Iodobenzene
... reacts with chlorine to give the complex, iodobenzene dichloride, which is used as a solid source of chlorine. ... Since the C-I bond is weaker than C-Br or C-Cl, iodobenzene is more reactive than bromobenzene or chlorobenzene. Iodobenzene ... "Iodobenzene". Organic Syntheses.; Collective Volume, vol. 2, p. 351 F. B. Dains and R. Q. Brewster (1941). "Iodobenzene". ... Iodobenzene is an organoiodine compound consisting of a benzene ring substituted with one iodine atom. It is useful as a ...
Iodobenzene dichloride
... (PhICl2) is a complex of iodobenzene with chlorine. As a reagent for organic chemistry, it is used as an ... Iodobenzene dichloride is not stable and is not commonly available commercially. It is prepared by passing chlorine gas through ... Iodobenzene dichloride is hydrolyzed by basic solutions to give iodosobenzene (PhIO) and is oxidized by sodium hypochlorite to ... Zhao, Xue-Fei; Zhang, Chi (2007). "Iodobenzene Dichloride as a Stoichiometric Oxidant for the Conversion of Alcohols into ...
Bis(trifluoroacetoxy)iodo)benzene
... , C 6H 5I(OCOCF 3) 2, is a hypervalent iodine compound used as a reagent in organic chemistry ... The compound can be prepared by reaction of iodobenzene with a mixture of trifluoroperacetic acid and trifluoroacetic acid in a ... The syntheses of all aryl hypervalent iodine compounds start from iodobenzene. ... Iodobenzene: Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide". Organic Syntheses. 66: 132. doi:10.15227/orgsyn. ...
Organoiodine chemistry
Lucas, H. J.; Kennedy, E. R. (1939). "Iodobenzene". Organic Syntheses. 19: 55. doi:10.15227/orgsyn.019.0055. F. B. Dains and R ... Q. Brewster (1929). "Iodobenzene". Organic Syntheses. 9: 46. doi:10.15227/orgsyn.009.0046. (Articles with short description, ...
Diacetoxyiodo)benzene
This reagent was originally prepared by Conrad Willgerodt by reacting iodobenzene with a mixture of acetic acid and peracetic ... For example, it can be used to prepare (bis(trifluoroacetoxy)iodo)benzene (phenyliodine(III) bis(trifluoroacetate), PIFA) by ... "Iodobenzene diacetate". Acta Crystallogr. B. 33 (5): 1620-1622. doi:10.1107/S0567740877006694. Alcock, Nathaniel W.; Countryman ... Iodobenzene: Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide". Organic Syntheses. 66: 132. doi:10.15227/orgsyn. ...
Bromobenzene
Fluorobenzene Chlorobenzene Iodobenzene Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 ( ... "Preparation of bromobenzene and iodobenzene". Journal of the Chemical Society, Abstracts. 38: 316. 1880. doi:10.1039/ ...
Iodosobenzene
... is prepared from iodobenzene. It is prepared by first oxidizing iodobenzene by peracetic acid. Hydrolysis of ...
Iodocyclohexane
Iodoalkanes Iodobenzene "B24840 Iodocyclohexane, 98%, stab. with copper". Alfa Aesar. Retrieved 21 June 2023. "Iodocyclohexane ...
Carbonyl oxidation with hypervalent iodine reagents
Both iodosylbenzene and iodobenzene diacetate (IBD) can effect this transformation. This method can be used to synthesize α- ... Hydroxy(mesyloxy)iodobenzene (3.16 g, 10 mmol) was added to a solution of the methyl trimethylsilyl phenylketene acetal derived ... Intramolecularly tethered nucleophiles may displace iodobenzene to afford lactones or other heterocycles. If acidic hydrogens ... Common hypervalent iodine reagents used to effect these transformations include iodosylbenzene (PhIO), iodobenzene diacetate ( ...
Viktor Meyer
Discovery of iodonium compounds by reacting iodobenzene and iodosobenzene (1894). Meyer wrote several notable books: Tabellen ...
Chlorobenzene
Fluorobenzene Chlorobenzenes-different numbers of chlorine substituents Bromobenzene Iodobenzene Pubchem. "Chlorobenzene". ...
Diphenylacetylene
Yet another method involves the coupling of iodobenzene and the copper salt of phenylacetylene in the Castro-Stephens coupling ... The related Sonogashira coupling involves the coupling of iodobenzene and phenylacetylene. Diphenylacetylene is a planar ...
Umpolung
A common reagent for dithiane hydrolysis is (bis(trifluoroacetoxy)iodo)benzene. Dithiane chemistry opens the way to many new ... iodo)benzene. The anion relay chemistry tactic has been applied elegantly in the total synthesis of complex molecules of ...
Iodotoluene
Articles with short description, Short description matches Wikidata, Iodobenzenes, Alkyl-substituted benzenes, Multiple ...
Triphenylphosphine dichloride
Carle, M. S., Shimokura, G. K. and Murphy, G. K. (2016), Iodobenzene Dichloride in the Esterification and Amidation of ... Ph3PCl2 can also be obtained by the reaction of iodobenzene dichloride (PhICl2) and triphenylphosphine. Alternatively, Ph3PCl2 ...
Oxoammonium-catalyzed oxidation
The use of bis(acetoxy)iodobenzene (BAIB) as the terminal oxidant avoids this problem. BAIB is unable to oxidize the nitroxide ... iodobenzene (BAIB). Under neutral or slightly acidic conditions (in the presence of silica gel, for instance), oxidation occurs ...
Flupropadine
... is made from 3,5-bis(trifluoromethyl)iodobenzene, propargyl alcohol, and 4-tert-butylpiperidine. Buckle, A. P ( ...
Cuprospinel
CuFe2O4 can also be applied for C-C cleavage α-arylation between acetylacetone with iodobenzene. The phenylacetone product was ...
Trifluoroperacetic acid
One example is the formation of the hypervalent iodine compound (bis(trifluoroacetoxy)iodo)benzene, (CF 3COO) 2IC 6H 5 which is ... Common cases include the oxidation of iodine (for example, the formation of the hypervalent iodine compound from iodobenzene ... or by reacting iodobenzene with a combination of trifluoroperacetic acid and trifluoroacetic acid: Trifluoroperacetic acid is ... Iodobenzene: Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide". Organic Syntheses. 66: 132. doi:10.15227/orgsyn. ...
Electrophilic aromatic directing groups
Notice that iodobenzene is still less reactive than fluorobenzene because polarizability plays a role as well. This can also ... However, bromobenzene and iodobenzene are about the same or a little more reactive than chlorobenzene, because although the ...
Barton-Kellogg reaction
Many reagents exist for this conversion for example silver(I) oxide and (bis(trifluoroacetoxy)iodo)benzene.[7] The thioketone ...
Hofmann rearrangement
Sodium hypochlorite, lead tetraacetate, N-bromosuccinimide, and (bis(trifluoroacetoxy)iodo)benzene can affect a Hofmann ... iodobenzene: Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide". Organic Syntheses. 66: 132. doi:10.15227/orgsyn. ...
Sonogashira coupling
... which was demonstrated in the coupling of phenylacetylene and iodobenzene with an Au/CeO2 catalyst. In this case, catalysis ... "Identity of the active site in gold nanoparticle-catalyzed Sonogashira coupling of phenylacetylene and iodobenzene." (PDF), J. ...
Hypervalent organoiodine compounds
Iodobenzene diacetate (PhIAc2) and iodobenzene di(trifluoroacetate) are both strong oxidizing agents used in organic oxidations ... Thus iodobenzene (C6H5I) is an iodine(I) compound, (dichloroiodo)benzene (C6H5ICl2) and iodosobenzene (C6H5IO) iodine(III) ... Iodine itself contains 7 valence electrons, and, in a monovalent iodane such as iodobenzene (C6H5I), the phenyl ligand donates ... In 1886, German chemist Conrad Willgerodt prepared the first hypervalent iodine compound, iodobenzene dichloride (PhICl2), by ...
Phenylacetylene
Yet another method involves the Sonogashira coupling of iodobenzene with trimethylsilylacetylene, followed by removal of the ...
Trifluoromethylation
In the McLoughlin-Thrower reaction (1962) iodobenzene reacts with trifluoroiodomethane (CF3I) and copper powder in ...
Phase (matter)
... toluene biphasic Heck vinylation reactions of iodobenzene". Tetrahedron Letters. 39 (51): 9509-9512. doi:10.1016/S0040-4039(98) ...
Microbial arene oxidation
For instance, thioether-containing dihydrodiols may be accessed by the oxidation of iodobenzene followed by cross-coupling in ...
Phenol oxidation with hypervalent iodine reagents
In the presence of hypervalent iodine(III) reagents such as iodobenzene diacetate (IBD) or iodobenzene di(trifluoroacetate) ( ...
Vinyl cation
... to generate a vinyl carbocation and iodobenzene. The reactive intermediate is prone to either nucleophilic attack by the ...