Month: January 2023

Stereoselective alkoxycarbonylation of unactivated C(sp³)-H bonds with alkyl chloroformates via Pd(II)/Pd(IV) catalysis was written by Liao, Gang;Yin, Xue-Song;Chen, Kai;Zhang, Qi;Zhang, Shuo-Qing;Shi, Bing-Feng. And the article was included in Nature Communications in 2016.Formula: C8H9IO2 This article mentions the following:

The stereoselective alkoxycarbonylation of both Me and methylene C(sp³)-H bonds with alkyl chloroformates RCO₂Cl [R = Me, Et, Pr, cyclopentyl, (9H-fluoren-9-yl)methyl, etc.] through a Pd(II)/Pd(IV) catalytic cycle has been reported. A broad range of aliphatic carboxamides, e.g., 2-(3-methylphenyl)-N-(quinolin-8-yl)propanamide and alkyl chloroformates are compatible with this protocol. In addition, this process is scalable and the directing group could be easily removed under mild conditions with complete retention of configuration. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Formula: C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. 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.Formula: C8H9IO2

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

Synthesis of soluble, linear trisphenanthrolines was written by Schmittel, Michael;Michel, Christoph;Wiegrefe, Andreas. And the article was included in Synthesis in 2005.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

The preparation of several soluble, linear tris(phenanthroline) derivatives is described. The ligands are designed along the HETPHEN concept as precursors for heteroleptic bis(phenanthroline) metal ion complexes. Hence, they are important building blocks for various supramol. structures, such as nanogrids, nanoladders and nanotubes. An example compound thus prepared was a tris(phenanthroline) (I). 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Baeyer-Villiger oxidation tuned to chemoselective conversion of non-activated [¹⁸F]fluorobenzaldehydes to [¹⁸F]fluorophenols was written by Ermert, Johannes;Castillo Melean, Johnny;Humpert, Swen;Modemann, Daniel;Krupp, Dominik;Kern, Isabel;Kreft, Sabrina;Coenen, Heinz H.. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 2019.Reference of 452-82-4 This article mentions the following:

A reaction pathway via oxidation of [¹⁸F]fluorobenzaldehydes offered a very useful tool for the no-carrier-added radiosynthesis of [¹⁸F]fluorophenols. A considerably improved chemoselectivity of the Baeyer-Villiger oxidation (BVO) toward phenols was achieved, employing 2,2,2-trifluoroethanol as reaction solvent in combination with oxone or m-CPBA as oxidation agent. The studies showed the necessity of H₂SO₄ addition, which appeared to have a dual effect, acting as catalyst and desiccant. For example, 2-[¹⁸F]fluorophenol was obtained with a radiochem. yield (RCY) of 97% under optimized conditions of 80°C and 30-min reaction time. The changed performance of the BVO, which was in agreement with known reaction mechanisms via Criegee intermediates, provided the best results with regard to RCY and chemoselectivity, i.e. formation of [¹⁸F]fluorophenols rather than [¹⁸F]fluorobenzoic acids. Further, the applicability of the tuned, chemoselective BVO to the n.c.a. level and to more complex compounds was demonstrated for the products n.c.a. 4-[¹⁸F]fluorophenol and 4-[¹⁸F]fluoro-m-tyramine, resp. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Reference of 452-82-4).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of 452-82-4

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

3α-Hydroxy-3β-(phenylethynyl)-5β-pregnan-20-ones: Synthesis and Pharmacological Activity of Neuroactive Steroids with High Affinity for GABA_A Receptors was written by Upasani, Ravindra B.;Yang, Kevin C.;Acosta-Burruel, Manuel;Konkoy, Chris S.;McLellan, James A.;Woodward, Richard M.;Lan, Nancy C.;Carter, Richard B.;Hawkinson, Jon E.. And the article was included in Journal of Medicinal Chemistry in 1997.Application of 77350-52-8 This article mentions the following:

Neuroactive steroids that allosterically modulate GABA_A receptors have potential uses as anticonvulsants, anxiolytics, and sedative-hypnotic agents. Recently, a series of pregnanes substituted with simple alkyl groups at the 3β-position were synthesized and found to be active in vitro. The present report describes the synthesis of a series of substituted 3α-hydroxy-3β-(phenylethynyl)pregnan-20-ones I [R = 4-MeO, 4-Cl, 4-Me₂N, CN-4, CONH₂-4, 4-Ph, 4-HO, 4-O₂N, 2-MeO, 3,4-(MeO)₂, 3,4-OCH₂O, 2-HO, 3-HO, 4-Me, 4-H₂N, 4-CF₃, 4-Ac, 4-EtO₂C, CHO-4, CONEt₂-4, COPh-4; R¹ = Me; R = Ac, CO₂Et-4, R¹ = H] and their in vitro structure-activity relationship determined by their potency for inhibition of [³⁵S]TBPS binding in rat brain membranes. Appropriate substitution of the Ph group results in ligands with particularly high affinity for the neuroactive steroid site on GABA_A receptors [e.g., I (R = 4-Ac; R¹ = Me), IC₅₀ 10 nM]. The potency of selected steroids was confirmed electrophysiol. in oocytes expressing cloned human GABA_A α1β2γ2L receptors [e.g., I (R = 4-Ac; R¹ = Me), EC₅₀ 6.6 nM]. Consistent with their in vitro activity, some of the 3β-(phenylethynyl)-substituted steroids displayed anticonvulsant activity in the pentylenetetrazol (PTZ) and maximal electroshock (MES) tests following i.p. administration in mice. Notably, the 3β-[(4-acetylphenyl)ethynyl]-19-nor derivative I (R = Ac, R¹ = H) provided an attractive anticonvulsant profile (PTZ and MES ED₅₀ values of 2.8 and 9.2 mg/kg, resp.). A new pharmacophore for the neuroactive steroid site of GABA_A receptors is proposed based upon the high affinity of certain substituted 3β-(phenylethynyl) steroids. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Application of 77350-52-8).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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.Application of 77350-52-8

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

Dense Iodine-Rich Compounds with Low Detonation Pressures as Biocidal Agents was written by He, Chunlin;Zhang, Jiaheng;Shreeve, Jean’ne M.. And the article was included in Chemistry – A European Journal in 2013.Product Details of 15813-09-9 This article mentions the following:

Fifteen iodo compounds and six iodyl compounds with an iodine content between 45.3-89.0 % were prepared The mono, di, and triiodyl compounds were obtained from the corresponding iodo compound by employing Oxone. All the compounds were characterized by IR, ¹H and ¹³C NMR, elemental anal., and differential scanning calorimetry (DSC). The impact sensitivity was measured by using BAM (Bundesamt fuer Materialforschung) methodol. Based on the calculated heats of formation and exptl. densities, the detonation properties and detonation products were predicted by employing Cheetah 6.0. A total percentage of iodine-containing species in weight % (I₂, HI, and I in gas phase) ranged from 46.7 (21)-88.94 % (11) was found in the detonation products. The high concentration and easy accessibility of iodine and/or iodine-containing species is very important in developing materials suitable as Agent Defeat Weapons (ADWs). In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Product Details of 15813-09-9

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

Removal of Sphingosine 1-Phosphate Receptor-3 (S1P3) Agonism is Essential, But Inadequate to Obtain Immunomodulating 2-Aminopropane-1,3-diol S1P1 Agonists with Reduced Effect on Heart Rate was written by Hamada, Maiko;Nakamura, Mitsuharu;Kiuchi, Masatoshi;Marukawa, Kaoru;Tomatsu, Ayumi;Shimano, Kyoko;Sato, Noriko;Sugahara, Kunio;Asayama, Mahoko;Takagi, Kan;Adachi, Kunitomo. And the article was included in Journal of Medicinal Chemistry in 2010.Synthetic Route of C8H8BrI This article mentions the following:

A series of 2-substituted 2-aminopropane-1,3-diols having a biphenyl moiety and their phosphate esters were synthesized to obtain sphingosine 1-phosphate receptor-1 (S1P₁) receptor agonists with potent immunomodulatory activity accompanied by little or no effect on heart rate. Many of the synthesized compounds sufficiently decreased the number of peripheral blood lymphocytes. Some of the phosphates had potent agonism at S1P₁ but no agonism at S1P₃, which had been reported to be a receptor responsible for heart rate reduction Although high S1P₁/S1P₃ selectivity was considered to be favorable to reduce the effect on heart rate, almost all the phosphates showed a remarkable heart rate lowering effect in vivo. The results suggest that other factors in addition to S1P₃ agonism should be responsible for the heart rate reduction caused by S1P₁ agonists. Only 2-amino-2-[2-[2′-fluoro-4′-(4-methylphenylthio)biphenyl-4-yl]ethyl]propane-1,3-diol (6d) was identified as a desired S1P₁ receptor agonist having both the immunomodulatory activity and an attenuated effect on heart rate by a unique screening flow using in vivo evaluating systems primarily. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Synthetic Route of C8H8BrI).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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 C8H8BrI

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

Metal Insertion in a Methylamine-Functionalized Zirconium Metal-Organic Framework for Enhanced Carbon Dioxide Capture was written by Gomora-Figueroa, A. Paulina;Mason, Jarad A.;Gonzalez, Miguel I.;Bloch, Eric D.;Meihaus, Katie R.. And the article was included in Inorganic Chemistry in 2017.SDS of cas: 3268-21-1 This article mentions the following:

The reaction of ZrCl₄ with 2′,3′,5′,6′-tetramethylamino-p-terphenyl-4,4”-dicarboxylic acid (H₂tpdc-4CH₂NH₂·3HCl) in the presence of NaF affords Zr₆O₄(OH)_2.1F_1.9(tpdc-4CH₂NH₂·3HCl)₆ (1), which is a new member of the Zr₆O₄(OH)₄(dicarboxylate linker)₁₂ or UiO-68 family, and exhibits high porosity with BET and Langmuir surface areas of 1910 m²/g and 2220 m²/g, resp. Remarkably, fluoride ion incorporation in the zirconium clusters results in increased thermal stability, marking the first example of enhancement in the stability of a UiO framework by this defect-restoration approach. Although material 1 features four alkylamine groups on each organic linker, the framework does not exhibit the high CO₂ uptake that would be expected for reaction between CO₂ and the amine groups to form carbamic acid or ammonium carbamate species. The absence of strong CO₂ adsorption can likely be attributed to protonation at some of the amine sites and the presence of counterions. Indeed, exposure of material 1 to acetonitrile solutions of the organic bases 1,8-bis(dimethylamino)naphthalene (DMAN) or trimethylamine, affords a partially deprotonated material, which exhibits enhanced CO₂ uptake. Exposure of basic amine sites also facilitates the postsynthetic chelation of copper(I) ([Cu(MeCN)₄]·CF₃SO₃) to yield material 2 with an enhanced CO₂ uptake of 4% at 0.15 bar, which is double that of the parent framework 1. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1SDS of 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. 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.SDS of cas: 3268-21-1

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

Aqueous N-Heterocyclization of Primary Amines and Hydrazines with Dihalides: Microwave-Assisted Syntheses of N-Azacycloalkanes, Isoindole, Pyrazole, Pyrazolidine, and Phthalazine Derivatives was written by Ju, Yuhong;Varma, Rajender S.. And the article was included in Journal of Organic Chemistry in 2006.Reference of 10297-05-9 This article mentions the following:

The synthesis of nitrogen-containing heterocycles from alkyl dihalides (ditosylates) and primary amines and hydrazines via a simple and efficient cyclocondensation in an alk. aqueous medium that occurs under microwave irradiation is described. This improved greener synthetic methodol. provides a simple and straightforward one-pot approach to the synthesis of a variety of heterocycles, such as substituted azetidines, pyrrolidines, piperidines, azepanes, N-substituted 2,3-dihydro-1H-isoindoles, 4,5-dihydropyrazoles, pyrazolidines, and 1,2-dihydrophthalazines. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference 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. 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.Reference of 10297-05-9

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

Azaindole-1,2,3-triazole conjugate in a tripod for selective sensing of Cl^–, H₂PO₄^– and ATP under different conditions was written by Ghosh, Kumaresh;Kar, Debasis;Joardar, Soumen;Samadder, Asmita;Khuda-Bukhsh, Anisur Rahaman. And the article was included in RSC Advances in 2014.Related Products of 1227270-32-7 This article mentions the following:

A new tripodal sensor 1 has been designed and synthesized. The cavity of the tripod selectively recognizes Cl^– and H₂PO₄^– over a series of other anions in CH₃CN containing 0.01% DMSO by exhibiting a significant change in emission. Between H₂PO₄^– and Cl^– ions, H₂PO₄^– is distinguished by 1 through a ratiometric change in emission. In comparison, the indole-based tripod 2 did not show any binding-selectivity with the same anions. Compound 1, furthermore, selectivity recognizes phosphate based biomol. ATP over ADP and AMP in semi aqueous solvent (CH₃CN containing 0.01% DMSO : H₂O, 1 : 1, volume/volume) at pH 7.3. The tripod 1 is cell permeable and detects ATP by showing quenching of emission. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Related Products of 1227270-32-7).

2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7) 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.Related Products of 1227270-32-7

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

Synthesis of medium-bridged twisted lactams via cation-π control of the regiochemistry of the intramolecular Schmidt reaction was written by Szostak, Michal;Yao, Lei;Aube, Jeffrey. And the article was included in Journal of Organic Chemistry in 2010.Computed Properties of C4H8ClI This article mentions the following:

Medium-bridged twisted amides can be synthesized i. e., I by the intramol. Schmidt reaction of 2-azidoalkyl ketones. In these reactions, the regiochem. of the Schmidt reaction is diverted into a typically disfavored pathway by the presence of an aromatic group at the α-position adjacent to the ketone, which stabilizes the predominantly reactive conformation of the azidohydrin intermediate by engaging in a nonbonded cation-π interaction with the pos. charged diazonium cation. This results in the rarely observed rearrangement of the C-C bond distal to the azidoalkyl chain. This reaction pathway also requires the azide-containing tether to be situated in the axial orientation in the key azidohydrin intermediate. Examination of the effect of substitution of aromatic rings on the regiochem. of the Schmidt reaction shows an increase in the migratory selectivity with more electron-rich aromatic groups. The selectivity is lower when an electron-withdrawing substituent is placed on the aromatic ring. The ability of cation-π interactions to act as a controlling element decreases when Lewis acids coordinate to substituents on the aromatic ring. The developed version of the Schmidt reaction provides a direct access to a family of medium-bridged twisted amides with a [4.3.1] bicyclic system, compounds which are very difficult to access with use of other currently available methods. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Computed Properties of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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 C4H8ClI

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