Tag: 200-300

Safety of 4-IodopyridineIn 2022 ,《Synthesis of Thioalkynes by Desilylative Sonogashira Cross-Coupling of Aryl Iodides and 1-Methylthio-2-(trimethylsilyl)ethyne》 was published in European Journal of Organic Chemistry. The article was written by Cao, Yang; Huang, Yang; Blakemore, Paul R.. The article contains the following contents:

1-Methylthio-2-arylethynes ArC≡CSMe [Ar = Ph, 1-naphthyl, 4-MeC6H4, etc.] were prepared in typically good to excellent yields from aryl iodides and 1-methylthio-2-(trimethylsilyl)ethyne by a desilylative Sonogashira process employing Pd(PPh3)2Cl2 (1 mol %), CuI (10 mol %) and K2CO3 (6 equiv) in MeOH-Et3N-THF (1:2:2) at rt for 16 h (16 examples, 31-96% yield). Thienyl and pyridyl iodides (all regioisomers) were similarly converted to 1-methylthio-2-heteroarylethynes ArC≡CSMe [Ar = 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-thienyl, 3-thienyl] (5 examples, 54-82% yield). The process was extended with similar results to comparable thioalkynes PhC≡CSR [R = n-Bu, cyclohexyl, 4-MeC6H4] substituted on sulfur. The experimental process involved the reaction of 4-Iodopyridine(cas: 15854-87-2Safety of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) is a halogenated heterocycle that is a building block for proteomics research. 4-Iodopyridine is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists.Safety of 4-Iodopyridine

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

Quality Control of Trimethylsulfoxonium iodideIn 2020 ,《Double-headed nucleotides as xeno nucleic acids: information storage and polymerase recognition》 was published in Organic & Biomolecular Chemistry. The article was written by Beck, Kasper M.; Krogh, Marie B.; Hornum, Mick; Ludford, Paul T.; Tor, Yitzhak; Nielsen, Poul. The article contains the following contents:

Xeno nucleic acids (XNAs) are artificial genetic systems based on sugar-modified nucleotides. Herein, we investigate double-headed nucleotides as a new XNA. A new monomer, AT, is presented, and together with previous double-headed nucleotide monomers, new nucleic acid motifs consisting of up to five consecutive A·T base pairs have been obtained. Sections composed entirely of double-headed nucleotides are well-tolerated within a DNA duplex and can condense the genetic information. For instance, a 13-mer duplex is condensed to an 11-mer modified duplex containing four double-headed nucleotides while simultaneously improving duplex thermal stability with +14.0°C. Also, the transfer of information from double-headed to natural nucleotides by DNA polymerases has been examined The first double-headed nucleoside triphosphate was prepared but could not be recognized and incorporated by the tested DNA polymerases. On the other hand, it proved possible for Therminator DNA polymerase to transfer the information of a double-headed nucleotide in a template sequence to natural DNA under controlled conditions. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Quality Control of Trimethylsulfoxonium iodide)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Quality Control of Trimethylsulfoxonium iodide

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

Recommanded Product: 4-Iodobenzoic acidIn 2019 ,《Sensing Temperature in Vitro and in Cells Using a BODIPY Molecular Probe》 was published in Journal of Physical Chemistry B. The article was written by Ogle, Meredith M.; Smith McWilliams, Ashleigh D.; Ware, Matthew J.; Curley, Steven A.; Corr, Stuart J.; Marti, Angel A.. The article contains the following contents:

Boron dipyrromethene (BODIPY) mol. rotors have shown sensitivity toward viscosity, polarity, and temperature Here, we report a 1,3,5,7-tetramethyl-8-phenyl-BODIPY modified with a polyethylene glycol (PEG) chain, for temperature sensing and live cell imaging. This new PEG-BODIPY dye presents an increase in nonradiative decay as temperature increases, which directly influences its lifetime. This change in lifetime is dependent on changes in both temperature and viscosity at low viscosity values, but is only dependent on temperature at high viscosity values. The dependence of fluorescence lifetime with temperature allows for temperature monitoring in vitro and in cells, with sub degree resolution When in contact with cells, the PEG-BODIPY spontaneously penetrates and stains the cell but not the nucleus. Furthermore, no significant cell toxicity was found even at 100 μM concentration Using fluorescence lifetime imaging microscopy (FLIM), we were able to observe the changes in the lifetime of PEG-BODIPY within the cell at different temperatures The use of FLIM and mol. probes such as PEG-BODIPY can provide important information about cellular temperature and heat dissipation upon medically relevant stimuli, such as radiofrequency ablation and photodynamic therapy. The results came from multiple reactions, including the reaction of 4-Iodobenzoic acid(cas: 619-58-9Recommanded Product: 4-Iodobenzoic acid)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 4-Iodobenzoic acid

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

Product Details of 624-73-7In 2019 ,《Reactions of Lithium Acylates α-Carbanions with 1,2-Diiodoethane》 was published in Russian Journal of General Chemistry. The article was written by Zorin, A. V.; Chanysheva, A. R.; Lenkova, A. O.; Zorin, V. V.. The article contains the following contents:

The interaction of lithium acylates α-carbanions (obtained via metalation of acetic, butyric, and isobutyric acids with lithium diisopropylamide) with 1,2-diiodoethane under argon in THF at 20-25°C has proceeded as oxidative cross-coupling of enolate anions to form succinic, 2,3-diethylsuccinic, and 2,2,3,3-tetramethylsuccinic acids with yields 50, 53, and 16%, resp. The products of sequential nucleophilic substitution of iodine atoms with alkyloxycarbonyl species have not been detected. In the experiment, the researchers used many compounds, for example, 1,2-Diiodoethane(cas: 624-73-7Product Details of 624-73-7)

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.Product Details of 624-73-7

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

In 2022,Dethe, Dattatraya H.; Beeralingappa, Nagabhushana C.; Siddiqui, Salman A.; Chavan, Prakash N. published an article in Journal of Organic Chemistry. The title of the article was 《Asymmetric Ru/Cinchonine Dual Catalysis for the One-Pot Synthesis of Optically Active Phthalides from Benzoic Acids and Acrylates》.SDS of cas: 619-58-9 The author mentioned the following in the article:

Herein, asym. Ru/cinchonine dual catalysis that provided straightforward access to enantioselective synthesis of C-3 substituted phthalides, e.g., I via tandem C-H activation/Michael addition was reported. The use of readily accessible and less expensive [RuCl2 (p-cym)]2 and cinchonine catalyst for the one-pot assembly of chiral phthalides greatly overcame the present trend of using highly sophisticated catalysts. The developed method provided access to both enantiomers of a product using pseudo enantiomeric cinchona alkaloids as catalysts streamlining the synthesis of phthalide in both the optically active forms. After reading the article, we found that the author used 4-Iodobenzoic acid(cas: 619-58-9SDS of cas: 619-58-9)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. SDS of cas: 619-58-9 Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

In 2022,Fadeev, Alexander A.; Makarov, Anton S.; Ivanova, Olga A.; Uchuskin, Maxim G.; Trushkov, Igor V. published an article in Organic Chemistry Frontiers. The title of the article was 《Extended Corey-Chaykovsky reactions: transformation of 2-hydroxychalcones to benzannulated 2,8-dioxabicyclo[3.2.1]octanes and 2,3-dihydrobenzofurans》.Product Details of 1774-47-6 The author mentioned the following in the article:

The divergent synthesis of benzannulated 2,8-dioxabicyclo[3.2.1]octanes I [R1 = H, 4-NO2, 4-Cl, etc.; R2 = Ph, 4-MeC6H4, 4-FC6H4, etc.] and 2,3-dihydrobenzofurans II [X= H, 4-NO2, 4-Cl, etc.; R1 = Ph, 4-MeC6H4, 4-FC6H4, etc.] using the concept of extended Corey-Chaykovsky reactions was reported. With this concept, 2-hydroxychalcones were treated with the Corey ylide providing highly reactive donor-acceptor cyclopropanes that were introduced in a one pot manner for further transformations. We demonstrated that the nucleophilic three-membered ring opening followed by cyclization under mild reaction conditions afforded the 2,8-dioxabicyclo[3.2.1]octane scaffold. On the other hand, heating the intermediates with a strong Bronsted acid furnished 2-phenacyl-2,3-dihydrobenzofurans. These transformations, resulting in products with crucially different heterocyclic skeletons from the same starting compounds, demonstrate the enormous potential of the extended Corey-Chaykovsky reaction.Trimethylsulfoxonium iodide(cas: 1774-47-6Product Details of 1774-47-6) was used in this study.

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.Product Details of 1774-47-6

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

In 2022,Uppalabat, Thikhamporn; Tapdara, Anyawan; Khaikate, Onnicha; Worakul, Thanapat; Surawatanawong, Panida; Leowanawat, Pawaret; Soorukram, Darunee; Reutrakul, Vichai; Meesin, Jatuporn; Kuhakarn, Chutima published an article in New Journal of Chemistry. The title of the article was 《Synthesis of indolo- and benzothieno[3,2-c]quinolines via POCl3 mediated tandem cyclization of o-alkynylisocyanobenzenes derived from o-alkynyl-N-phenylformamides》.Name: 4-Chloro-2-iodoaniline The author mentioned the following in the article:

A synthesis of indolo[3,2-c]quinolines and benzothieno[3,2-c]quinolines has been developed employing o-alkynyl-N-phenylformamide derivatives as the substrates. The reaction proceeded via a tandem process involving POCl3-assisted intramol. cyclization of the firstly formed o-alkynylisocyanobenzenes, leading to the desired products in moderate to high yields. Furthermore, the reaction is efficient on a gram-scale and the products were structurally modified by amination, Suzuki-Miyaura reaction and Heck cross-coupling. Photophys. properties of several selected indolo[3,2-c]quinolines were studied by UV-Visible and fluorescence spectroscopy and rationalized using time-dependent DFT calculations The experimental process involved the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7Name: 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Name: 4-Chloro-2-iodoaniline

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

Chen, Yi; Chang, Kai-Hsin; Meng, Fan-Yi; Tseng, Sheng-Ming; Chou, Pi-Tai published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Broadening the Horizon of the Bell-Evans-Polanyi Principle towards Optically Triggered Structure Planarization》.Quality Control of 1-Bromo-4-iodobenzene The article contains the following contents:

Finding a relationship between kinetics and thermodn. may be difficult. However, semi-empirical rules exist to compensate for this shortcoming, among which the Bell-Evans-Polanyi (B-E-P) principle is an example for reactions involving bond breakage and reformation. We expand the B-E-P principle to a new territory by probing photoinduced structure planarization (PISP) of a series of dibenz[b,f]azepine derivatives incorporating bent-to-planar and rotation motion. The latter involves twisting of the partial double bond character, thereby inducing a barrier that is substituent dependent at the para N-Ph position. The transition-state structure and frequency data satisfy and broaden the B-E-P principle to PISP reactions without bond rearrangement. Together with dual emissions during PISP, this makes possible harnessing of the kinetics/thermodn. relationship and hence ratiometric luminescence properties for excited-state structural transformations. In addition to this study using 1-Bromo-4-iodobenzene, there are many other studies that have used 1-Bromo-4-iodobenzene(cas: 589-87-7Quality Control of 1-Bromo-4-iodobenzene) was used in this study.

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,dibromostyrenesQuality Control of 1-Bromo-4-iodobenzene

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

Application of 516-12-1In 2020 ,《Synthesis of β-Glucosides with 3-O-Picoloyl-Protected Glycosyl Donors in the Presence of Excess Triflic Acid: A Mechanistic Study》 was published in Chemistry – A European Journal. The article was written by Mannino, Michael P.; Demchenko, Alexei V.. The article contains the following contents:

Our previous study showed that picoloylated donors are capable of providing excellent facial stereoselectivity through the H-bond-mediated aglycon delivery (HAD) pathway. Presented herein is a detailed mechanistic study of stereoselective glycosylation with 3-O-picoloylated glucosyl donors. While reactions of glycosyl donors equipped with the 3-O-benzoyl group are typically non-stereoselective because these reactions proceed via the oxacarbenium intermediate, 3-O-picoloylated donors are capable of providing enhanced, but somewhat relaxed, β-stereoselectivity by the HAD pathway. In an attempt to refine this reaction, we noticed that glycosylations are highly β-stereoselective in the presence of NIS and stoichiometric TfOH. The HAD pathway is highly unlikely because the picoloyl nitrogen is protonated under these reaction conditions. The protonation and glycosylation were studied by low-temperature NMR, and the intermediacy of the glycosyl triflate has been observed This article is dedicated to broadening the scope of this reaction in application to a variety of substrates and targets. After reading the article, we found that the author used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Application of 516-12-1)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Application of 516-12-1

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

Application In Synthesis of 1-IodonaphthaleneIn 2019 ,《Nickel Catalyzed Intermolecular Carbonyl Addition of Aryl Halide》 was published in European Journal of Organic Chemistry. The article was written by Ishida, Seima; Suzuki, Hiroyuki; Uchida, Seiichiro; Yamaguchi, Eiji; Itoh, Akichika. The article contains the following contents:

In this study, we develop a nickel-catalyzed carbonyl arylation reaction employing aldehydes with aryl and allyl halides. Various aryl, α,β-unsaturated aldehyde and aliphatic aldehydes can be converted into their corresponding secondary alcs. in moderate-to-high yields. In addition, we extended this approach to develop an asym. reductive coupling reaction that combines nickel salts with chiral bisoxazoline ligands to give secondary alcs. with moderate enantioselectivity. In the experimental materials used by the author, we found 1-Iodonaphthalene(cas: 90-14-2Application In Synthesis of 1-Iodonaphthalene)

1-Iodonaphthalene(cas: 90-14-2) 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.Application In Synthesis of 1-Iodonaphthalene

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