Month: October 2022

《Nucleophilic aromatic substitution for benzene derivatives: substituent rate factors from quantum chemical computations》 was written by Pankratov, Alexei N.. Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene And the article was included in Afinidad on April 30 ,2001. The article conveys some information:

The anionic localization energies (Λ-) for the reaction of 1-chloro-2-nitro-4-substituted benzenes with the methoxide anion have been computed by the PM3 method. Substituent rate factors correlate linearly with the Λ- values. In the experiment, the researchers used 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzene)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application In Synthesis of 1-Chloro-4-iodo-2-nitrobenzeneIodo 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.

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

Application of 189518-78-3On May 20, 2021 ,《Synthesis of Tetracyclic Indolines through Palladium-Catalyzed Asymmetric Dearomative reaction of Aryl Iodides》 appeared in ChemistrySelect. The author of the article were Li, Yuanfeng; Yue-Su, M. Sc.; Zhang, Hong-Yu; Zhang, Yuecheng; Dong-Han, M. Sc.; Han, Ya-Ping; Zhao, Jiquan; Liang, Yong-Min. The article conveys some information:

A palladium-catalyzed asym. intramol. Heck reaction of aryl iodides with alkynyl carboxylic acids has been developed, delivering various indoline frameworks in moderate to excellent yields (up to 95%) with excellent enantioselectivities (up to 96% ee) and diastereoselectivities (>20 : 1) using BINOL-based phosphoramidite as chiral ligand. This cascade annulation protocol, which tolerates a broad variety of functional groups and is conducted under an argon atm., provides efficient and atom-economical access to structurally diverse 2,3-disubstituted indolines bearing vicinal tertiary and quaternary stereocenters. Addnl., the synthetic products could be converted to useful unique indoline derivatives without loss of enantiomeric excess. After reading the article, we found that the author used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Application of 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. 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.Application of 189518-78-3

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

In 2020,Liquid Crystals included an article by Cigl, Martin; Jurok, Radek; Hampl, Frantisek; Svoboda, Jiri; Podoliak, Natalia; Novotna, Vladimira. COA of Formula: C8H6ClIO2. The article was titled 《Lateral substituted phenyl biphenylcarboxylates – non-chiral analogues of ferroelectric liquid crystals》. The information in the text is summarized as follows:

In this study mesomorphic properties of non-chiral liquid crystalline mols. and study the effect of lateral halogen (fluoro, chloro) substitution in the mol. core and the length of terminal chains was reported. This study prepared nine homolog series with the mol. core substituted at different positions with respect to the ester linkage group. Addnl., this study modified the length of both terminal alkyl chains (hexyl, octyl, decyl and dodecyl) sym. for both terminal chains. The effects of the lateral substitution and the chain length were analyzed with respect of the possibility to reduce the transition temperatures and tune the properties of presented liquid crystalline mols. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-chloro-4-iodobenzoate(cas: 874569-39-8COA of Formula: C8H6ClIO2)

Methyl 3-chloro-4-iodobenzoate(cas: 874569-39-8) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.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.COA of Formula: C8H6ClIO2

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

The author of 《(R)-3,3′-Bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate》 were Hu, Wenhao; Zhou, Jing; Xu, Xinfang; Liu, Weijun; Gong, Liuzhu. And the article was published in Organic Syntheses in 2011. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

Enantiomerically pure (R)-3,3′-bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate (I) is prepared in four steps from (R)-(+)-2,2′-bis(methoxymethoxy)-1,1′-binaphthyl (II). Thus, regioselective ortho-iodination of II with I2 and BuLi in THF gives 40% of the corresponding diiodo compound, which then undergoes Suzuki coupling with 9-phenanthreneboronic acid in 91% yield. Next, the OMOM ethers are cleaved with HCl to give 99% of the corresponding diol, followed by treatment with POCl3 to give 91% I. The preparative information is followed by a short review of the use of I and related enantiomerically pure binaphthalene hydrogen phosphates as chiral Bronsted acids for multicomponent reactions. In addition to this study using (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene, there are many other studies that have used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. 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.Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

In 2015,Vitaku, Edon; Njardarson, Jon T. published 《Formation of fused aromatic architectures via an oxidative dearomatization-radical cyclization rearomatization approach》.Tetrahedron Letters published the findings.Recommanded Product: 624-73-7 The information in the text is summarized as follows:

A new mild C-C bond forming cyclization approach of catechol derivatives is reported. This approach relies on an initial dearomatization step using lead(IV) acetate followed by a carefully controlled radical cyclization step, which under the reaction conditions also facilitates rearomatization. Triethylborane is key to the success of this reaction as it enables the reaction to proceed at low temperatures and is also believed to aid rearomatization. The amount and ratio of triethylborane and reducing agent (tributyltinhydride) that is employed as well as the concentration the reaction is run at are all essential to the success of this new approach.1,2-Diiodoethane(cas: 624-73-7Recommanded Product: 624-73-7) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 624-73-7

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

In 2017,Ikai, Tomoyuki; Suzuki, Daisuke; Shinohara, Ken-ichi; Maeda, Katsuhiro; Kanoh, Shigeyoshi published 《A cellulose-based chiral fluorescent sensor for aromatic nitro compounds with central, axial and planar chirality》.Polymer Chemistry published the findings.Category: iodides-buliding-blocks The information in the text is summarized as follows:

Chiral sensing using fluorescent responses as output signals is an attractive technique for enantiodifferentiation in terms of its rapidity, high sensitivity, simplicity and high-throughput ability. However, because the reported sensors can only be applied to a limited type of chiral mol. (mainly compounds with a chiral center), it is still a great challenge to develop a powerful fluorescent sensor applicable to various types of chirality. Herein, we synthesized a novel chiral fluorescent sensor (Ce-3) containing a benzo[1,2-b:4,5-b]dithiophene-based π-conjugated group as a fluorescent signaling unit through a two-step polymer reaction, including carbamoylation and cross-coupling reactions, using microcrystalline cellulose as a starting material. The enantioselective fluorescence response of this modified cellulose to aromatic nitro compounds was investigated in solution and in the solid state. Ce-3 exhibited enantioselective fluorescence quenching for a wide range of aromatic nitro compounds with central, axial and planar chirality. Visual chiral detection based on a change of the visible emission color was also achieved with Ce-3 in conjunction with anthracene as an achiral fluorescent dye. A corresponding model mol. did not show any marked sensing ability, suggesting that the regular higher-order structure of Ce-3 plays a key role in this efficient chiral sensing. The results came from multiple reactions, including the reaction of 1,2-Diiodoethane(cas: 624-73-7Category: iodides-buliding-blocks)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source 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. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Category: iodides-buliding-blocks

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

In 2019,Chemical Science included an article by Caramenti, Paola; Declas, Nina; Tessier, Romain; Wodrich, Matthew D.; Waser, Jerome. Recommanded Product: 2-Iodobenzoic acid. The article was titled 《Stereoselective synthesis of alkyl-, aryl-, vinyl- and alkynyl-substituted Z-enamides and enol ethers》. The information in the text is summarized as follows:

Enamides and enol ethers are valuable building blocks in synthetic chem., yet their stereoselective synthesis can be challenging. Herein, authors report a new stereoselective synthesis of vinyl, aryl, alkynyl, alkyl and thio-substituted Z-enamides and enol ethers based on the use of vinylbenziodoxolone (VBX) reagents. The stable VBX reagents were synthesized by stereoselective addition of N- or O-nucleophiles on the corresponding alkynyl reagents in the presence of a catalytic amount of cesium carbonate. The VBX reagents were used in palladium-catalyzed cross-couplings at room temperature to access Z-enamides and enol ethers. After reading the article, we found that the author used 2-Iodobenzoic acid(cas: 88-67-5Recommanded Product: 2-Iodobenzoic acid)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.Recommanded Product: 2-Iodobenzoic acid 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.

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

In 2019,Organic Letters included an article by Jiang, Huanfeng; Zhang, Hao; Xiong, Wenfang; Qi, Chaorong; Wu, Wanqing; Wang, Lu; Cheng, Ruixiang. Application In Synthesis of Trimethylsulfoxonium iodide. The article was titled 《Iridium-Catalyzed Three-component Coupling Reaction of Carbon Dioxide, Amines, and Sulfoxonium Ylides》. The information in the text is summarized as follows:

The first iridium-catalyzed three-component coupling reaction of carbon dioxide, amines, and sulfoxonium ylides has been developed, providing an efficient and straightforward method for the construction of a range of structurally diverse O-β-oxoalkyl carbamates, e.g., I (X-rays single crystal structure shown), in moderate to excellent yields. This novel protocol features the use of readily available substrates, wide substrate scope, and good functional group tolerance. Moreover, the phosgene-free strategy was successfully applied to the synthesis of a potential antitumor agent via a a three-step procedure starting from a steroid carboxylic acid. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Application In Synthesis of Trimethylsulfoxonium iodide)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Application In Synthesis of Trimethylsulfoxonium iodide

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

The author of 《Diethynyldiazafluoren-9-ylidene as a π Cross-Conjugated Platform for Redox Active Transition Metal Fragments》 were Nauroozi, Djawed; Bruhn, Clemens; Faust, Ruediger. And the article was published in Organometallics in 2019. Recommanded Product: 1-Bromo-4-iodobenzene The author mentioned the following in the article:

Synthetic routes were developed to attach three redox-active metal fragments to cross-conjugated 3-methylidenepentadiyne covalently expanded by diazafluorenylidene: The two alkyne termini of this new ligand were end-capped via a phenylene spacer with ethynyl ferrocene, and a [Ru(bpy)2]2+ fragment was coordinated in the diimine binding site. The photophys. and electrochem. properties of both the diferrocenyl-terminated ligand and its corresponding Ru-complex were investigated by UV-vis absorption spectroscopy and cyclic voltammetry. The absorption data reveal significant interactions of the metal centers with the cross-conjugated ligand system. In the electrochem. experiments the ferrocenyl and the ruthenium centers could be addressed individually as they are separated by almost 1 V. While the presence of the Ru-fragment manifests itself in the reduction potential of the diazafluorenylidene-ligand, communication between the ferrocenyl end-caps on one hand and between the ferrocenes and the Ru-fragment on the other appears to be reduced through the freely rotating phenylene spacers. The results came from multiple reactions, including the reaction of 1-Bromo-4-iodobenzene(cas: 589-87-7Recommanded Product: 1-Bromo-4-iodobenzene)

1-Bromo-4-iodobenzene(cas: 589-87-7) has been employed as reagent for in situ desilylation and coupling of silylated alkynes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids), as substrate in copper-free Sonogashira coupling in aqueous acetone in synthesis of β,β,dibromostyrenesRecommanded Product: 1-Bromo-4-iodobenzene

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

The author of 《A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A》 were Beck, Jordan C.; Lacker, Caitlin R.; Chapman, Lauren M.; Reisman, Sarah E.. And the article was published in Chemical Science in 2019. Application of 624-31-7 The author mentioned the following in the article:

A modular synthesis of enantioenriched polyfunctionalized cyclobutanes I [Ar = 4-MeC6H4, 3-F3CC6H4, 2-fluoro-3-pyridyl, etc.] was developed via Pd-catalyzed C-H arylation of 8-aminoquinolinamide with aryl iodides. The C-H arylation products I were derivatized through subsequent decarboxylative coupling processes. This synthetic strategy enabled a 9-step enantioselective total synthesis of the antiproliferative meroterpenoid (+)-rumphellaone A.1-Iodo-4-methylbenzene(cas: 624-31-7Application of 624-31-7) was used in this study.

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Application of 624-31-7

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