Category: iodides-buliding-blocks

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols was written by Satkar, Yuvraj;Yera-Ledesma, Luisa F.;Mali, Narendra;Patil, Dipak;Navarro-Santos, Pedro;Segura-Quezada, Luis A.;Ramirez-Morales, Perla I.;Solorio-Alvarado, Cesar R.. And the article was included in Journal of Organic Chemistry in 2019.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K₃PO₄. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chem. calculations revealed PhII(OH)璺疦H₃ to be the most plausible iodinating active species as a reactive “I⁺” synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Application In Synthesis of 4-Bromo-2-iodophenol

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

Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction was written by Chen, Zhengwang;Wen, Xiaowei;Zheng, Weiping;He, Ruolan;Chen, Dou;Cao, Dingsheng;Long, Lipeng;Ye, Min. And the article was included in Journal of Organic Chemistry in 2020.Electric Literature of C6H5FIN This article mentions the following:

Cu-catalyzed domino decyanation and cyanation reaction of acyl cyanides with amines or alcs. was developed. The cyano sources were generated in situ via C-CN cleavage yielding the corresponding cyano substituted amides RC(O)NHR¹ [R = Ph, 3-MeC₆H₄, 4-CNC₆H₄, etc.; R¹ = H, 3-CNC₆H₄, (CH₂)₂Ph, etc.] or esters RC(O)OR² [R² = Me, Ph, 2-CNC₆H₄, etc.] in moderate to excellent yields. This approach featured a cheap copper catalyst, domino decyanation and cyanation reaction, readily available starting materials, broad substrate scope, operational simplicity and the potential for further transformation of the cyano group. In the experiment, the researchers used many compounds, for example, 3-Fluoro-5-iodoaniline (cas: 660-49-1Electric Literature of C6H5FIN).

3-Fluoro-5-iodoaniline (cas: 660-49-1) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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 C6H5FIN

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

Substituted carborane-appended water-soluble single-wall carbon nanotubes: new approach to boron neutron capture therapy drug delivery was written by Yinghuai, Zhu;Peng, Ang Thiam;Carpenter, Keith;Maguire, John A.;Hosmane, Narayan S.;Takagaki, Masao. And the article was included in Journal of the American Chemical Society in 2005.Name: 1-Chloro-4-iodobutane This article mentions the following:

Substituted C₂B₁₀ carborane cages have been successfully attached to the side walls of single-wall carbon nanotubes (SWCNTs) via nitrene cycloaddition The decapitations of these C₂B₁₀ carborane cages, with the appended SWCNTs intact, were accomplished by the reaction with sodium hydroxide in refluxing ethanol. During base reflux, the three-membered ring formed by the nitrene and SWCNT was opened to produce water-soluble SWCNTs in which the side walls are functionalized by both substituted nido-C₂B₉ carborane units and ethoxide moieties. All new compounds were characterized by EA, SEM, TEM, UV, NMR, and IR spectra and chem. analyses. Selected tissue distribution studies on one of these nanotubes, {([Na⁺][1-Me-2-((CH₂)₄NH-)-1,2-C₂B₉H₁₀][OEt])_n(SWCNT)} (Va), showed that the boron atoms are concentrated more in tumors cells than in blood and other organs, making it an attractive nanovehicle for the delivery of boron to tumor cells for an effective boron neutron capture therapy in the treatment of cancer. 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 widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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.Name: 1-Chloro-4-iodobutane

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

Azaindole-1,2,3-triazole conjugate as selective fluorometric sensor for dihydrogen phosphate was written by Ghosh, Kumaresh;Kar, Debasis;Joardar, Soumen;Sahu, Debashis;Ganguly, Bishwajit. And the article was included in RSC Advances in 2013.Reference of 1227270-32-7 This article mentions the following:

A new receptor was designed and synthesized. The open cavity of triazole-pyrrolo[2,3-b]pyridine dimer selectively recognizes H₂PO₄^– over a series of other anions in CH₃CN containing 0.01% DMSO by exhibiting a ratiometric change in emission. In sensing, the cooperativity of the aza indoles in triazole-pyrrolo[2,3-b]pyridine dimer has been proved using a model compound Also the interaction behavior of the nitrogen in the azaindole has been proved by considering triazole-indole dimer, which did not show any discrimination towards the anions. Binding studies were carried out using fluorescence, UV-vis, ¹H-NMR and ³¹P-NMR spectroscopic techniques. The title compounds thus formed included a triazole aza-indole derivative (I) triazole-pyrrolo[2,3-b]pyridine dimer and related substances, such as triazole-indole dimer derivatives The synthesis of the target compound was achieved by a reaction of 1,3-bis(azidomethyl)benzene with (ethynyl)pyrrolo[2,3-b]pyridine. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Reference of 1227270-32-7).

2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen 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.Reference of 1227270-32-7

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

New strategies in the synthesis of regioselectively trifluoromethyl- and trifluoromethoxy-substituted arenes as building blocks for biologically active molecules was written by Leconte, Stephane;Ruzziconi, Renzo. And the article was included in Journal of Fluorine Chemistry in 2002.Reference of 505084-55-9 This article mentions the following:

Regioisomerically pure trifluoromethyl- and trifluoromethoxy-substituted aromatic and heteroaromatic aldehydes and carboxylic acids are valuable building blocks for the synthesis of biol. active mols. They have been prepared by employing modern organometallic methods. On this basis, a novel access to 2,3-dihydro-5-(trifluoromethoxy)indole was developed which represents an intriguing example of how organometallic and radical chem. can fecundate each other. Iodination of [4-(trifluoromethoxy)phenyl]carbamic acid 1,1-dimethylethyl ester gave [2-Iodo-4-(trifluoromethoxy)phenyl]carbamic acid 1,1-dimethylethyl ester. Allylation of the latter gave [2-iodo-5-(trifluoromethoxy)phenyl]-2-propenylcarbamic acid 1,1-dimethylethyl ester which was cyclized to give 2,3-dihydro-3-methyl-5-(trifluoromethoxy)-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9Reference of 505084-55-9).

2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9) 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. 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.Reference of 505084-55-9

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

Calcium carbide catalytically activated with tetra-n-butyl ammonium fluoride for Sonogashira cross coupling reactions was written by Hosseini, Abolfazl;Pilevar, Afsaneh;Hogan, Eimear;Mogwitz, Boris;Schulze, Anne S.;Schreiner, Peter R.. And the article was included in Organic & Biomolecular Chemistry in 2017.Recommanded Product: 5460-32-2 This article mentions the following:

A novel method for the direct synthesis of mono- RCCH (R = C₆H₅, 4-CH₃OC₆H₄, naphthalen-1-yl, etc.) and bis-arylated alkynes RCCR utilizing catalytically activated CaC₂ as the alkyne component has been described. This fluoride-activated cross coupling reaction provides advantages over existing methods regarding operational simplicity, use of readily available starting materials, and low cost. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Recommanded Product: 5460-32-2

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

Novel Copolymers of Styrene. 11. Some Ring-Substituted Methyl 2-Cyano-3-Phenyl-2-Propenoates was written by Kharas, Gregory B.;Chavez, Sonia E.;Luna, Alejandra N.;Lusk, Erin E.;Mendez, Daniel P.;O’Rourke, Daniel S.;Roat, Chad S.;Robinson, Sophia G.;Stamelos, George S.;Schoenburg, Joel D.;Vinanzaca, Daisy H.;Zermeno, Sergio J. R.;O’Mara, Myles P.. And the article was included in Journal of Macromolecular Science, Part A: Pure and Applied Chemistry in 2014.Quality Control of 3-Iodo-4-methoxybenzaldehyde This article mentions the following:

Electrophilic trisubstituted ethylenes, ring-substituted Me 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO₂CH₃ (where R is 2-CH₃CO, 3-CH₃CO, 2-CN, 4-N(CH₃)₂, 4-N(C₂H₃)₂, 2-I, 4-I, 3-I-4-OCH₃, 5-I-2-OCH₃, 2,5-Br₂, 3,5-Br₂) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and Me cyanoacetate, and characterized by CHN anal., IR, ¹H and ¹³C-NMR. All the ethylenes were copolymerized with styrene (M₁) in solution with radical initiation (ABCN) at 70鎺矯. The compositions of the copolymers were calculated from nitrogen anal. and the structures were analyzed by IR, ¹H and ¹³C-NMR. The order of relative reactivity (1/r₁) for the monomers is 4-I (10.6) > 2-I (6.8) > 2-CN (4.8) > 3-I-4-OCH₃ (2.5) > 3-CH₃CO (2.3) > 5-I-2-OCH₃ (1.5) > 2-CH₃CO (0.8) > 3,5-Br₂ (0.6) > 2,5-Br₂ (0.5) > 4-N(C₂H₃)₂ (0.4) > 4-N(CH₃)₂ (0.3). Relatively high T_g of the copolymers in comparison with that of polystyrene indicates decrease in chain mobility of the copolymer due to the high dipolar character of the trisubstituted ethylene monomer unit. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500鎺矯 range with residue (2-21% weight), which then decomposed in the 500-800鎺矯 range. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Quality Control of 3-Iodo-4-methoxybenzaldehyde).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Quality Control of 3-Iodo-4-methoxybenzaldehyde

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

Intramolecular Through-Space Charge Transfer Based TADF-Active Multifunctional Emitters for High Efficiency Solution-Processed OLED was written by Li, Bing;Yang, Zhan;Gong, Wenqi;Chen, Xinhui;Bruce, Duncan W.;Wang, Shengyue;Ma, Huili;Liu, Yu;Zhu, Weiguo;Chi, Zhenguo;Wang, Yafei. And the article was included in Advanced Optical Materials in 2021.COA of Formula: C6H3F2I This article mentions the following:

Thermally activated delayed fluorescence (TADF) has been explored actively in luminescent organic materials. Yet, realizing such TADF-active, multifunctional emitters with high emission efficiency still remains hugely challenging. In this context, a series of twist-conjugated organic mols. bearing diphenylsulfone and 9,9-dimethylacridine moieties are designed and prepared, and are found to show, in one mol., TADF, room-temperature phosphorescence, triboluminescence, and aggregation-induced emission enhancement. In addition, remarkably high photoluminescence quantum efficiency, up to 閳?00%, is achieved for these novel mols. Single-crystal anal. and theor. calculations reveal that the through-space charge transfer (TSCT) effect in these mols. is responsible for both the multifunctional emission and high emission efficiency. A maximum external quantum efficiency of 20.1% is achieved, which is among the highest recorded in a solution-processable device containing TSCT-based TADF materials. These results illustrate a new approach to achieving highly efficient TADF-active, multifunctional emitters. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3COA of Formula: C6H3F2I).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.COA of Formula: C6H3F2I

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

Nickel-catalyzed carbonylative domino cyclization of arylboronic acid pinacol esters with 2-alkynyl nitroarenes toward N-aroyl indoles was written by Yao, Lingyun;Wei, Ping;Ying, Jun;Wu, Xiao-Feng. And the article was included in Organic Chemistry Frontiers in 2022.HPLC of Formula: 160938-18-1 This article mentions the following:

A nickel-catalyzed carbonylative domino cyclization of arylboronic acid pinacol esters ArBpin (Ar = Ph, 1-naphthyl, thiophen-3-yl, benzodioxol-5-yl, etc.) with 2-alkynyl nitroarenes 5-R-4-R¹-2-CCR²C₆H₂NO₂ (R = H, Me, F; R¹ = H, Cl; R² = Bu, cyclopropyl, Ph, etc.) has been developed. This tandem reaction proceeded well to synthesize various N-aroyl indole derivatives I in moderate to high yields. Here, Co₂(CO)₈ has been used as the CO source and also as the co-catalyst for the cyclization step. Notably, besides acting as a reaction partner, 2-alkynyl nitroarenes may also serve as the oxidant to regenerate the active nickel catalyst. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1HPLC of Formula: 160938-18-1).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.HPLC of Formula: 160938-18-1

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

Alkenenitriles: Conjugate Additions of Alkyl Iodides with a Silica-Supported Zinc-Copper Matrix in Water was written by Fleming, Fraser F.;Gudipati, Subrahmanyam;Aitken, Jennifer A.. And the article was included in Journal of Organic Chemistry in 2007.Synthetic Route of C4H8ClI This article mentions the following:

A new silica-supported zinc-copper matrix reagent promotes the conjugate addition of alkyl iodides to cyclic and acyclic alkenenitriles in water. X-ray diffraction and electron microscopy techniques suggest that the active copper species generated from elemental zinc and copper(I) iodide is finely dispersed, zerovalent copper. Alkyl iodides react with the silica-supported reagent to generate putative radicaloid intermediates that efficiently add to alkenenitriles to provide 灏?substituted nitriles. Conjugate additions to acyclic and cyclic 5-7-membered alkenenitriles are most effective for primary alkyl iodides, although secondary and tertiary alkyl iodides are viable reaction partners. The strategy addresses the challenge of performing conjugate additions to disubstituted alkenenitriles and demonstrates the beneficial role of the silica-supported reagent. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Synthetic Route of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Synthetic Route of C4H8ClI

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