Iodine Chloride Research Articles

ChemInform Abstract: Superactive Iodination Reagent on a Base of Iodine Chloride and Silver Sulfate.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Iodination of nitroarenes by a superactive reagent based on iodine chloride

Iodine chloride reacts with Ag2SO3 in H2SO4 to give a new superelectrophilic reagent capable of iodinating nitrobenzene, halogenated nitrobenzenes, nitrotoluenes, and aromatic compounds with two nitro groups in the ring. Mononitroarenes are easily iodinated at 0–20°C, while dinitroarenes require heating to 100–170°C.

Superactive Iodination Reagent on a Base of Iodine Chloride and Silver Sulfate

After reaction of ICl and Ag2SO4 in sulfuric acid and separation of resulting AgCl a stable solution is formed, containing very active forms of electrophilic iodine. This solution has a powerful iodination ability with respect to aromatic compounds. Deactivated arenes are iodinated easily and in mild conditions by action of this new reagent in generally good yields of the iodoarenes.

ChemInform Abstract: Use of Iodine Chloride for the Iodination of Deactivated Aromatics.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Organophosphorus Compounds; 124. Phosphorus-Phosphorus Bond Cleavage in Phosphorus-Carbon Cage Compounds Containing a Diphosphirane Moiety

The reactions of diphosphatricyclooctenes 9 with bromine (10 a) or iodine chloride (10 b) proceed by selective cleavage of the phosphorus-phosphorus bond of the diphosphirane unit with formation of the diphosphabicyclooctenes 11. On reaction of 11 a with one equivalent of nonacarbonyldiiron (12) metal complexation of one phosphorus center (→ 13 a) is achieved. The constitution of the η 1-complex 13 a was confirmed by X-ray crystallography.

Untersuchungen an Polyhalogeniden, XXXIV Cäsium(18-Krone-6)dichloroiodat, [Cs(C12H24O6)]ICl2/Studies on Polyhalides, XXXIV Cesium (18 -crown -6 )dichloroiodate, [Cs(C12H24O6)]ICl2

Abstract The new compound [Cs(18-crown-6)]ICl2 has been prepared by the reaction of cesium chloride and 18-crown-6 with iodine chloride in ethanol and structurally characterized by X-ray diffrac­tion methods. The geometries of the cation [Cs(18-crown-6)]+ and of the anion ICl2 - are as expected.

Radical cation mechanism of aromatic halogenation by halogens or iodine chloride in 1,1,1,3,3,3-hexafluoropropan-2-ol

The reaction between aromatic compounds ArH and halogenating agents, viz. iodine chloride, chlorine, bromine, iodine, N-bromosuccinimide and N-chlorosuccinimide, in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) has been investigated. EPR spectroscopy established that these reagents produced persistent radical cations ArH˙+ from ArH with Erev(ArH˙+/ArH) up to 1.6, 1.3, 1.4, 1.1, 1.5 and 1.2 V vs. Ag/AgCl, respectively. Cyclic voltammetry of the halogenating species shows that no effect of complexation with halide ion is observed in HFP, as expected from its capacity to drastically attenuate nucleophilic reactivity, and that the cathodic peak potentials Epc (referenced to the internal ferricinium/ferrocene redox couple) are significantly or remarkably higher in HFP than in acetonitrile. For N-bromosuccinimide, the difference amounts to almost 1 V.The persistency of the radical cations in HFP is such that the kinetics of reactions between a halogenating agent, such as iodine chloride or bromine, and ArH, such as 1,4-dimethoxybenzene [Erev(ArH˙+/ArH) = 1.50 V vs. Ag/AgCl] or 1,4-dimethoxy-2,3-dimethylbenzene [Erev(ArH˙+/ArH) = 1.16 V], have been studied at room temperature over periods of hours. The initial concentration of the radical cation corresponds to yields in the range of 40–100%, depending on the reaction conditions. It is thus possible to establish that the radical cation decays via two pathways, one being the well known oxidative substitution reaction with halide ion. The second mechanism involves halogen atom transfer from the halogenating agent (Cl atom from ICl, Br atom from bromine). In the case of the radical cation of 1,4-dimethoxy-2,3-dimethylbenzene reacting with bromide ion or bromine, the latter reaction is >102 times faster.

Reactions of ap- and sp-1-(9-Fluorenyl)-2-(1-methylethenyl)naphthalene Rotamers with Bromine Chloride or Iodine Chloride and Unusual Populations of the Corresponding 1-(9-Fluorenyl)-2-[(E)-2-halo-1-methylethenyl]naphthalene Rotamers

Abstract Reactions of bromine chloride and iodine chloride with the olefinic bond in 1-(9-fluorenyl)-2-(1-methylethenyl)naphthalene rotamers were carried out to examine the product distributions. In the case of the ap-isomer bromine chloride yielded some bromo-olefins in addition to the addition product, whereas the yield of (8R*,14cS*)-8-bromomethyl-8-methyl-8,14c-dihydrodibenzo[a.l]aceanthrylene from the sp-isomer diminished with respect to the case of the reaction between bromine and the sp-isomer. The results are attributed to the low nucleophilicity and high proton affinity of the chloride ion. Iodine chloride afforded more addition product for the ap-isomer than the case of bromine chloride, whereas the sp-isomer reacted with iodine chloride to give a better yield of a cyclized compound, (8R*,14cS*)-8-iodomethyl-8-methyl-8,14c-dihydrodibenzo[a,l]aceanthrylene, than that of the cyclized compound from bromine chloride. Such results are attributed to the better stabilizing effects of an iodo substituent on a β-carbocation than a bromo one. Populations of ap and sp rotamers of 1-(9-fluorenyl)-2-[(E)-2-halo-1-methylethenyl]naphthalenes at equilibrium were unusual in the sense that the ap-isomer of the sterically more crowded iodo compound was favored relative to the less crowded chloro compound. UV absorption spectra were not conclusive for charge transfer interactions but X-ray crystallography of these compounds revealed that the olefinic carbons in the ethenyl group were attracted to the fluorene ring significantly.

ChemInform Abstract: Si‐C Bond Cleavage in 1‐Organylsilatranes by Bromine or Iodine Chloride.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Si-C-Bond cleavage in 1-organylsilatranes by bromine or iodine chloride

The Si-C bond in I-organylsilatranes is cleaved by bromine or iodine chloride to yield 1-bromo- or 1-chlorosilatrane respectively. In the presence of Et2O or THF and under the action of dioxane dibromide, I-halosilatrane

Persistent radical cation solutions from the reaction between aromatics and bromine, chlorine or iodine chloride in 1,1,1,3,3,3-hexafluoropropan-2-ol at room temperature

The treatment of reactive aromatic compounds by bromine, chlorine or iodine chloride in 1,1,1,3,3,3-hexafluoropropan-2-ol gives persistent solutions of the corresponding radical cations, in spite of the fact that a nucleophile, a chloride or bromide ion, is simultaneously generated.

Brute force in reactive scattering: steric effects in the reaction potassium + iodine chloride .fwdarw. potassium iodide + chlorine atom, potassium chloride + iodine atom at Etr = 3.03 eV

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTBrute force in reactive scattering: steric effects in the reaction potassium + iodine chloride .fwdarw. potassium iodide + chlorine atom, potassium chloride + iodine atom at Etr = 3.03 eVH. J. Loesch and J. MoellerCite this: J. Phys. Chem. 1993, 97, 10, 2158–2166Publication Date (Print):March 1, 1993Publication History Published online1 May 2002Published inissue 1 March 1993https://doi.org/10.1021/j100112a016RIGHTS & PERMISSIONSArticle Views119Altmetric-Citations29LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (985 KB) Get e-Alerts

Novel approach to the design of synthetic radioiodinated linear V1A receptor antagonists of vasopressin.

We report the solid phase synthesis of six analogs of the potent and selective linear AVP vasopressor (V1a receptor) antagonist: Phaa1-D-Tyr(Et)2-Phe3-Gln4-Asn5-Lys6-Pro7-Arg-NH(8)2(A) (where Phaa = phenylacetyl) in which the Phaa1 residue is replaced by hydroxyphenylacetyl (HO-Phaa), hydroxyphenylpropionyl (HO-Phpa) and phenylpropionyl (Phpa) and the D-Tyr(Et)2 and Lys6 residues by D-Tyr(Me)2 and Arg6 substituents. The phenolic-containing peptides were synthesized to test the feasibility of using this approach for the design of high affinity selective ligands for AVP V1a receptors. The following analogs of A were synthesized: 11 [(HO)Phaa1]; 2. [(HO)Phaa1,D-Tyr(Me)2]; 3. [(HO)Phaa1,D-Tyr(Me)2, Arg6]; 4. [(HO)Phaa1,Arg6]; 5. [Phpa1]; 6. [(HO)Phpa1]. All six peptides were examined for agonistic and antagonistic potencies in vasopressor (V1a-receptor) and antidiuretic (V2-receptor) and in vitro oxytocic assays in rats. The affinities of the phenolic-containing peptides for hepatic V1a and uterine receptors were also determined. The phenolic-containing peptides all exhibit potent V1a antagonism. Their anti-V1a pA2 values range from 8.23 to 8.63 (the anti-V1a pA2 value of A = 8.69). Their inhibition constants (Ki in nM) range 0.4 to 1.0. They are weak antidiuretic agonists with activities ranging from 0.022 U/mg to 0.13 U/mg (A = 0.033 U/mg). They all exhibit OT antagonism in vitro. Their anti-OT pA2 values range from 7.28 to 7.71 (A = 7.62). All five phenolic compounds were iodinated using iodine chloride and tested in the same in vivo and in vitro assay system.(ABSTRACT TRUNCATED AT 250 WORDS)

Quenching reactions of fluoroimidogen (a1.DELTA.) by chlorine, fluorine chloride, bromine, iodine chloride, iodine fluoride and iodine

The reactions of NF(a 1 Δ) with the molecular halogens (X 2 ) and inter-halogens (XY) have been studied in a flow reactorat 300 K. Observation of the rate of removal of NF(a) by X 2 gives the total quenching rate constants, which increase in the order listed on the title, to a value of 15×10 -11 cm 3 s -1 for I 2

A new route to 3,5-disubstituted isoxazolidines via the iodocyclization of homoallylic hydroxylamines

N,N-Dialkyl-O-trialkylsilyl homoallylic hydroxylamines reacted with iodine, N-iodosuccinimide, or iodine chloride to give 3,5-disubstituted isoxazolidines in good yield. The relative configuration that was generated at C3 and C5 was controlled by the nature of the nitrogen substituent of the parent hydroxylamine: the presence of a primary alkyl group favored the formation of a cis-isoxazolidine, whereas the presence of a tert-butyl group favored the formation of a trans-isoxazolidine. The effects that the N- and O-substituents and the nature of the iodinating agent exerted on the stereoselectivity of the cyclization were examined. The synthesis of enantiomerically pure isoxazolidines from hydroxylamines carrying a chiral N-mannofuranosyl group is described

Generalized Brownian dynamics. III. Vibrational relaxation of heteronuclear diatomics in rare gases

A simple, classical stochastic model has been developed to study the vibrational energy relaxation of heteronuclear diatomic molecules in simple monatomic liquids. This work is an extension of an earlier study on homonuclear diatomic molecules [D. E. Smith and C. B. Harris, J. Chem. Phys. 92, 1312 (1990)]. The model is based on the generalized Langevin equation for generalized Brownian dynamics. The memory function of each atom in the diatomic is determined directly from classical molecular dynamics simulations in the solvent of interest and then scaled by a screening factor. The memory function is modeled using an autoregressive technique, which provides efficient evaluation of the friction integral. The effect of screening is accounted using a simple model based on the equilibrium structure of the diatomic in the Lennard-Jones solvent, which is shown to provide very reasonable results. The model developed is applied to simulate the vibrational relaxation of iodine chloride, ICl, in its ground electronic state in liquid xenon. Good agreement is found between the stochastic and molecular dynamics simulations. This is encouraging considering the fact that the stochastic technique is computationally more efficient and has been generalized from homonuclear to heteronuclear diatomics. It also indicates that the underlying assumptions, such as the linear response approximation, are valid in the present stochastic model.

Chemistry of polyfluorocarbanions 1. Nucleophilic iodofluorination of perfluoroalkyl vinyl ethers

Nucleophilic iodofluorination of perfluorovinyl methyl (I) and perfluorovinyl propyl (II) ethers by iodine chloride in nitrobenzene or sulfolan afforded 1-iodoperfluoro-1-methoxyethane (III) and 1-iodoperfluoro-l-propoxyethane in yields of 65 and 77%, respectively. In addition to compound (III), the reaction of perfluorovinyl methyl ether afforded two side products: l-iodo-2-chloroperfluoro-1-methoxyethane and 2-iodo-l-chloroperfluoro-1-methoxyethane. The latter products are formed via a radical reaction, which takes place under drastic conditions. On the basis of quantum chemical calculations of (I), (II), and the two anions formed from (I), CF3OCFCF3 (VI) and CF3OCF2CF2 (VII), it is proposed that nucleophilic iodofluorination of perfluoroalkyl vinyl ethers involves the formation of thermodynamically more stable anions. The higher reactivity of (I) compared with (II) is in accord with the energy of the lowest unoccupied molecular orbitals and the charge density on the CF2 carbon atoms.19F NMR spectra of the synthesized products are shown.

ChemInform Abstract: Synthesis and Antiviral Activity of 7‐Oxo‐ and 7‐Hydroxy‐4,5,6,7‐tetrahydrobenzo(b)thiophene.

AbstractThe 7‐oxotetrahydrobenzothiophenecarboxylates (I) are treated with bromine or iodine chloride to give the 6‐halo derivatives (II) and (III), of which (IIa) and (IIc) are further coupled with the electrophiles (IV) or (VI), producing the substitution products (V) and (VII) respectively.

Continuum resonance Raman scattering in diatomic molecules: Experiment and theory

Experimental and theoretical investigations of continuum resonance Raman scattering and related photoinduced, unimolecular dissociation in halogen and interhalogen molecules are discussed. Experimentally observed spectra are simulated using both time-independent and time-dependent theory. The sensitivity of the simulated spectra to small changes in the scattering potentials is demonstrated. The time-dependent approach further allows an estimation of the scattering time for this type of resonance Raman scattering. With iodine chloride, dissociation is monitored by electronic Raman scattering on an iodine atomic transition.

ChemInform Abstract: Unexpected Transformation of Fluorine‐Containing CH Acids on Reaction with Iodine Chloride.

ChemInformVolume 21, Issue 46 Preparative Organic Chemistry ChemInform Abstract: Unexpected Transformation of Fluorine-Containing CH Acids on Reaction with Iodine Chloride. V. G. PONOMAREV, V. G. PONOMAREV Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorP. V. PODSEVALOV, P. V. PODSEVALOV Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorT. I. NAZARENKO, T. I. NAZARENKO Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorL. E. DEEV, L. E. DEEV Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorK. I. PASHKEVICH, K. I. PASHKEVICH Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this author V. G. PONOMAREV, V. G. PONOMAREV Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorP. V. PODSEVALOV, P. V. PODSEVALOV Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorT. I. NAZARENKO, T. I. NAZARENKO Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorL. E. DEEV, L. E. DEEV Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this authorK. I. PASHKEVICH, K. I. PASHKEVICH Inst. khim. Bashk. nauchn. tsentra Ural. otd. Akad. nauk SSSR, SverdlovskSearch for more papers by this author First published: November 13, 1990 https://doi.org/10.1002/chin.199046127AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume21, Issue46November 13, 1990 RelatedInformation