Tag: 200-300

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations was written by Fricke, Christoph;Deckers, Kristina;Schoenebeck, Franziska. And the article was included in Angewandte Chemie, International Edition in 2020.Related Products of 36748-88-6 This article mentions the following:

While halogenation is of key importance in synthesis and radio-imaging, the currently available repertoire is largely designed to introduce a single halogen per mol. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, out-competing silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Related Products of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Related Products of 36748-88-6

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Approach to phenanthroindolizidine alkaloids using organic azides with 1-aryl allylic alcohols: Unexpected tandem reactions to indenyl aziridines via Nazarov cyclization was written by Yokoi, Taiki;Sugiura, Takahiro;Tanimoto, Hiroki;Morimoto, Tsumoru;Nishiyama, Yasuhiro;Kakiuchi, Kiyomi. And the article was included in Heterocycles in 2016.Electric Literature of C8H9IO2 This article mentions the following:

Organic azide cyclization reactions with 1-aryl allylic alcs. were investigated in a synthetic study of phenanthroindolizidine alkaloids. Unsaturated imines (enimines) were effectively obtained from the allylic alc. adjacent to electron-rich aromatic rings under thermal reaction conditions. The tandem aziridination-Nazarov reactions to indenyl aziridines were preferred to the acid-mediated enimine formation via Schmidt reaction in the case of 3-aryl diallylic alcs. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Electric Literature of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C8H9IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A Simultaneous Reduction, Substitution, and Self-Assembly Reaction under Hydrothermal Conditions Afforded the First Diiodopyridine Copper(I) Coordination Polymer was written by Lu, Jack Y.;Babb, Amy M.. And the article was included in Inorganic Chemistry in 2002.Application In Synthesis of 5-Iodonicotinic acid This article mentions the following:

A simultaneous reduction of Cu(II) to Cu(I) by pyridinecarboxylate and the substitution of carboxylato groups by iodo nucleophiles in a self-assembly process under hydrothermal conditions afforded a new I-inclusion coordination polymer [CuI(C₅H₃NI₂)·¹/₂I₂] 1. The synthetic studies of the substitution process produced a new supramol. compound [IC₅H₃NCOOH] 2 and revealed that the catalytic properties of Cu ions in redox and substitution reactions under hydrothermal conditions are attractive. Crystal data for [CuI(C₅H₃NI₂)·¹/₂I₂]: triclinic, space group P1̅; cell dimensions a 4.216(1), b 11.254(2), c 12.196(2) Å, α 80.34(3), β 88.44(3), γ 83.10(3)°, Z = 2. Crystal data for [IC₅H₃NCOOH]: monoclinic, space group P2₁/c; cell dimensions a 5.041(1), b 17.313(2), c 8.639(1) Å, β 95.042(2)°, Z = 4. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Application In Synthesis of 5-Iodonicotinic acid).

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application In Synthesis of 5-Iodonicotinic acid

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Acetylenic derivatives of heterocycles. 8. New route to the synthesis of ethynylpyrazoles was written by Vasilevskii, S. F.;Shvartsberg, M. S.;Kotlyarevskii, I. L.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1971.Name: 5-Iodo-1-methyl-1H-pyrazole This article mentions the following:

The catalyzed substitution of halogen by an acetylenic group in heterocyclic compounds was applicable to pyrazoles. BuLi and 1-methylpyrazole mixed in the cold and held 1 hr at room temperature, treated with iodine at 5° and made alk. with aqueous NaOH, gave 5-iodo-1-methylpyrazole, which in AcOH-CCl4 with iodine-HIO3 in the presence of 30% H2SO4 gave in 15 min at 75° the 4,5-diiodo analog. 3,4-Diiodopyrazole and Me2SO4 in dioxane-40% NaOH gave 1-methyl-4,5-diiodopyrazole and the 3,4-diiodo analog in nearly equal yields. Similar methylation was used to prepare 3,4,5-triiodo-1-methylpyrazole. The iodopyrazoles and HCCCMe2OCHMeOEt heated at 111-14° with activated powd. Cu and K2CO3 in pyridine gave the appropriately substituted acetylenic derivatives from stoichiometric proportions of reactants used. These acetals were hydrolyzed with 1:3 aqueous HCl 2-3 hr to the acetylenic alcs. which heated with powd. KOH afforded pyrazolylacetylenes in 41-73% yields. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Name: 5-Iodo-1-methyl-1H-pyrazole).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Name: 5-Iodo-1-methyl-1H-pyrazole

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

One-Pot Synthesis of Trifluoromethylated Quinazolin-4(3H)-ones with Trifluoroacetic Acid as CF₃ Source was written by Almeida, Sofia;Marti, Roger;Vanoli, Ennio;Abele, Stefan;Tortoioli, Simone. And the article was included in Journal of Organic Chemistry in 2018.Electric Literature of C7H6INO2 This article mentions the following:

A novel and convenient one-pot sequential cascade method for the preparation of 2-trifluoromethylquinazolin-4(3H)-ones, e.g., I, is described. Trifluoroacetic acid (TFA) was employed as inexpensive and readily available CF₃ source, which in the presence of T3P was condensed with a variety of anthranilic acids and amines to provide the products in up to 75% yield. The protocol was proved to be robust on 80 g scale, and the synthetic versatility of the prepared quinazolinon-4-ones was demonstrated by derivatization to further useful building blocks. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Electric Literature of C7H6INO2).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Electric Literature of C7H6INO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Design and synthesis of azaindole heterocycle decorated new scaffold in fluorometric sensing of F^– and H₂PO₄^– was written by Ghosh, Kumaresh;Ali, Sk. Sarfaraj;Joardar, Soumen. And the article was included in Journal of Heterocyclic Chemistry in 2020.Product Details of 1227270-32-7 This article mentions the following:

7-Azaindole has been used in designing new mol. structure 1 on enediyne spacer for its application in anion sensing. New structure 1 has been established as efficient fluorescent sensor of H₂PO₄^– and F^– ions in CH₃CN containing 1% DMSO. While in presence of H₂PO₄^– the emission at 418 nm is decreased to the significant extent in nonratiometric fashion, a ratiometric response in presence of F^– is noted with a sharp isoemissive point and two anions are effectively distinguished over a series of other anions tested. A similar study on model compound 2 with indole motifs is done to prove the pivotal role of extra ring nitrogen in azaindole of 1 in the binding process. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Product Details of 1227270-32-7).

2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Product Details of 1227270-32-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Eosin-Mediated Alkylsulfonyl Cyanation of Olefins was written by Pirenne, Vincent;Kurtay, Gulbin;Voci, Silvia;Bouffier, Laurent;Sojic, Neso;Robert, Frederic;Bassani, Dario M.;Landais, Yannick. And the article was included in Organic Letters in 2018.Category: iodides-buliding-blocks This article mentions the following:

Eosin-Y (EY)-mediated alkylsulfonyl cyanation of olefins was shown to afford alkylsulfonyl nitriles in good yields. On the basis of transient absorption spectroscopy, the reaction was shown to proceed via photoinduced electron transfer from ³EY* to an O-cyanated derivative of the photocatalyst, formed in situ, with generation of the corresponding sulfinate that is oxidized by EY^â€?+ into a sulfonyl radical. Addition of the latter on the olefin, followed by a radical cyano group transfer, then furnished the nitrile along with a RSO₂ radical sustaining the radical chain. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Category: iodides-buliding-blocks).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Category: iodides-buliding-blocks

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Palladium-Catalyzed Site-Selective Benzocylization of Aromatic Acids with o-Fluoro-Substituted Diaryliodonium Salts toward 3,4-Benzocoumarins was written by Pan, Cheng;Wang, Limin;Han, Jianwei. And the article was included in Organic Letters in 2020.Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene This article mentions the following:

By using 2-fluoro-substituted diaryliodonium salts, a novel benzocylization has been accomplished for the synthesis of 3,4-benzocoumarin derivatives via a cascade of ortho-arylation and defluorination in the presence of palladium catalysts. The reaction exhibits a broad compatibility of readily available aromatic acids with an excellent level of site-selectivity. Mechanistic investigations revealed a unique reactivity of carboxylic acid directed arylation by followed nucleophilic substitution of aromatic fluoride in the present system. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Examination of the New α-(2’Z-Fluoro)vinyl Trigger with Lysine Decarboxylase: The Absolute Stereochemistry Dictates the Reaction Course was written by Karukurichi, Kannan R.;De la Salud-Bea, Roberto;Jahng, Wan Jin;Berkowitz, David B.. And the article was included in Journal of the American Chemical Society in 2007.Electric Literature of C4H8ClI This article mentions the following:

The first examination of a terminal α-fluorovinyl trigger in an amino acid decarboxylase (LDC) active site is reported. To investigate the enantiospecificity of inactivation with this new AADC trigger, an enantioselective synthesis of L-α-(2’Z-fluoro)vinyllysine and its D-antipode has been developed. Control of stereochem. is achieved through introduction of the amino acid side chain via alkylation of a chiral vinylglycine-derived dienolate. Facial selectivity is conferred by a trans-2′(β-naphthyl)-2′-propylcyclohexyl ester auxiliary, available in both antipodal forms (Comins protocol). The alkylation employs a new electrophile, N-p-methoxybenzyl-N-(2′-trimethylsilylethanesulfonyl)-4-iodobutylamine, for convergent installation of the lysine side chain. Vinyl to 2′-fluorovinyl interconversion then provides L– and D-α-(2’Z-fluoro)vinyllysine in 97-99% ee, as demonstrated by chiral HPLC. Both time-dependent enzyme kinetics and ¹⁹F NMR reveal striking differences in the behavior of these two antipodes in the lysine decarboxylase active site. The L-antipode displays time dependent inactivation (t_1/2 = 3±1 min; K_I = 86±22 μM), whereas the D-antipode behaves as a substrate, being completely turned over to α-(2’Z-fluoro)vinylcadaverine. Titration of LDC with varying amounts of L-α-(2’Z-fluoro)vinyllysine provides an estimate of 20±3 for the partition ratio for this antipode. ¹⁹F NMR provides a more detailed account of the inactivation with the L-antipode, revealing that 1 in 3.4 turnovers of this mechanism-based inhibitor results in errant protonation (required by design), with 1 in 5 errant protonation events leading to LDC inactivation. This gives an overall partition ratio of 16±2. Fluoride-selective electrode measurements are in agreement with ¹⁹F NMR estimates of [fluoride] released. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Electric Literature of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Electric Literature of C4H8ClI

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The carboxyl group. Infrared absorption and ionization was written by Peltier, Daniel;Pichevin, Annick. And the article was included in Bulletin de la Societe Chimique de France in 1960.COA of Formula: C8H7IO2 This article mentions the following:

PK, ν_OH(monomeric), and ν_C:O (monomeric and dimeric) values of 17 substituted benzoic, 34 o-toluic, 17 m-toluic, and 12 p-toluic acids, as well as the ν_C:O values of 55 Me and Et esters were tabulated. For all the acids except the 6-substituted o-toluic acids (6-NO₂, I, Br, Cl, OH, NH₂), ν_OH (cm.^-1) = 3498 + 9pK. The ν_C:O (monomeric) of the o-OH and o-NH₂ acids were on the average 55 cm.^-1 lower and those of nonchelated, 6-substituted o-toluic acids were approx. 5 cm.^-1 higher than calculated from the appropriate equations (CA 53, 17954e). For acids free of chelation and steric effects, ν_OH = 5,028 – 0.857 ν_C:O (monomeric) (cm.^-1). For 3-, 4-, and 5-substituted o-toluic acids, ν_OH = 5053 – 0.874 ν_C:O. The carbonyl frequencies of the Et esters were approx. 5 cm.^-1 lower than those of the corresponding Me esters. These results are explained by electronic effects of H or alkyl group on the carbonyl group. 6-HO(or H₂N)-2-MeC₆H₃CO₂Me exhibited 2 carbonyl frequencies related to chelated and nonchelated forms. Similar data were presented for 2,3- (I), 2,4-, and 2,6-(MeO)MeC₆H₃CO₂H, and o-MeOC₆H₄CO₂H. The dimeric carbonyl absorptions were weak, the ν_OH were lower, and the ν_C:O were higher, based on the relations with pK, than expected for nonchelated acids. I was exceptional, as it gave a strong dimeric carbonyl absorption. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1COA of Formula: C8H7IO2).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.COA of Formula: C8H7IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com