Category: iodides-buliding-blocks

Palladium-catalyzed difluoromethylthiolation of heteroaryl bromides, iodides, triflates and aryl iodides was written by Wu, Jiang;Liu, Yafei;Lu, Changhui;Shen, Qilong. And the article was included in Chemical Science in 2016.Formula: C6H2ClF3IN This article mentions the following:

Palladium-catalyzed difluoromethylthiolation of heteroaryl halides and triflates under mild conditions was described. A vast range of heteroaryl halides such as pyridyl, quinolinyl, benzothiazolyl, thiophenyl, carbazolyl and pyrazolyl halides could be difluoromethylthiolated efficiently, thus providing medicinal chemists with new tools for their search of new led compounds for drug discovery. Likewise, aryl iodides were difluoromethylthiolated in high yields under a modified reaction condition. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9Formula: C6H2ClF3IN).

2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Formula: C6H2ClF3IN

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

Epiquinamide: A Poison That Wasn’t from a Frog That Was was written by Fitch, Richard W.;Sturgeon, Gordon D.;Patel, Shaun R.;Spande, Thomas F.;Garraffo, H. Martin;Daly, John W.;Blaauw, Richard H.. And the article was included in Journal of Natural Products in 2009.Name: 1-Chloro-4-iodobutane This article mentions the following:

In 2003, we reported the isolation, structure elucidation, and pharmacol. of epiquinamide (1), a novel alkaloid isolated from an Ecuadoran poison frog, Epipedobates tricolor. Since then, several groups, including ours, have undertaken synthetic efforts to produce this compound, which appeared initially to be a novel, β2-selective nicotinic acetylcholine receptor agonist. Based on prior chiral GC anal. of synthetic and natural samples, the absolute structure of this alkaloid was established as (1S,9aS)-1-acetamidoquinolizidine. We have synthesized the (1R*,9aS*)-isomer (epi-epiquinamide) using an iminium ion nitroaldol reaction as the key step. We have also synthesized ent-1 semisynthetically from (-)-lupinine. Synthetic epiquinamide is inactive at nicotinic receptors, in accord with recently published reports. We have determined that the activity initially reported is due to cross-contamination from co-occurring epibatidine in the isolated material. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Name: 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Name: 1-Chloro-4-iodobutane

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

Copper-Catalyzed direct thioetherification of Alkyl Halides with S-Alkyl Butanethioate as Thiol transfer reagent was written by Tian, Qingqiang;Wang, Lili;Li, Yahui. And the article was included in Journal of Sulfur Chemistry in 2022.COA of Formula: C8H8BrI This article mentions the following:

A new and convenient copper-catalyzed synthesis of alkyl sulfides were accomplished using S-alkyl butanethioate as a thiol source. This catalytic protocol displayed a good functional groups tolerance and high efficiency. Both secondary and primary alkyl iodides were used in this procedure. In addition, this method featured operational simplicity and a wide substrate range, providing a complementary method for alkyl sulfide synthesis without requiring toxic thiols and noble metals. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9COA of Formula: C8H8BrI).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.COA of Formula: C8H8BrI

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

New Indolo[3,2-b]indole based small organic molecules for Organic Thin Film Transistors (OTFTs): A combined experimental and DFT Study was written by Puli, Venkat Swamy;Subburu, Mahesh;Bhongiri, Yadagiri;Tripathi, Anuj;Prasad, K. R. S.;Chatterjee, Anindita;Pola, Someshwar;Chetti, Prabhakar. And the article was included in Journal of Molecular Structure in 2021.Application of 220185-63-7 This article mentions the following:

Synthesis of new indolo[3,2-b]indoles in presence of Ag-doped ZnO and (Diacetoxyiodo) benzene system under visible-light were reported. All the new fused linear heterocyclic indolo[3,2-b]indole systems thoroughly characterized by spectroscopic methods like mass, UV-visible, NMR and C, H, N elemental anal. Further, their photophys. properties were carried out by combined exptl. and theor. studies. Thermogravimetric studies were carried out to confirm the thermal stability of mols. The frontier MOs of mols. were characterized with the help of cyclic voltammetry. Addnl., the compounds of series 5 were used for the fabrication of organic thin-film transistors, which indicated the hole mobilities in the range of 0.11 – 0.85 cm²/Vs and with on/off ratio 10⁵ on ODTS-SiO₂ substrate at 50°C and are also supported by DFT studies. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7Application of 220185-63-7).

4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Application of 220185-63-7

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

Octopolar Chromophores Based on Donor- and Acceptor-Substituted 1,3,5-Tris(phenylethynyl)benzenes: Impact of meta-Conjugation on the Molecular and Electronic Structure by Means of Spectroscopy and Theory was written by Moreno Oliva, Maria;Casado, Juan;Hennrich, Gunther;Lopez Navarrete, Juan T.. And the article was included in Journal of Physical Chemistry B in 2006.Application of 3268-21-1 This article mentions the following:

The mol. and electronic structures of all-meta-substituted phenylacetylene mesitylenes peripherally substituted with donor or acceptor (D-A) groups are studied. The impact of meta- and para-substitution patterns is also analyzed by employing Raman and optical spectroscopies in conjunction with theor. calculations Outer Ph rings display a partial quinoid character induced by two different motifs: (i) outer phenyls â†?triple bond charge transfer for the cases where these phenyls are substituted with electron-donors; (ii) double electron withdrawing effect in the mols. with the peripheral phenyls substituted with electron acceptors. A moderate tuning of the optical gap is observed in agreement with the partial blockade of π-electron conjugation exerted by the meta disposition. The orbital structure of the compounds partially preserves that of the mesitylene group showing extra-conjugation due to the addition of the arms, so that conjugation is not entirely obstructed but partially impeded in the ground electronic state (i.e., electron occupied orbitals). As for the excited states, the low-lying energy empty orbitals offer better conditions for full conjugation over the whole mol. scaffold. Interesting optical properties such as overlapping centers along the lowest energy optical excitations and enhanced optical transparency with importance for the application of these materials in optoelectronics were justified from the electronic structure. A greater degree of quinoidization, and more allowed π-electron delocalization, over the entire mol. is recognized in the case of linear phenylacetylenes substituting in para positions the central core. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Application of 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Application of 3268-21-1

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

Synthesis of medium-bridged twisted lactams via cation-π control of the regiochemistry of the intramolecular Schmidt reaction was written by Szostak, Michal;Yao, Lei;Aube, Jeffrey. And the article was included in Journal of Organic Chemistry in 2010.Computed Properties of C4H8ClI This article mentions the following:

Medium-bridged twisted amides can be synthesized i. e., I by the intramol. Schmidt reaction of 2-azidoalkyl ketones. In these reactions, the regiochem. of the Schmidt reaction is diverted into a typically disfavored pathway by the presence of an aromatic group at the α-position adjacent to the ketone, which stabilizes the predominantly reactive conformation of the azidohydrin intermediate by engaging in a nonbonded cation-π interaction with the pos. charged diazonium cation. This results in the rarely observed rearrangement of the C-C bond distal to the azidoalkyl chain. This reaction pathway also requires the azide-containing tether to be situated in the axial orientation in the key azidohydrin intermediate. Examination of the effect of substitution of aromatic rings on the regiochem. of the Schmidt reaction shows an increase in the migratory selectivity with more electron-rich aromatic groups. The selectivity is lower when an electron-withdrawing substituent is placed on the aromatic ring. The ability of cation-π interactions to act as a controlling element decreases when Lewis acids coordinate to substituents on the aromatic ring. The developed version of the Schmidt reaction provides a direct access to a family of medium-bridged twisted amides with a [4.3.1] bicyclic system, compounds which are very difficult to access with use of other currently available methods. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Computed Properties of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Computed Properties of C4H8ClI

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

Azaindole-1,2,3-triazole conjugate in a tripod for selective sensing of Cl^–, H₂PO₄^– and ATP under different conditions was written by Ghosh, Kumaresh;Kar, Debasis;Joardar, Soumen;Samadder, Asmita;Khuda-Bukhsh, Anisur Rahaman. And the article was included in RSC Advances in 2014.Related Products of 1227270-32-7 This article mentions the following:

A new tripodal sensor 1 has been designed and synthesized. The cavity of the tripod selectively recognizes Cl^– and H₂PO₄^– over a series of other anions in CH₃CN containing 0.01% DMSO by exhibiting a significant change in emission. Between H₂PO₄^– and Cl^– ions, H₂PO₄^– is distinguished by 1 through a ratiometric change in emission. In comparison, the indole-based tripod 2 did not show any binding-selectivity with the same anions. Compound 1, furthermore, selectivity recognizes phosphate based biomol. ATP over ADP and AMP in semi aqueous solvent (CH₃CN containing 0.01% DMSO : H₂O, 1 : 1, volume/volume) at pH 7.3. The tripod 1 is cell permeable and detects ATP by showing quenching of emission. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Related Products 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Related Products of 1227270-32-7

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

Aqueous N-Heterocyclization of Primary Amines and Hydrazines with Dihalides: Microwave-Assisted Syntheses of N-Azacycloalkanes, Isoindole, Pyrazole, Pyrazolidine, and Phthalazine Derivatives was written by Ju, Yuhong;Varma, Rajender S.. And the article was included in Journal of Organic Chemistry in 2006.Reference of 10297-05-9 This article mentions the following:

The synthesis of nitrogen-containing heterocycles from alkyl dihalides (ditosylates) and primary amines and hydrazines via a simple and efficient cyclocondensation in an alk. aqueous medium that occurs under microwave irradiation is described. This improved greener synthetic methodol. provides a simple and straightforward one-pot approach to the synthesis of a variety of heterocycles, such as substituted azetidines, pyrrolidines, piperidines, azepanes, N-substituted 2,3-dihydro-1H-isoindoles, 4,5-dihydropyrazoles, pyrazolidines, and 1,2-dihydrophthalazines. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Reference of 10297-05-9

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

Metal Insertion in a Methylamine-Functionalized Zirconium Metal-Organic Framework for Enhanced Carbon Dioxide Capture was written by Gomora-Figueroa, A. Paulina;Mason, Jarad A.;Gonzalez, Miguel I.;Bloch, Eric D.;Meihaus, Katie R.. And the article was included in Inorganic Chemistry in 2017.SDS of cas: 3268-21-1 This article mentions the following:

The reaction of ZrCl₄ with 2′,3′,5′,6′-tetramethylamino-p-terphenyl-4,4”-dicarboxylic acid (H₂tpdc-4CH₂NH₂·3HCl) in the presence of NaF affords Zr₆O₄(OH)_2.1F_1.9(tpdc-4CH₂NH₂·3HCl)₆ (1), which is a new member of the Zr₆O₄(OH)₄(dicarboxylate linker)₁₂ or UiO-68 family, and exhibits high porosity with BET and Langmuir surface areas of 1910 m²/g and 2220 m²/g, resp. Remarkably, fluoride ion incorporation in the zirconium clusters results in increased thermal stability, marking the first example of enhancement in the stability of a UiO framework by this defect-restoration approach. Although material 1 features four alkylamine groups on each organic linker, the framework does not exhibit the high CO₂ uptake that would be expected for reaction between CO₂ and the amine groups to form carbamic acid or ammonium carbamate species. The absence of strong CO₂ adsorption can likely be attributed to protonation at some of the amine sites and the presence of counterions. Indeed, exposure of material 1 to acetonitrile solutions of the organic bases 1,8-bis(dimethylamino)naphthalene (DMAN) or trimethylamine, affords a partially deprotonated material, which exhibits enhanced CO₂ uptake. Exposure of basic amine sites also facilitates the postsynthetic chelation of copper(I) ([Cu(MeCN)₄]·CF₃SO₃) to yield material 2 with an enhanced CO₂ uptake of 4% at 0.15 bar, which is double that of the parent framework 1. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1SDS of cas: 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.SDS of cas: 3268-21-1

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

Removal of Sphingosine 1-Phosphate Receptor-3 (S1P3) Agonism is Essential, But Inadequate to Obtain Immunomodulating 2-Aminopropane-1,3-diol S1P1 Agonists with Reduced Effect on Heart Rate was written by Hamada, Maiko;Nakamura, Mitsuharu;Kiuchi, Masatoshi;Marukawa, Kaoru;Tomatsu, Ayumi;Shimano, Kyoko;Sato, Noriko;Sugahara, Kunio;Asayama, Mahoko;Takagi, Kan;Adachi, Kunitomo. And the article was included in Journal of Medicinal Chemistry in 2010.Synthetic Route of C8H8BrI This article mentions the following:

A series of 2-substituted 2-aminopropane-1,3-diols having a biphenyl moiety and their phosphate esters were synthesized to obtain sphingosine 1-phosphate receptor-1 (S1P₁) receptor agonists with potent immunomodulatory activity accompanied by little or no effect on heart rate. Many of the synthesized compounds sufficiently decreased the number of peripheral blood lymphocytes. Some of the phosphates had potent agonism at S1P₁ but no agonism at S1P₃, which had been reported to be a receptor responsible for heart rate reduction Although high S1P₁/S1P₃ selectivity was considered to be favorable to reduce the effect on heart rate, almost all the phosphates showed a remarkable heart rate lowering effect in vivo. The results suggest that other factors in addition to S1P₃ agonism should be responsible for the heart rate reduction caused by S1P₁ agonists. Only 2-amino-2-[2-[2′-fluoro-4′-(4-methylphenylthio)biphenyl-4-yl]ethyl]propane-1,3-diol (6d) was identified as a desired S1P₁ receptor agonist having both the immunomodulatory activity and an attenuated effect on heart rate by a unique screening flow using in vivo evaluating systems primarily. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Synthetic Route of C8H8BrI).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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.Synthetic Route of C8H8BrI

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