Month: February 2023

Mild and Copper-Free Stereoselective Cyanation of gem-Difluoroalkenes by Using Benzyl Nitrile as a Cyanating Reagent was written by Zhang, Juan;Xu, Chengyuan;Wu, Wei;Cao, Song. And the article was included in Chemistry – A European Journal in 2016.Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

A novel copper-free highly stereoselective cyanation of gem-difluoroalkenes by using benzyl nitrile as a cyanating reagent with the assistance of tBuOLi under air atm. at room temperature was developed. A variety of versatile fluorinated alkenyl nitriles I (Ar = 4-CH₃OC₆H₄, 4-(CH₃)₂NC₆H₄, 4-CH₃C₆H₄, 3-ClC₆H₄, etc.) were obtained. The proposed mechanism involved the C-H bond oxidation, C-CN bond cleavage, and then nucleophilic vinylic substitution (SNV). In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene).

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. 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-Iodo-1,2-dimethoxybenzene

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

The First Modular Route to Core-Chiral Bispidine Ligands and Their Application in Enantioselective Copper(II)-Catalyzed Henry Reactions was written by Scharnagel, Dagmar;Mueller, Andreas;Prause, Felix;Eck, Martin;Goller, Jessica;Milius, Wolfgang;Breuning, Matthias. And the article was included in Chemistry – A European Journal in 2015.Category: iodides-buliding-blocks This article mentions the following:

The first modular and flexible synthesis of core-chiral bispidines e.g. I was achieved by using an “inside-out” strategy. The key intermediate, a NBoc-activated bispidine lactam, was constructed in enantiomerically pure form from a chirally modified -amino acid and 2-(acetoxymethyl)acrylonitrile in just five steps and good 48 % yield. A simple addition-reduction protocol permitted a highly endo-selective introduction of substituents and, thus, a fast and variable access to 2-endo-substituted and 2-endo,N-fused bi- and tricyclic bispidines. The new diamines were evaluated as the chiral ligands in asym. Henry reactions. Excellent enantioselectivities of up to 99 % ee and good diastereomeric ratios of up to 86:14 were reached with a copper(II) complex modified by a 2-endo,N-(3,3-dimethylpyrrolidine)-annelated bispidine. Its performance is superior to that of the well-known bispidines (-)-sparteine and the (+)-sparteine surrogate. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Category: iodides-buliding-blocks).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Category: iodides-buliding-blocks

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

Regioselective formation of imidazol-2-yllithium, imidazol-4-yllithium, and imidazol-5-yllithium species was written by Groziak, Michael P.;Wei, Lulin. And the article was included in Journal of Organic Chemistry in 1991.Synthetic Route of C3H2I2N2 This article mentions the following:

Representative imidazol-2-yllithium, imidazol-4-yllithium, and imidazol-5-yllithium species have been prepared via halogen-metal exchange, and the propensity of the latter two to undergo isomerization and quench by electrophilic reagents has been studied. The C2-substituted imidazol-5-yllithium species (I) is generated within 10 min at -78° from 1-[(benzyloxy)methyl]-4,5-diiodoimidazole and affords the C5-formyl product II upon reaction with DMF, but gives the isomeric C2-formyl product III if allowed to equilibrate to the imidazol-2-yllithium species IV for an addnl. 35 min at -78° before quench. The less reactive electrophile di-Et carbonate is unable to trap I and instead reacts with IV to afford tris[1-[(benzyloxy)methyl]-4-iodo-2-imidazolyl]carbinol. In contrast, 1-[(benzyloxy)methyl]-4-iodoimidazole-5-carboxaldehyde ethylene acetal metalates to give the C2-unsubstituted imidazol-4-yllithium species, which undergoes a very rapid conversion to its imidazol-2-yllithium isomer, even at -100°, giving the 2,5-dicarboxaldehyde-5-ethylene acetal or the 2-deuterio 5-carboxaldehyde ethylene acetal V upon quench with DMF or D₂O, resp. Thus, in the presence of C2 unsubstitution , C5 functionalization could be accomplished when the electrophile was sufficiently reactive, while C4 functionalization could not. Short- and long-range ¹H-¹³C heteronuclear (Hetcor) 2D NMR spectroscopic analyses were instrumental in the structural assignments of key compounds In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Synthetic Route of C3H2I2N2).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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. 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.Synthetic Route of C3H2I2N2

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

Lewis Acid Catalyzed Tandem Polycyclization of Internal Alkynols and Vinyl Azides was written by Siyang, Hai Xiao;Ji, Xiao Yue;Wu, Xu Rui;Wu, Xin Yan;Liu, Pei Nian. And the article was included in Organic Letters in 2015.Related Products of 877264-43-2 This article mentions the following:

A novel Lewis acid catalyzed tandem cyclization reaction of internal alkynols and vinyl azides has been achieved to afford a series of products containing a pyran-based indeno[1,2-c]isochromene scaffold e. g., I, in moderate to high yields. This tandem polycyclization protocol provides a straightforward entry to construct the complex polycyclic skeleton through cycloisomerization, formal [4 + 2] cycloaddition, and an elimination process. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Related Products of 877264-43-2).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) 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 877264-43-2

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

Quantitative estimation of steric effects. III. Substituent constants and steric contributions to chemical shifts of methyl group protons in ring iodinated methylbenzenes was written by Lindberg, James G.;Leong, Ambrose. And the article was included in Journal of Magnetic Resonance (1969-1992) in 1975.Related Products of 3268-21-1 This article mentions the following:

PMR spectra were systematically analyzed for 27 methylbenzenes and corresponding ring iodinated derivatives based on toluene, o-, m-, and p-xylenes, mesitylene, durene, pentamethylbenzene, and hexamethylbenzene. Typical changes in the chemical shift of methyl group protons attributable to the presence of ortho, meta, and para iodine atoms and methyl groups were calculated. Unusually large low field shifts occurred in sterically crowded molecules. In ring periodinated compounds, PMR signals of methyl group protons occurred at lower fields up to 0.94 ppm relative to a predicted position, one of the largest steric shifts yet reported. A table is presented summarizing the generally useful substituent constant data obtained from examination of 59 methylbenzenes and ring halogenated derivatives In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Related Products of 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. 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.Related Products of 3268-21-1

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

A practical and scalable system for heteroaryl amino acid synthesis was written by Aycock, R. A.;Vogt, D. B.;Jui, N. T.. And the article was included in Chemical Science in 2017.Product Details of 153034-88-9 This article mentions the following:

A robust system for the preparation of β-heteroaryl α-amino acid derivatives has been developed using photoredox catalysis. This system operates via regiospecific activation of halogenated pyridines (or other heterocycles) and conjugate addition to dehydroalanine derivatives to deliver a wide range of unnatural amino acids. This process was conducted with good efficiency on large scale, the application of these conditions to amino ketone synthesis is shown, and a simple protocol is given for the preparation of enantioenriched amino acid synthesis, from a number of radical precursors. In the experiment, the researchers used many compounds, for example, 2-Chloro-4-iodo-3-methylpyridine (cas: 153034-88-9Product Details of 153034-88-9).

2-Chloro-4-iodo-3-methylpyridine (cas: 153034-88-9) 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. 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.Product Details of 153034-88-9

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

Enhancing charge mobilities in selectively fluorinated oligophenyl organic semiconductors: a design approach based on experimental and computational perspectives was written by Maiti, Buddhadev;Wang, Kunlun;Bhandari, Srijana;Bunge, Scott D.;Twieg, Robert J.;Dunietz, Barry D.. And the article was included in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2019.Recommanded Product: 64248-57-3 This article mentions the following:

Fluorination can be used to tune optoelectronic properties at the mol. level. A series of oligophenyls with various difluorinations of the Ph rings has been synthesized, crystalized, structurally resolved and computationally analyzed for charge mobility. We find that difluorination of the Ph rings at para positions leads to oligophenyls that are stacked in sym. overlap with significantly enhanced hole mobility as well as the highest electron mobility of the mols. considered. Other difluorinations lead to relatively shifted mol. units in the π-stacked crystal and therefore to lower mobilities. The selectively fluorinated oligophenyls were synthesized using the Suzuki-Miyaura cross coupling reaction. The structures of the products were characterized by X-ray diffraction (XRD), ¹H, ¹³C, ¹⁹F NMR spectroscopy and gas chromatog. (GC)/mass spectroscopy (MS) measurements. Computational anal. of the materials based on state-of-the-art tools are used to predict their charge transport properties in the crystal phase. In short, we establish a mol. design approach based on fluorination of oligophenyls to achieve enhanced hole mobilities and relatively high electron mobilities. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Recommanded Product: 64248-57-3).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) 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. 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.Recommanded Product: 64248-57-3

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

Butenolide Synthesis from Functionalized Cyclopropenones was written by Nguyen, Sean S.;Ferreira, Andrew J.;Long, Zane G.;Heiss, Tyler K.;Dorn, Robert S.;Row, R. David;Prescher, Jennifer A.. And the article was included in Organic Letters in 2019.Product Details of 77350-52-8 This article mentions the following:

A general method to synthesize substituted butenolides I (R¹ = Me, C₆H₅, 2-thiophenyl, etc.; R²,R³ = H,Me) from hydroxymethylcyclopropenones is reported. Functionalized cyclopropenones undergo ring-opening reactions with catalytic amounts of phosphine, forming reactive ketene ylides. These intermediates can be trapped by pendant hydroxy groups to afford target butenolide scaffolds. The reaction proceeds efficiently in diverse solvents and with low catalyst loadings. Importantly, the cyclization is tolerant of a broad range of functional groups, yielding a variety of α- and γ-substituted butenolides. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Product Details of 77350-52-8).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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–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.Product Details of 77350-52-8

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

Microwave-Assisted Nickel-Catalyzed Synthesis of Benzimidazoles: Ammonia as a Cheap and Nontoxic Nitrogen Source was written by Ke, Fang;Zhang, Peng;Xu, Yiwen;Lin, Xiaoyan;Lin, Jin;Lin, Chen;Xu, Jianhua. And the article was included in Synlett in 2018.Product Details of 220185-63-7 This article mentions the following:

An efficient and convenient Ni-catalyzed C-N bond formation for the synthesis of various benzimidazoles from various 2-haloanilines, aldehydes and ammonia in a concise manner was reported. This protocol used a com. available, nonhazardous, clean ammonia as a reaction partner instead of other nitrogen sources. Benzimidazoles, as the sole products, were obtained in high to excellent yields (up to 95%). In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7Product Details of 220185-63-7).

4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Product Details of 220185-63-7

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

Molecular Engineering of Mechanochromic Materials by Programmed C-H Arylation: Making a Counterpoint in the Chromism Trend was written by Wu, Jie;Cheng, Yangyang;Lan, Jingbo;Wu, Di;Qian, Shengyou;Yan, Lipeng;He, Zhen;Li, Xiaoyu;Wang, Kai;Zou, Bo;You, Jingsong. And the article was included in Journal of the American Chemical Society in 2016.Safety of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

The development of facile methods for screening organic functional mols. through C-H bond activation is a revolutionary trend in materials research. The prediction of mechanochromism as well as mechanochromic trends of luminogens is an appealing yet challenging puzzle. Here, we present a strategy for the design of mechanochromic luminogens based on the dipole moment of donor-acceptor mols. For this purpose, a highly efficient route to 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidines (2,7-diaryl-TAPs) has been established through programmed C-H arylation, which unlocks a great opportunity to rapidly assemble a library of fluorophores for the discovery of mechanochromic regularity. Mol. dipole moment can be employed to explain and further predict the mechanochromic trends. The 2,7-diaryl-TAPs with electron-donating groups on the 2-aryl and electron-withdrawing groups on the 7-aryl possess a relatively small dipole moment and exhibit a red-shifted mechanochromism. When the two aryls are interchanged, the resulting luminogens have a relatively large dipole moment and display a blue-shifted mechanochromism. Seven pairs of isomers with opposite mechanochromic trends are presented as illustrative examples. The aryl-interchanged congeners with a bidirectional emission shift are structurally similar, which provides an avenue for understanding in-depth the mechanochromic mechanism. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Safety of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Safety of 4-Iodo-1,2-dimethoxybenzene

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