Iodobenzene

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 Search

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

Molecular Formula	C6H5I
Molecular Weight	204.0084
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Biodegradation of benzene and its derivatives by a psychrotolerant and moderately haloalkaliphilic Planococcus sp. strain ZD22.	2006-09	16815683
Dinuclear Cu(I) complexes of 1,2,4,5-tetra(7-azaindolyl)benzene: persistent 3-coordinate geometry, luminescence, and reactivity.	2006-07-24	16841988
In situ formation of dispersed palladium nanoparticles in microemulsion: efficient reaction system for ligand-free Heck reaction.	2006-07-15	16631192
Pyridyl-supported pyrazolyl-N-heterocyclic carbene ligands and the catalytic activity of their palladium complexes in Suzuki-Miyaura reactions.	2006-07-07	16808516
Intra- and intermolecular heavy-atom effects on the fluorescence properties of brominated C60 polyads.	2006-06-29	16800616
Facile beta-alkyl and beta-hydride elimination in the nickel-catalyzed annulation of o-iodophenyl ketones and aldehydes with bicyclic alkenes.	2006-06-22	16774277
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	16774411
Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane.	2006-05-11	16671768
Aryl transfer between Pd(II) centers or Pd(IV) intermediates in Pd-catalyzed domino reactions.	2006-04-19	16608337
Products of the triplet excited state produced in the radiolysis of liquid benzene.	2006-03-23	16539438
Photochemical generation of six- and five-membered cyclic vinyl cations.	2006-03-17	16526767
Palladium-catalyzed homocoupling and cross-coupling reactions of aryl halides in poly(ethylene glycol).	2006-02-03	16438557
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	16357979
Expedient synthesis of cyclopropane alpha-amino acids by the catalytic asymmetric cyclopropanation of alkenes using iodonium ylides derived from methyl nitroacetate.	2005-12-28	16366547
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	16247826
Studies on the reactivity of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone: reactions with indole derivatives and other C-nucleophiles.	2005-10-28	16238309
Suzuki-Miyaura coupling reaction using pentafluorophenylboronic acid.	2005-10-27	16235921
Highly stereoselective synthesis, structure, and application of (E)-9-[2-(silyl)ethenyl]-9H-carbazoles.	2005-10-14	16209606
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	16211656
Iodobenzene-catalyzed alpha-acetoxylation of ketones. in situ generation of hypervalent (diacyloxyiodo)benzenes using m-chloroperbenzoic acid.	2005-09-07	16131201
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	16106297
Kinetics and mechanistic aspects of the Heck reaction promoted by a CN-palladacycle.	2005-08-31	16117546
A different route to the synthesis of 9,10-disubstituted phenanthrenes.	2005-08-05	16050719
Synthetic studies on heterocyclic natural products.	2005-08	16095596
A highly efficient palladacycle catalyst for hydrophenylation of C-, N-, and O-substituted bicyclic alkenes under aerobic condition.	2005-07-22	16018706
Structure-based engineering of internal cavities in coiled-coil peptides.	2005-07-19	16008357
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	15987163
I...pi halogen-bonding in the structures of platinum-alkynyl compounds: an overlooked supramolecular interaction.	2005-07-07	15962043
Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity.	2005-06-08	15926829
Inhibitory and excitatory effects of iodobenzene on the antennal benzoic acid receptor cells of the female silk moth Bombyx mori L.	2005-06	15901657
Chemoenzymatic synthesis of carbasugars from iodobenzene.	2005-05-21	15889179
The reactive chemisorption of alkyl iodides at Cu(110) and Ag(111) surfaces: a combined STM and XPS study.	2005-05-19	16852150
Alpha-N-acetylmannosamine (ManNAc) synthesis via rhodium(II)-catalyzed oxidative cyclization of glucal 3-carbamates.	2005-05-13	15876087
Organohypervalent iodine: development, applications, and future directions.	2005-04-15	15822947
Separation of single-walled carbon nanotubes on silica gel. Materials morphology and Raman excitation wavelength affect data interpretation.	2005-03-30	15783233
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	15771470
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	16851502
Role of angular momentum conservation in unimolecular translational energy release: validity of the orbiting transition state theory.	2005-03-01	15836111
Quantitative Raman reaction monitoring using the solvent as internal standard.	2005-03-01	15732901
Effect of colloidal nanocatalysis on the metallic nanoparticle shape: the Suzuki reaction.	2005-03-01	15723506
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	15794562
Copper bronze catalyzed Heck reaction in ionic liquids.	2005-02-17	15704908
Novel and direct oxidative cyanation reactions of heteroaromatic compounds mediated by a hypervalent iodine(III) reagent.	2005-02-17	15704888
Nitrogenous educts through oxidative amidation of phenols: the bimolecular reaction.	2005-01-20	15646951
One-pot synthesis and chiral analysis of cyclopropane derivatives.	2005-01	15526339
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	15592615
Development of fluorinated low temperature glassy carbon films for solid-phase microextraction.	2004-12-10	15628164
Vinyldimethylphenylsilanes as safety catch silanols in fluoride-free palladium-catalyzed cross-coupling reactions.	2004-12-10	15575787
Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents.	2004-12	15571869
Marked effect of aromatic solvent on unfolding rate of helical ethynylhelicene oligomer.	2004-11-17	15535712

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:52:47 GMT 2025` Edited by `admin` on `Mon Mar 31 19:52:47 GMT 2025`
Record UNII	9HK5L7YBBR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-9244

Preferred Name

English

Iodobenzene

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