Month: January 2023

Liu, Qianyi et al. published their research in Organic Letters in 2019 | CAS: 85356-68-9

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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. 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.Recommanded Product: 1-Bromo-4-(2-iodoethyl)benzene

Transition-Metal-Free Borylation of Alkyl Iodides via a Radical Mechanism was written by Liu, Qianyi;Hong, Junting;Sun, Beiqi;Bai, Guangcan;Li, Feng;Liu, Guoquan;Yang, Yang;Mo, Fanyang. And the article was included in Organic Letters in 2019.Recommanded Product: 1-Bromo-4-(2-iodoethyl)benzene This article mentions the following:

The authors describe an operationally simple transition-metal-free borylation of alkyl iodides. This method uses com. available diboron reagents as the B source and exhibits excellent functional group compatibility. Also, a diverse range of primary and secondary alkyl iodides could be effectively transformed to the corresponding alkylboronates in excellent yield. Mechanistic studies suggest that this borylation reaction proceeds through a single-electron transfer mechanism featuring the generation of an alkyl radical intermediate. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Recommanded Product: 1-Bromo-4-(2-iodoethyl)benzene).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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. 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.Recommanded Product: 1-Bromo-4-(2-iodoethyl)benzene

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

Rao, Maddali L. N. et al. published their research in Tetrahedron Letters in 2020 | CAS: 207115-22-8

4-Bromo-2-iodophenol (cas: 207115-22-8) 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. 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.SDS of cas: 207115-22-8

Pd-Catalyzed protecting-group-free cross-couplings of iodophenols with atom-economic triarylbismuth reagents was written by Rao, Maddali L. N.;Meka, Suresh. And the article was included in Tetrahedron Letters in 2020.SDS of cas: 207115-22-8 This article mentions the following:

An efficient protocol for the protecting-group-free synthesis of unsym. hydroxybiaryls ArAr1 [Ar = Ph, 4-MeC6H4, 4-FC6H4, etc.; Ar1 = 2-HOC6H4, 4-HOC6H4, 2-HO-5-BrC6H3, etc.] via the Pd-catalyzed cross-couplings of unprotected iodophenols with triarylbismuth reagents was described. The presented protocols exhibited good to high yields of hydroxybiaryls. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8SDS of cas: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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. 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.SDS of cas: 207115-22-8

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

Li, Wei et al. published their research in Angewandte Chemie, International Edition in 2013 | CAS: 10297-05-9

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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 10297-05-9

Catalytic Asymmetric Homologation of α-Ketoesters with α-Diazoesters: Synthesis of Succinate Derivatives with Chiral Quaternary Centers was written by Li, Wei;Liu, Xiaohua;Tan, Fei;Hao, Xiaoyu;Zheng, Jianfeng;Lin, Lili;Feng, Xiaoming. And the article was included in Angewandte Chemie, International Edition in 2013.Product Details of 10297-05-9 This article mentions the following:

In the presence of Y(OTf)3 and proline- or pipecolic acid-derived N,N’-dioxide ligand, the first catalytic asym. homologation of α-ketoesters R1C(O)CO2Me (R1 = Me, Ph, 3-MeC6H4, 4-H2C:CHC6H4, piperonyl, 2-naphthyl, etc.) with α-diazo esters R2C(N2)CO2Ad [Ad = 1-adamantyl; R2 = Me, Et, n-decyl, H2C:CHCH2, HCCHCH2, N3(CH2)3, etc.] through either a 1,2-aryl or 1,2-alkyl shift was accomplished. Highly functionalized succinate derivatives MeO2CC(O)CR1R2CO2Ad containing a quaternary stereocenter were obtained in excellent yields and with good enantioselectivities under mild conditions. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Product Details of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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 10297-05-9

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

Xia, Ning et al. published their research in ACS Applied Materials & Interfaces in 2022 | CAS: 5460-32-2

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.Name: 4-Iodo-1,2-dimethoxybenzene

Construction of Halogen-Bonded Organic Frameworks (XOFs) as Novel Efficient Iodinating Agents was written by Xia, Ning;Han, Jixin;Xie, Fei;Gong, Guanfei;Wang, Lu;Wang, Jike;Chen, Shigui. And the article was included in ACS Applied Materials & Interfaces in 2022.Name: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

The structural diversity and the various applications of organic frameworks have attracted much attention in recent years. Recently, halogen-bonded organic frameworks (XOFs) became a novel member of these materials, thereby facilitating the exploration of the interesting structures as well as functions. Here the authors present two types of [N···I+···N] connected XOFs (XOF-TPy and XOF-TPEB) with two tridentate ligands , 1,3,5-tri(pyridin-4-yl)benzene (TPy) and 1,3,5-tri-4-pyridyl-1,2-ethenylbenzene (TPEB), as building blocks. XOF-TPy and XOF-TPEB were characterized by 1H NMR, UV-vis, XPS, IR, SEM, and HR-TEM. Two-dimensional (2D) structural models were established based on powder X-ray diffraction (PXRD) data and theor. simulations. Further experiment showed that these XOFs were excellent iodinating agents for the substituted arylboronic acids with either the electron-donating or electron-withdrawing groups upon heating without any catalyst. This research not only brings further understanding to the XOFs but also extends the applications of XOFs. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Name: 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.Name: 4-Iodo-1,2-dimethoxybenzene

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

Cao, Dennis et al. published their research in Chemical Science in 2014 | CAS: 3268-21-1

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 3268-21-1

Two-point halogen bonding between 3,6-dihalopyromellitic diimides was written by Cao, Dennis;Hong, Michael;Blackburn, Anthea K.;Liu, Zhichang;Holcroft, James M.;Stoddart, J. Fraser. And the article was included in Chemical Science in 2014.HPLC of Formula: 3268-21-1 This article mentions the following:

The syntheses of 3,6-dichloro-, -dibromo-, and -diiodopyromellitic diimides-ACl, ABr, and AI, resp.-have been achieved. X-Ray crystallog. of single crystals of ACl and ABr unveils the formation of extensive halogen-bonding networks in the solid state as a consequence of interactions between the lone pairs on the carbonyl oxygen atoms with the σ-holes of the halogen atoms. Further, the solid-state superstructure of diiodopyromellitic diimide is characterized by the formation of associated halogen-π dimers. The co-crystallization of ACl or ABr with a 1,5-diaminonaphthalene derivative DN yields co-crystals of a mixed-stack charge-transfer (CT) complex which are supported by an expansive hydrogen-bonded network in addition to halogen-bonded belts that bring adjacent mixed-stacks into association with each other. 2,6-Dimethoxynaphthalene (DO) proved to be an effective CT complement to AI, yielding solvent-free co-crystals with superstructures which are comprised of a 1 : 2 ratio of AI to DO. This dimeric halogen-bonding motif is reminiscent of the formation of hydrogen-bonded dimers between carboxylic acids. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1HPLC of Formula: 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 3268-21-1

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

Graf, Roderich et al. published their research in Journal fuer Praktische Chemie (Leipzig) in 1933 | CAS: 15366-65-1

5-Iodonicotinic acid (cas: 15366-65-1) 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. 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.HPLC of Formula: 15366-65-1

5-Chloro- and 5,6-dichloronicotinic acids was written by Graf, Roderich;Lederer-Ponzer, Ernst;Kopetz, Viktor;Purkert, Renato;Laszlo, Paul. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1933.HPLC of Formula: 15366-65-1 This article mentions the following:

Nicotinic acid HCl salt (100 g.) and 180 g. SOCl2, gently boiled 5 days and then heated in tubes 12 hrs. at 180°, give 50-60% of a mixture of the 5-Cl and 5,6-di-Cl derivatives (I), in about equal amounts; more SOCl2 increases the proportion of the di-Cl acid. 5-Aminopyridine-3-carboxylic acid (II), m. 288-90° (decomposition). II through the diazo reaction gives the 5-Br derivative, m. 182-3°; chloride, m. 74-5°; Me ester, m. 98-9°; Ph ester, m. 86-7°. The chloride and N2H4.H2O in C6H6 give sym-bis(5-bromo-3-pyridoyl)hydrazine, m. 308° (decomposition). The Me ester gives 5-bromopyridine-3-carbonyl hydrazide, m. 193-4° (benzal derivative, m. 191-3°); the azide m. 88-9° (decomposition) and with absolute EtOH gives 5-bromo-3-carbethoxyaminopyridine, m. 150-1°; Me ester, m. 169-70°; heating the Et ester with 30% NaOH gives 5-bromo-3-aminopyridine (III), b12 149-50°, m. 66-7°; the intermediate Na 5-bromo-3-pyridylcarbamate was also analyzed; Ac derivative of III, m. 127-8° (dihydrate, m. 76-8°); picrate of III, deep yellow, m. 212-3°; chloroaurate, red-orange, m. 185-7°. 5-Iodopyridine-3-carboxylic acid, m. 220°; Ph ester, m. 100-1° Me ester, m. 121°; Et ester, m. 86-7°; amide, m. 221-2°. 5-Hydroxypyridine-3-carboxylic acid, m. 299° (decomposition). The Et ester of I and N2H4.H2O give Et 5-chloro-6-hydrazinopyridine-3-carboxylate (IV), m. 137-8°; the hydrazide, gray, m. 238-40°; the free acid m. 248-9° and was also obtained directly from I. IV on diazotizing yields Et 5-chlorobenzotetrazole-3-carboxylate, m. 95-6°; the free acid m. 195-6°; heating with HCO2H gives 5-chlorobenzotriazole-3-carboxylic acid, m. above 300°. I and concentrated NH4OH at 180-90° give 6-amino-5-chloropyridine-3-carboxylic acid, m. 323° (decomposition); Me ester, m. 163-5°; the Me ester of the 6-HO derivative m. 218°. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1HPLC of Formula: 15366-65-1).

5-Iodonicotinic acid (cas: 15366-65-1) 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. 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.HPLC of Formula: 15366-65-1

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

Lavilla, Rodolfo et al. published their research in European Journal of Organic Chemistry in 1999 | CAS: 15366-65-1

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Synthetic Route of C6H4INO2

A unified synthetic strategy for the indolopyridine alkaloid group was written by Lavilla, Rodolfo;Gullon, Francisco;Bosch, Joan. And the article was included in European Journal of Organic Chemistry in 1999.Synthetic Route of C6H4INO2 This article mentions the following:

Thermal or AcCl-induced cyclization of bromo enamide I (R, R1 = H; R2 = Br) 10 affords the pentacyclic derivative I (RR1 = bond, R2 = Br) 12 with high yield and regioselectivity. From this common synthetic intermediate, Pd-catalyzed reactions allow the total synthesis of indolopyridine alkaloids I (RR1 = bond; R2 = CH:CH2, Et, Ac, CHMeOMe). In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Synthetic Route of C6H4INO2).

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Synthetic Route of C6H4INO2

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

Liu, Yi et al. published their research in Journal of the American Chemical Society in 2022 | CAS: 10297-05-9

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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 of 10297-05-9

Versatile Palladium-Catalyzed Approach to Acyl Fluorides and Carbonylations by Combining Visible Light- and Ligand-Driven Operations was written by Liu, Yi;Zhou, Cuihan;Jiang, Meijing;Arndtsen, Bruce A.. And the article was included in Journal of the American Chemical Society in 2022.Application of 10297-05-9 This article mentions the following:

The development of a general palladium-catalyzed carbonylative method to synthesize acyl fluorides RC(O)F (R = n-Bu, cyclohexyl, 4-methylphenyl, pyridin-3-yl, etc.) from aryl, heteroaryl, alkyl, and functionalized organic halides RX was described. Mechanistic anal. suggests that the reaction proceeds via the unique, synergistic combination of visible light photoexcitation of Pd(0) to induce oxidative addition with a ligand-favored reductive elimination. These together create a unidirectional catalytic cycle that is uninhibited by the classical effect of carbon monoxide coordination. Coupling the catalytic formation of acyl fluorides with their subsequent nucleophilic reactions has opened a method to perform carbonylation reactions with unprecedented breadth, including the assembly of highly functionalized carbonyl-containing products. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Application of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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 of 10297-05-9

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

Ferreri, Marta et al. published their research in Reaction Chemistry & Engineering in 2016 | CAS: 15813-09-9

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. 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.Synthetic Route of C3H2I2N2

Continuous flow synthesis of the iodination agent 1,3-diiodo-5,5-dimethyl-imidazolidine-2,4-dione telescoped with semi-continuous product isolation was written by Ferreri, Marta;Drageset, Audun;Gambarotti, Cristian;Bjoersvik, Hans-Rene. And the article was included in Reaction Chemistry & Engineering in 2016.Synthetic Route of C3H2I2N2 This article mentions the following:

A batch synthesis to the iodinating agent 1,3-diiodo-5,5-dimethyl-imidazolidine-2,4-dione (DIH) was devised and developed. This batch process was then up-scaled (10x) and optimized by means of statistical exptl. design and multivariate regression. The optimized batch procedure was then transferred and adapted for continuous flow synthesis using a multi-jet oscillating disk (MJOD) continuous flow reactor platform to provide a flow process that allowed a throughput of 47 g h-1 with a residence time of 9 min. A semi-continuous work-up step based on vacuum filtration was established and successfully telescoped to be an integrated part of the flow process. An 8 h test run using the optimized flow synthesis in combination with the semi-continuous filtration step afforded 375 g (̃ 90% isolated yield) of the pure title compound that was collected from 14 filtration batches of 25-27 g each. 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. 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.Synthetic Route of C3H2I2N2

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

Gaikwad, Sudhakar et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2017 | CAS: 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. 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.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene

Five-component trigonal nanoprism with six dynamic corners was written by Gaikwad, Sudhakar;Lal Saha, Manik;Samanta, Debabrata;Schmittel, Michael. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

The metallo-supramol. trigonal prism P is based on five different components and three unlike dynamic coordination motifs: the heteroleptic phenanthroline-terpyridine complex [Zn(1)(4)]2+ (HETTAP), the heteroleptic phenanthroline-pyridine complex [Cu(2)(5A)]+ (HETPYP-I), and the pyridine → zinc(II)-porphyrin interaction. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

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. 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.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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