Month: October 2022

In 2022,Gholinejad, Mohammad; Esmailoghli, Hamid; Khosravi, Faezeh; Sansano, Jose M. published an article in Journal of Organometallic Chemistry. The title of the article was 《Ionic liquid modified carbon nanotube supported palladium nanoparticles for efficient Sonogashira-Hagihara reaction》.Quality Control of 4-Iodobenzaldehyde The author mentioned the following in the article:

A palladium supported onto an ionic liquid-modified carbon nanotube was prepared SEM, energy dispersive spectroscopy, thermogravimetric anal., transmission electron microscopy and XPS were used to complete its characterization. The application as catalyst in the copper-free Sonogashira-Hagihara coupling was also studied employing different substrates. This heterogeneous catalyst was successfully recycled for 5 consecutive identical reactions maintaining its efficiency. After this fifth catalytic run the catalyst was characterized again. In the experiment, the researchers used 4-Iodobenzaldehyde(cas: 15164-44-0Quality Control of 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Quality Control of 4-Iodobenzaldehyde

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

In 2022,Tarrio, Juan Jose; Rodriguez, Rafael; Fernandez, Berta; Quinoa, Emilio; Freire, Felix published an article in Angewandte Chemie, International Edition. The title of the article was 《Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence》.Synthetic Route of C7H5IO2 The author mentioned the following in the article:

The secondary structure of a dissym. and chiral poly(diphenylacetylene) (PDPA) is elucidated by combining the data from NMR experiments (regioregular head to tail structure), Raman and IR studies (E configuration of the polyene double bonds), and high-resolution AFM images (helical pitch, packing angle and orientation of the external helix). As a result, an E-transoidal polyene backbone describing 3 coaxial helixes is obtained. Theor. electronic CD (ECD) studies of the structure show a good correspondence between exptl. and theor. data and allow one to decipher that the first Cotton band is generated by the poly(diphenylacetylene) core and not only by the polyene backbone. The dynamic behavior of poly-(S)-2 is also demonstrated by a helix inversion effect produced by conformational changes at the pendant groups when annealed in solvents with different donor abilities. This phenomenon is accompanied by an inversion of the circular polarized luminescence of the PDPA (CPL switch). In the experimental materials used by the author, we found 4-Iodobenzoic acid(cas: 619-58-9Synthetic Route of C7H5IO2)

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. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.Synthetic Route of C7H5IO2Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Formula: C10H18INO2In 2019 ,《Catalyst Free Reductive Coupling of Aromatic and Aliphatic Nitro Compounds with Organohalides》 was published in Angewandte Chemie, International Edition. The article was written by Rauser, Marian; Eckert, Raphael; Gerbershagen, Max; Niggemann, Meike. The article contains the following contents:

A rare reductive coupling of nitro compounds with organohalides has been realized. The reaction is initiated by a partial reduction of the nitro group to a nitrenoid intermediate. Therefore, not only aromatic but also aliphatic nitro compounds are efficiently transformed into monoalkylated amines, with organohalides as the alkylating agent. Given the innate reactivity of the nitrenoid, a catalyst is not required, resulting in a high tolerance for aryl halide substituents in both starting materials. The experimental process involved the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Formula: C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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.Formula: C10H18INO2

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

Application of 619-58-9In 2021 ,《Merging Supramolecular and Covalent Helical Polymers: Four Helices Within a Single Scaffold》 was published in Journal of the American Chemical Society. The article was written by Fernandez, Zulema; Fernandez, Berta; Quinoa, Emilio; Freire, Felix. The article contains the following contents:

Supramol. and covalent polymers share multiple structural effects such as chiral amplification, helical inversion, Sergeants and Soldiers or Majority Rules, among others. These features are related to the axial helical structure found in both types of materials, which are responsible for their properties. Herein a novel material combining information and characteristics from both fields, supramol. -oligo(p-phenyleneethynylene) (OPE)- and covalent -poly(acetylene) (PA)- helical polymers, is presented. To achieve this goal, the poly(acetylene) must adopt a dihedral angle between conjugated double bonds (ω1) higher than 165°. In such cases, the tilting degree (Θ) between the OPE units used as pendant groups is close to 11°, like that observed in supramol. helical arrays of these mols. Polymerization of oligo[(p-phenyleneethynylene)n]phenylacetylene monomers (n= 1, 2) bearing (L)-decyl alaninate as pendant group yielded the desired scaffolds. These polymers adopt a stretched and almost planar polyene helix, where the OPE units are arranged describing a helical structure. As a result, a novel multihelix material was prepared, the ECD spectra of which is dominated by the OPE axial array.4-Iodobenzoic acid(cas: 619-58-9Application of 619-58-9) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides.Application of 619-58-9 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.

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

《Tryptanthrin derivatives as efficient singlet oxygen sensitizers》 was written by Pinheiro, Daniela; Pineiro, Marta; Seixas de Melo, J. Sergio. Quality Control of 1,2-DiiodoethaneThis research focused ontryptanthrin derivative singlet oxygen sensitizer; Fluorescence; Singlet oxygen sensitization; Tryptanthrin; Tryptanthrin derivatives. The article conveys some information:

Halogenated tryptanthrin and aminotryptanthrin were synthesized from indigo or isatin precursors. Dibromo- and tetrabromo-tryptanthrin were obtained from indigo dyes following green chem. procedures, through microwave-assisted synthesis in mild oxidation conditions. Spectral and photophys. properties of the compounds, including quant. determination of all the different deactivation pathways of S1 and T1, were obtained in different solvents and temperatures The triplet state (T1) has a dominant role on the photophys. properties of these compounds, which is further enhanced by the halogens at the fused-Ph rings. Substitution with an amino group, 2-aminotryptanthrin (TRYP-NH2), leads a dominance of the radiative decay channel. Moreover, with the sole exception of TRYP-NH2, S1 ∼ ∼ > T1 intersystem crossing constitutes the dominant route, with internal conversion playing a minor role in the deactivation of S1 in all the studied derivatives In agreement with tryptanthrin, emission of the triplet state of tryptanthrin derivatives (with exception of TRYP-NH2), was observed together with an enhancement of the singlet oxygen sensitization quantum yield: from 70% in tryptanthrin to 92% in the iodine derivative This strongly contrasts with indigo and its derivatives, where singlet oxygen sensitization is found inefficient. In the experimental materials used by the author, we found 1,2-Diiodoethane(cas: 624-73-7Quality Control of 1,2-Diiodoethane)

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.Quality Control of 1,2-Diiodoethane

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

Synthetic Route of C7H4FIO2On March 18, 2022, Lexa, Katrina W.; Belyk, Kevin M.; Henle, Jeremy; Xiang, Bangping; Sheridan, Robert P.; Denmark, Scott E.; Ruck, Rebecca T.; Sherer, Edward C. published an article in Organic Process Research & Development. The article was 《Application of machine learning and reaction optimization for the iterative improvement of enantioselectivity of cinchona-derived phase transfer catalysts》. The article mentions the following:

An investigation of several methods for modeling a catalyst system with a large training set was undertaken. The synthesis of drug letermovir involved a key conjugate addition that was promoted asym. by a cinchonidine-derived “”bis-quat”” phase transfer catalyst. An initial data set acquired from 177 catalysts was used to drive five addnl. rounds of optimization based on machine learning approaches. For this specific data set, random forest with 2D mol. descriptors outperformed all other 2D methods tested, alternative descriptor combinations and 3D based approaches. Improvement in model performance was observed over time, and a high throughput approach to synthesis of new catalysts was key to iterating through larger rounds of optimization. Optimizing reaction conditions for one of best catalysts identified during machine learning work led to improvement of enantioselectivity to 89%. In the experiment, the researchers used many compounds, for example, 5-Fluoro-3-iodobenzoic acid(cas: 723294-74-4Synthetic Route of C7H4FIO2)

5-Fluoro-3-iodobenzoic acid(cas: 723294-74-4) 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.Synthetic Route of C7H4FIO2Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Chen, Yan-Qiao; Wang, Zhen; Wu, Yongwei; Wisniewski, Steven R.; Qiao, Jennifer X.; Ewing, William R.; Eastgate, Martin D.; Yu, Jin-Quan published their research in Journal of the American Chemical Society on December 26 ,2018. The article was titled 《Overcoming the Limitations of γ- and δ-C-H Arylation of Amines through Ligand Development》.Recommanded Product: 887707-25-7 The article contains the following contents:

L,X-Type transient directing groups (TDGs) based on a reversible imine linkage have emerged as broadly useful tools for C-H activation of ketones and free amines. However, competitive binding interactions among multiple reaction components (TDG itself, substrate, and substrate-TDG adduct) with the palladium catalyst often lead to the formation of multiple unreactive complexes, rendering ligand development extremely challenging. Herein, we report the finding of versatile 2-pyridone ligands that addresses these problems and significantly improves the γ-methylene arylation of alkyl amines, extending the coupling partners to a wide range of medicinally important heteroaryl iodides and even previously unreactive heteroaryl bromides. The combination of an appropriate transient directing group and pyridone ligand has also enabled the δ-arylation of alkyl amines. Notably, our transient directing group design reveals the importance of matching the size of the Pd-chelation with different transient directing groups and the size of palladacycles generated from γ- and δ-C-H bonds: TDGs that coordinate with Pd(II) to form a six-membered chelate are selective toward γ-C-H bonds, whereas TDGs that coordinate with Pd(II) via a five-membered chelate tend to activate δ-C-H bonds. These findings provide an avenue for developing protecting group free and selective C-H functionalization using the transient directing group strategy. In the part of experimental materials, we found many familiar compounds, such as 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Recommanded Product: 887707-25-7)

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Recommanded Product: 887707-25-7

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

In 2016,Rapid Communications in Mass Spectrometry included an article by Lebedev, A. T.; Mazur, D. M.; Kudelin, A. I.; Fedotov, A. N.; Gloriozov, I. P.; Ustynyuk, Yu. A.; Artaev, V. B.. Electric Literature of C10H10INO. The article was titled 《Cyclization of N-arylcyclopropanecarboxamides into N-arylpyrrolidinones-2 under electron ionization and in the condensed phase》. The information in the text is summarized as follows:

Mass spectrometry is known as an excellent method to predict the behavior of organic compounds in solution The behavior of organic compounds in the gas-phase inside an ion source of a mass spectrometer allows their intrinsic properties to be defined, avoiding the influence of intermol. interactions, counter ions and solvent effects. Arylpyrrolidinones-2 were obtained by condensed phase synthesis from the corresponding N-arylcyclopropanecarboxamides. Electron ionization (EI) with accurate mass measurements by high-resolution time-of-flight mass-spectrometry and quantum chem. calculations were used to understand the behavior of the mol. radical cations of N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2 in the ion source of a mass spectrometer. The geometries of the mols., transition states, and intermediates were fully optimized using DFT-PBE calculations Fragmentation schemes, ion structures, and possible mechanisms of primary isomerization were proposed for isomeric N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2. Based on the fragmentation pattern of the N-arylcyclopropanecarboxamides, isomerization of the original M+· ions into the M+· ions of the N-arylpyrrolidinones-2 was shown to be only a minor process. On the contrary, this cyclization proceeds easily in the condensed phase in the presence of the Bronsted acids. Based on the exptl. data and quantum chem. calculations the principal mechanism of decomposition of the mol. ions of N-arylcyclopropanecarboxamides involves their direct fragmentation without any rearrangements. An alternative mechanism is responsible for the isomerization of a small portion of the higher energy mol. ions into the corresponding N-arylpyrrolidinones-2 ions. The experimental process involved the reaction of N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1Electric Literature of C10H10INO)

N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C10H10INO

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

Ivachtchenko, Alexandre; Golovina, Elena; Kadieva, Madina; Mitkin, Oleg; Tkachenko, Sergei; Okun, Ilya published their research in Bioorganic & Medicinal Chemistry on August 1 ,2013. The article was titled 《Synthesis of substituted diphenyl sulfones and their structure-activity relationship with the antagonism of 5-HT6 receptors》.Quality Control of 1-Chloro-4-iodo-2-nitrobenzene The article contains the following contents:

Substituted di-Ph sulfones were synthesized, and the structures were confirmed by NMR, LC-MS and X-ray crystallog. Their antagonistic activities towards 5-HT6 receptor were assessed in a cell-based functional assay. Di-Ph sulfone, in spite of being the smallest and simplest known sulfonyl-containing 5-HT6R antagonist, showed a strong potency (Ki = 1.6 μM). Its derivative with a methylamine substituent, [N-methyl-2-(phenylsulfonyl)aniline], was ∼66-times as active as di-Ph sulfone (Ki = 24.3 nM). Addition of a piperazinyl moiety in the para-position relative to the sulfonyl group in N-methyl-2-(phenylsulfonyl)-5-piperazin-1-ylaniline led to a further 150-fold increase in potency (Ki = 0.16 nM) to block the serotonin-induced response of HEK-293 cells that were stably transfected with the human recombinant 5-HT6 receptor. In the experimental materials used by the author, we found 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Quality Control of 1-Chloro-4-iodo-2-nitrobenzene)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) 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.Quality Control of 1-Chloro-4-iodo-2-nitrobenzene

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

Zhang, Fang-Lin; Hong, Kai; Li, Tuan-Jie; Park, Hojoon; Yu, Jin-Quan published an article on January 15 ,2016. The article was titled 《Functionalization of C(sp3)-H bonds using a transient directing group》, and you may find the article in Science (Washington, DC, United States).Recommanded Product: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine The information in the text is summarized as follows:

Proximity-driven metalation has been extensively exploited to achieve reactivity and selectivity in carbon-hydrogen (C-H) bond activation. Despite the substantial improvement in developing more efficient and practical directing groups, their stoichiometric installation and removal limit efficiency and, often, applicability as well. Here we report the development of an amino acid reagent that reversibly reacts with aldehydes and ketones in situ via imine formation to serve as a transient directing group for activation of inert C-H bonds. Arylation of a wide range of aldehydes and ketones at the β or γ positions proceeds in the presence of a palladium catalyst and a catalytic amount of amino acid. The feasibility of achieving enantioselective C-H activation reactions using a chiral amino acid as the transient directing group is also demonstrated.2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Recommanded Product: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine) was used in this study.

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Recommanded Product: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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