Month: February 2023

Product class 1: organometallic complexes of zinc was written by Knochel, P.. And the article was included in Science of Synthesis in 2004.Application of 10297-05-9 This article mentions the following:

Preparation of zinc organometallic complexes are reviewed including sections on aryl, hetaryl, allenyl, allyl, alkynyl, alkenyl, alkyl and carbenoid complexes and triorganozincates. Applications of the complexes for organic syntheses are briefly given. 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. 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 of 10297-05-9

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

Selective and effective iodination of alkyl-substituted benzenes with elemental iodine activated by selectfluor F-TEDA-BF₄ was written by Stavber, Stojan;Kralj, Petra;Zupan, Marko. And the article was included in Synlett in 2002.Reference of 3268-21-1 This article mentions the following:

Selective direct introduction of an I atom into alkyl-substituted benzene derivatives was effectively achieved by reaction of target mols. with elemental I₂ in the presence of 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF₄). The number of I atoms introduced could be modulated by the molar ratio between substrate, I₂ and F-TEDA-BF₄. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Reference of 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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.Reference of 3268-21-1

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

Gold(I)/Chiral Bronsted Acid Catalyzed Enantioselective Hydroamination-Hydroarylation of Alkynes: The Effect of a Remote Hydroxyl Group on the Reactivity and Enantioselectivity was written by Shinde, Valmik S.;Mane, Manoj V.;Vanka, Kumar;Mallick, Arijit;Patil, Nitin T.. And the article was included in Chemistry – A European Journal in 2015.Computed Properties of C6H3ClINO2 This article mentions the following:

The catalytic enantioselective hydroamination-hydroarylation of alkynes under the catalysis of (R₃P)AuMe/(S)-3,3′-bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate ((S)-TRIP) is reported. The alkyne was reacted with a range of pyrrole-based aromatic amines to give pyrrole-embedded aza-heterocyclic scaffolds bearing a quaternary carbon center. The presence of a hydroxyl group in the alkyne tether turned out to be very crucial for obtaining products in high yields and enantioselectivities. The mechanism of enantioinduction was established by carefully performing exptl. and computational studies. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Computed Properties of C6H3ClINO2).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Computed Properties of C6H3ClINO2

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

Photocatalytic Oxidative Iodination of Electron-Rich Arenes was written by Narobe, Rok;Duesel, Simon J. S.;Iskra, Jernej;Koenig, Burkhard. And the article was included in Advanced Synthesis & Catalysis in 2019.Category: iodides-buliding-blocks This article mentions the following:

A visible-light-mediated oxidative iodination of electron-rich arenes was developed. 2.5 mol% of unsubstituted anthraquinone as photocatalyst were used in combination with elementary iodine, trifluoroacetic acid and oxygen as the terminal oxidant. The iodination proceeded upon irradiation in non- or weakly-electron donating solvents (DCM, DCE and benzene) wherein a spectral window in strongly colored iodine solutions was observed at around 400 nm. The method provided good to excellent yields (up to 98%) and showed excellent regioselectivity and good functional group tolerance (triple bonds, ketone, ester, amide). Moreover, the photo-iodination was also upscaled to a 5 mmol scale (1.1 g). Mechanistic investigations by intermediate trapping and competition experiments indicate a photocatalytic arene oxidation and the subsequent reaction with iodine as a likely mechanistic pathway. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Category: iodides-buliding-blocks).

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. 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.Category: iodides-buliding-blocks

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

Base- and Additive-Free Ir-Catalyzed ortho-Iodination of Benzoic Acids: Scope and Mechanistic Investigations was written by Erbing, Elis;Sanz-Marco, Amparo;Vazquez-Romero, Ana;Malmberg, Jesper;Johansson, Magnus J.;Gomez-Bengoa, Enrique;Martin-Matute, Belen. And the article was included in ACS Catalysis in 2018.Recommanded Product: 13420-63-8 This article mentions the following:

A protocol for the C-H activation/iodination of benzoic acids catalyzed by a simple iridium complex has been developed. The method described in this paper allows the ortho-selective iodination of a variety of benzoic acids under extraordinarily mild conditions in the absence of any additive or base in 1,1,1,3,3,3-hexafluoroisopropanol as the solvent. The iridium catalyst used tolerates air and moisture, and selectively gives ortho-iodobenzoic acids with high conversions. Mechanistic investigations revealed that an Ir(III)/Ir(V) catalytic cycle operates, and that the unique properties of HFIP enables the C-H iodination using the carboxylic moiety as a directing group. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Recommanded Product: 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Recommanded Product: 13420-63-8

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

Isopropanol and potassium tert-butoxide promoted intramolecular direct sp² C-H functionalization: an expedient synthesis of 1,2,3-triazole annulated chromens and quinolones was written by Mondal, Biplab;Roy, Brindaban. And the article was included in Tetrahedron Letters in 2015.Electric Literature of C6H4BrIO This article mentions the following:

A series of 1,2,3-triazole annulated chromen I (R¹ = H, 8-Me, 8-t-Bu, 8-Br, 6,8-di-Cl, 8-Cl, 8-CO₂Et; R² = Bn, 2-NO₂Bn, 1-octyl, 1-heptyl), and quinolone derivatives II (R³ = Me, Et, n-Bu) have been synthesized by means of direct sp² C-H functionalization in the presence of iso-propanol and potassium tert-butoxide. The reaction proceeds through homolytic aromatic substitution (HAS). This efficient as well as simple C-H functionalization methodol. offers a straightforward route to 1,2,3-triazole annulated oxygen and nitrogen heterocycles. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Electric Literature of C6H4BrIO).

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. 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.Electric Literature of C6H4BrIO

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

Catalytic, asymmetric difluorination of alkenes to generate difluoromethylated stereocenters was written by Banik, Steven M.;Medley, Jonathan William;Jacobsen, Eric N.. And the article was included in Science (Washington, DC, United States) in 2016.Synthetic Route of C8H7IO4 This article mentions the following:

Difluoromethyl groups possess specific steric and electronic properties that invite their use as chem. inert surrogates of alcs., thiols, and other polar functional groups important in a wide assortment of mol. recognition processes. We report here a method for the catalytic, asym., migratory geminal difluorination of β-substituted styrenes to access a variety of products bearing difluoromethylated tertiary or quaternary stereocenters. The reaction uses com. available reagents (m-chloroperbenzoic acid and hydrogen fluoride pyridine) and a simple chiral aryl iodide catalyst and is carried out readily on a gram scale. Substituent effects and temperature-dependent variations in enantioselectivity suggest that cation-π interactions play an important role in stereodifferentiation by the catalyst. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Synthetic Route of C8H7IO4).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) 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.Synthetic Route of C8H7IO4

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

Radioiodination and astatination of octreotide by conjugation labeling was written by Vaidyanathan, G.;Affleck, D.;Welsh, P.;Srinivasan, A.;Schmidt, M.;Zalutsky, M. R.. And the article was included in Nuclear Medicine and Biology in 2000.Category: iodides-buliding-blocks This article mentions the following:

Octreotide was coupled to 3-iodobenzoyl and 3-iodonicotinoyl moieties to obtain [N-(3-iodobenzoyl)-d-Phe¹]octreotide (IBO) and [N-(3-iodonicotinoyl)-d-Phe¹]octreotide (INO), resp. The IC₅₀ values for the binding of IBO and INO to CA20948 rat pancreatic tumor membranes were 0.90 and 0.13 nM, resp., compared with 0.35 nM for octreotide itself. Starting from N-succinimidyl 3-[¹³¹I]iodobenzoate and N-succinimidyl 5-[¹³¹I]iodopyridine-3- carboxylate, [¹³¹I]IBO and [¹³¹I]INO were prepared in overall radiochem. yields of 35%-50%. Likewise, {N-(3-[²¹¹At]astatobenzoyl)-d-Phe¹}octreotide ([²¹¹At]ABO) was prepared in similar yield from N-succinimidyl 3-[²¹¹At]astatobenzoate. In vitro assays with AR42J rat pancreatic tumor cells demonstrated a higher retention of cell-internalized radioiodine activity for [¹³¹I]INO compared with [¹²⁵I]IBO. Tissue distribution studies with both conjugates revealed low levels of activity in the thyroid suggesting that dehalogenation of these peptides was minimal. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Category: iodides-buliding-blocks).

5-Iodonicotinic acid (cas: 15366-65-1) 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.Category: iodides-buliding-blocks

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

Effect of Water on the Functionalization of Substituted Anisoles with Iodine in the Presence of F-TEDA-BF₄ or Hydrogen Peroxide was written by Pavlinac, Jasminka;Zupan, Marko;Stavber, Stojan. And the article was included in Journal of Organic Chemistry in 2006.Computed Properties of C8H7IO2 This article mentions the following:

Water was found to be a convenient reaction medium for functionalization of substituted anisoles using iodine in the presence of Selectfluor (F-TEDA-BF₄) or hydrogen peroxide as mediators and oxidizers. Two types of functionalization were observed: iodination or oxidation In the iodination process, two reaction routes were established. In the case of the first route, a high iodine atom economy was achieved for selective and effective iodo functionalization with a stoichiometric ratio of substrate/iodine/(mediator/oxidizer) = 2:1:1.2. An electrophilic iodination reaction process was suggested for this route, with the oxidizer converting the liberated iodide anion to iodine. For the second reaction route, a stoichiometric ratio of substrate/iodine/(mediator/oxidizer) = 1:1:1 and a lower iodine atom economy were observed; in this case, ion radical formation in the first step of the reaction was suggested. Iodine was found to be an effective catalyst for the oxidation of a hydroxy benzyl functional group to benzaldehyde using F-TEDA-BF₄. Water is an effective medium for functionalization of anisole, p-methoxybenzyl alc., 1-(4-methoxyphenyl)ethanone, o-dimethoxybenzene, m-dimethoxybenzene, and p-dimethoxybenzene, whereas F-TEDA-BF₄ as a mediator/oxidizer could be replaced by hydrogen peroxide in the case of the functionalization of 1-(4-methoxyphenyl)ethanone, o-dimethoxybenzene, m-dimethoxybenzene, and p-dimethoxybenzene. Water changes the type of transformation of p-methoxybenzyl alc. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Computed Properties of C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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.Computed Properties of C8H7IO2

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

1,3-Diiodo-5,5-dimethylhydantoin: an efficient reagent for iodination of aromatic compounds was written by Chaikovskii, V. K.;Filimonov, V. D.;Funk, A. A.;Skorokhodov, V. I.;Ogorodnikov, V. D.. And the article was included in Russian Journal of Organic Chemistry in 2007.Name: 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

1,3-Diiodo-5,5-dimethylhydantoin (I) in organic solvents successfully iodinates alkylbenzenes, aromatic amines, and Ph ethers. The reactivity of electrophilic iodine is controlled by the acidity of the medium. Superelectrophilic iodine, generated upon dissolution of I in sulfuric acid, readily reacts with electron-deficient arenes at 0 to 20° with formation of the corresponding iodo derivatives in good yields. The structure of electrophilic iodine species generated from I in sulfuric acid is discussed. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Name: 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 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. 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.Name: 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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