Tag: 300-400

Selective C(sp³)-H and C(sp²)-H Fluorination of Alcohols Using Practical Auxiliaries was written by Mao, Yang-Jie;Lou, Shao-Jie;Hao, Hong-Yan;Xu, Dan-Qian. And the article was included in Angewandte Chemie, International Edition in 2018.Application In Synthesis of 1-Bromo-4-(2-iodoethyl)benzene This article mentions the following:

Selective introduction of fluorine into mols. by the cleavage of inert C-H bonds is of central academic and synthetic interest, yet remains challenging. Given the central role of alcs. in organic chem. as the most ubiquitous building blocks, a versatile and selective C(sp³)-H and C(sp²)-H fluorination of simple alcs., enabled by novel designed exo-directing groups, is described. C(sp²)-H bond fluorination was achieved by using a simple acetone oxime as auxiliary, whereas a new, modular and easily accessible bidentate auxiliary was developed for the efficient and site-selective fluorination of various primary Me, methylene, and benzylic C(sp³)-H bonds. Fluorinated alcs. can readily be accessed by the removal of auxiliaries, and significantly expands the synthetic prospect of the present procedure. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Application In Synthesis of 1-Bromo-4-(2-iodoethyl)benzene).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) belongs to iodide derivatives. 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.Application In Synthesis of 1-Bromo-4-(2-iodoethyl)benzene

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

Synthesis and properties of artificial base pairs by use of halogen bonds was written by Tawarada, Ryuya;Seio, Kohji;Sekine, Mitsuo. And the article was included in Nucleic Acids Symposium Series in 2006.Recommanded Product: 15813-09-9 This article mentions the following:

Artificial base pairs by use of halogen bonding were designed and their interaction energies were estimated by ab initio calculations The optimized structures of the artificial base pairs were almost consistent with those of the canonical base pairs, and the interaction energies were ca. 5-11 kcal/mol. To investigate the thermal stability of the base pairs containing halogen bonds in oligodeoxynucleotide duplexes, deoxynucleoside 3′-phosphoramidite building blocks as halogen bonding acceptors and donors were synthesized and used for incorporation into oligodeoxynucleotides. UV-melting experiments suggest that these halogen bonding base pairs have low stability compared with the A-T base pair. Furthermore, the effect of the halogen bonding on stabilization of duplexes was studied in detail by comparison with the hybridization ability of oligodeoxynucleotides containing a modified base having a iodo group with that of the complementary DNA strands lacking the donor site. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Recommanded Product: 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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. 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.Recommanded Product: 15813-09-9

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

Selective gas adsorption and unique phase transition properties in a stable magnesium metal-organic framework constructed from infinite metal chains was written by Liu, Yangyang;Chen, Ying-Pin;Liu, Tian-Fu;Yakovenko, Andrey A.;Raiff, Aaron M.;Zhou, Hong-Cai. And the article was included in CrystEngComm in 2013.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

A 3-dimensional magnesium MOF, [Mg(H₂TTTP)(κ-S-DMSO)] (PCN-72) was synthesized from the solvothermal reaction of Mg(NO₃)₂ and a linear dicarboxylic acid ligand, HO₂C-p-C₆H₄-p-C₆Me₄-p-C₆H₄CO₂H (H₄TTTP). This MOF has a unique structure with 1-dimensional channels as well as infinite metal chains, which resembles the topol. of MIL-53. It is thermally and moisture stable. In situ powder x-ray diffraction studies reveal its interesting phase transitions under temperature change. Calculation shows that each phase of PCN-72 exhibits unique and unusual thermal expansion properties. After removing coordinated DMSO solvent at the Mg chains, activated PCN-72 can selectively adsorb CO₂ over N₂. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

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

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

Synthesis and properties of artificial base pairs by use of halogen bonds was written by Tawarada, Ryuya;Seio, Kohji;Sekine, Mitsuo. And the article was included in Nucleic Acids Symposium Series in 2006.Recommanded Product: 15813-09-9 This article mentions the following:

Artificial base pairs by use of halogen bonding were designed and their interaction energies were estimated by ab initio calculations The optimized structures of the artificial base pairs were almost consistent with those of the canonical base pairs, and the interaction energies were ca. 5-11 kcal/mol. To investigate the thermal stability of the base pairs containing halogen bonds in oligodeoxynucleotide duplexes, deoxynucleoside 3′-phosphoramidite building blocks as halogen bonding acceptors and donors were synthesized and used for incorporation into oligodeoxynucleotides. UV-melting experiments suggest that these halogen bonding base pairs have low stability compared with the A-T base pair. Furthermore, the effect of the halogen bonding on stabilization of duplexes was studied in detail by comparison with the hybridization ability of oligodeoxynucleotides containing a modified base having a iodo group with that of the complementary DNA strands lacking the donor site. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Recommanded Product: 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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. 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.Recommanded Product: 15813-09-9

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

Selective gas adsorption and unique phase transition properties in a stable magnesium metal-organic framework constructed from infinite metal chains was written by Liu, Yangyang;Chen, Ying-Pin;Liu, Tian-Fu;Yakovenko, Andrey A.;Raiff, Aaron M.;Zhou, Hong-Cai. And the article was included in CrystEngComm in 2013.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

A 3-dimensional magnesium MOF, [Mg(H₂TTTP)(κ-S-DMSO)] (PCN-72) was synthesized from the solvothermal reaction of Mg(NO₃)₂ and a linear dicarboxylic acid ligand, HO₂C-p-C₆H₄-p-C₆Me₄-p-C₆H₄CO₂H (H₄TTTP). This MOF has a unique structure with 1-dimensional channels as well as infinite metal chains, which resembles the topol. of MIL-53. It is thermally and moisture stable. In situ powder x-ray diffraction studies reveal its interesting phase transitions under temperature change. Calculation shows that each phase of PCN-72 exhibits unique and unusual thermal expansion properties. After removing coordinated DMSO solvent at the Mg chains, activated PCN-72 can selectively adsorb CO₂ over N₂. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Quality Control of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Hydroboration of nitriles, esters, and amides catalyzed by simple neosilyllithium was written by Sai Kumar, Gobbilla;Bhattacharjee, Jayeeta;Kumari, Kusum;Moorthy, Shruti;Bandyopadhyay, Ayan;Kumar Singh, Saurabh;Panda, Tarun K.. And the article was included in Polyhedron in 2022.HPLC of Formula: 77350-52-8 This article mentions the following:

We present here an efficient method for the hydroboration of organic nitriles, carboxylic esters, and carboxamides with pinacolborane (HBpin) using an alkali metal catalyst, neosilyllithium (LiCH₂SiMe₃), in neat reaction conditions. The reactions were accomplished with efficient catalytic reactivity and demonstrated by neosilyllithium at room temperature, in solvent-free condition, to afford a high yield of the corresponding N-boryl amines, boryl ethers, and amine hydrochlorides. The protocol for the catalytic reaction presented in this paper is simple and efficient, with diverse substrate scope for nitriles, carboxylic esters, and carboxamides showing excellent functional group tolerance. DLPNO-CCSD(T) calculations were also performed, showing that the hydroboration of nitriles catalyzed by neosilyllithium occurs through the pre-coordination of the nitrile at Lewis acid lithium followed by hydride migration from the B-H entity. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8HPLC of Formula: 77350-52-8).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 77350-52-8

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