence labeling method for aryl halides with 4-(4,5-diphenyl-1H-imidazol-2-yl)phenylboronic acid based on Suzuki coupling reaction.
2005-02-25
Copper bronze catalyzed Heck reaction in ionic liquids.
2005-02-17
Novel and direct oxidative cyanation reactions of heteroaromatic compounds mediated by a hypervalent iodine(III) reagent.
2005-02-17
Nitrogenous educts through oxidative amidation of phenols: the bimolecular reaction.
2005-01-20
One-pot synthesis and chiral analysis of cyclopropane derivatives.
2005-01
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.
2004-12-21
Development of fluorinated low temperature glassy carbon films for solid-phase microextraction.
2004-12-10
Vinyldimethylphenylsilanes as safety catch silanols in fluoride-free palladium-catalyzed cross-coupling reactions.
2004-12-10
Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents.
2004-12
Marked effect of aromatic solvent on unfolding rate of helical ethynylhelicene oligomer.
2004-11-17
Patents
Name Type Language
NSC-9244
Preferred Name English
Iodobenzene
HSDB   MI  
Systematic Name English
PHENYL IODIDE
Systematic Name English
BENZENE IODIDE
Systematic Name English
IODOBENZENE [MI]
Common Name English
IODOBENZENE [HSDB]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
209-719-6
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
PUBCHEM
11575
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
NSC
9244
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
HSDB
7859
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
WIKIPEDIA
IODOBENZENE
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
CAS
591-50-4
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
DRUG BANK
DB02252
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
EPA CompTox
DTXSID8060452
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
MERCK INDEX
m6342
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY Merck Index
MESH
C031905
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY
FDA UNII
9HK5L7YBBR
Created by admin on Mon Mar 31 19:52:47 GMT 2025 , Edited by admin on Mon Mar 31 19:52:47 GMT 2025
PRIMARY