Month: February 2023

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

Design, Synthesis and Discovery of Picomolar Selective α4β2 Nicotinic Acetylcholine Receptor Ligands was written by Yenugonda, Venkata M.;Xiao, Yingxian;Levin, Edward D.;Rezvani, Amir H.;Tran, Thao;Al-Muhtasib, Nour;Sahibzada, Niaz;Xie, Teresa;Wells, Corinne;Slade, Susan;Johnson, Joshua E.;Dakshanamurthy, Sivanesan;Kong, Hye-Sik;Tomita, York;Liu, Yong;Paige, Mikell;Kellar, Kenneth J.;Brown, Milton L.. And the article was included in Journal of Medicinal Chemistry in 2013.Name: 3-Fluoro-5-iodoaniline This article mentions the following:

Developing novel and selective compounds that desensitize α4β2 nicotinic acetylcholine receptors (nAChRs) could provide new effective treatments for nicotine addiction, as well as other disorders. Here we report a new class of nAChR ligands that display high selectivity and picomolar binding affinity for α4β2 nicotinic receptors. The novel compounds have K_i values in the range of 0.031-0.26 nM and properties that should make them good candidates as drugs acting in the CNS. The selected lead compound I (VMY-2-95) binds with high affinity and potently desensitizes α4β2 nAChRs. At a dose of 3 mg/kg, compound I significantly reduced rat nicotine self-administration. The overall results support further characterizations of compound I and its analogs in preclin. models of nicotine addiction and perhaps other disorders involving nAChRs. In the experiment, the researchers used many compounds, for example, 3-Fluoro-5-iodoaniline (cas: 660-49-1Name: 3-Fluoro-5-iodoaniline).

3-Fluoro-5-iodoaniline (cas: 660-49-1) 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. 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.Name: 3-Fluoro-5-iodoaniline

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

Preparation of 3-arylthianaphthenes was written by Schuetz, Robert D.;Ciporin, Leon. And the article was included in Journal of Organic Chemistry in 1958.Synthetic Route of C8H5IS This article mentions the following:

The synthesis of 3,3′-bithianaphthyl (I) was accomplished by using the Ullmann reaction with 3-iodothianaphthene (II). Preparation of 3-phenylthianaphthene (III) and 3-(1-naphthyl)thianaphthene (IV) was successfully realized by the reaction of 3-thianaphthenylmagnesium bromide (V) with the appropriate cyclic ketone followed by hydrolysis, dehydration, and dehydrogenation. Five previously unreported ο-aroyl-p-chlorophenyl Me sulfides (Va) were prepared by Friedel-Crafts acylation of p-ClC₆H₄SMe (VI) and the yields in the acylation reactions were correlated with the amount of steric hindrance involved in the formation of the sulfides. The ring closure with ClCH₂CO₂H (VII) of 3 of Va was carried out to yield the corresponding 5-chloro-3-aryl-2-thianaphthenecarboxylic acids (VIIa) which were previously unknown. Thianaphthene and iodine gave II. II (0.50 g.) heated to 150°, during 20 min. the temperature raised gradually to 270° with addition of 2.5 g. Cu bronze, the temperature kept 2 hrs. at 270-80°, the cooled mass extracted with cold CHCl₃, and evaporated gave 0.2 g. polymeric substance, m. 258-9° (C₆H₆). The residue from the CHCl₃ extraction extracted 30 hrs. with hot CHCl₃ and filtered gave 0.4 g. crude I, m. above 370° (C₆H₆). V gave 3-(1-cyclohexenyl)thianaphthene (VIII) and 3-(3,4-dihydro-1-naphthyl)thianaphthene (IX) and aromatization of VIII and IX was accomplished as follows. VIII or IX heated at 240-50° with the required amount of S until the H₂S evolution ceased, the cooled mass dissolved in hot C₆H₆, the unchanged S removed, the filtrate washed with 10% Na₂SO₃, and dried gave a residue which sublimed at 230-40°/10 mm. gave the appropriate III and IV. III m. 172-3°, 17% yield, and IV m. 90-2°, 38% yield. p-ClC₆H₄SH (100 g.) in 350 ml. 10% NaOH treated during 0.5 hr. with 177 g. Me₂SO₄, an addnl. 150 ml. 10% NaOH added to maintain alkalinity, extracted with Et₂O, the extract dried, evaporated, and the crude product distilled gave 94.7 g. VI, b₁₄ 107°, n²⁰_D 1.5997. Va were prepared as follows. Equimolar amounts of the aroyl chloride and anhydrous AlCl₃ brought together at a temperature 5° higher than the m.p. of the aroyl chloride, 1/6 to 1/3 the required amount of VI added dropwise during 0.5 hr., the mixture held at the original temperature 10 hrs., the cooled complex poured into dilute HCl and ice, extracted with Et₂O, the Et₂O washed with 10% NaOH, dried, the drying agent removed, and the residue distilled gave Va. The following Va were thus obtained (R in the ο-COR group, m.p., and % yield given): Ph, 101-3°, 38; α-naphthyl, 115-17°, 4; β-naphthyl, 120-1°, 25; α-thienyl, 77-8°, 35; ο-carboxyphenyl, 183-5°, 13. VI (10 g.), 4.6 g. ο-C₈H₄(CO)₂O, and 10.5 g. anhydrous AlCl₃ kept 4 hrs. at 80°, the mixture cooled, decomposed with H₂O, steam distilled to remove unreacted VI, the residue extracted with hot CHCl₃ to remove the anhydride, and the CHCl₃ evaporated gave a solid residue which washed with ligroine and recrystallized gave Va (R = ο-carboxyphenyl). VIIa were prepared as follows. The Va added to 4-6 moles excess VII, the solution kept 10-72 hrs. at 80-130°, and H₂O added precipitated the VIIa which was collected and recrystallized from C₆H₆. The VIIa so obtained were (aryl group, m.p., and % yield given): Ph, 263-5°, 16; α-thienyl, 267-8°, 53; ο-carboxyphenyl, 282-4°, 61. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Synthetic Route of C8H5IS).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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. 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.Synthetic Route of C8H5IS

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

Cyclocarbopalladation of Alkynes: A Stereoselective Method for Preparing Dibenzoxapine Containing Tetrasubstituted Exocyclic Alkenes was written by Yu, Hannah;Richey, Rachel N.;Carson, Matthew W.;Coghlan, Michael J.. And the article was included in Organic Letters in 2006.Safety of (5-Fluoro-2-iodophenyl)methanol This article mentions the following:

A palladium-catalyzed cascade carbometalation-cross coupling of alkyne route was developed for the preparation of tetrasubstituted exocyclic alkenes with high stereo- and regiocontrol. The effectiveness of this novel methodol. was demonstrated by the synthesis of a number of dibenzoxepins in sufficient quantities to support their further development. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Safety of (5-Fluoro-2-iodophenyl)methanol).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. 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.Safety of (5-Fluoro-2-iodophenyl)methanol

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

Bottom-up synthesis of fully sp² hybridized three-dimensional microporous graphitic frameworks as metal-free catalysts was written by Talapaneni, Siddulu Naidu;Kim, Jaehoon;Je, Sang Hyun;Buyukcakir, Onur;Oh, Jihun;Coskun, Ali. And the article was included in Journal of Materials Chemistry A: Materials for Energy and Sustainability in 2017.Electric Literature of C8H9IO2 This article mentions the following:

We report on the bottom-up synthesis of a fully sp²-hybridized nitrogenated three-dimensional microporous graphitic framework (3D-MGF) starting from a highly preorganized, saddle-shaped tetraphenylene derivative under ionothermal reaction conditions. The 3D-MGF showed high stability and a surface area of 928 m² g^-1 along with a narrow pore size distribution. Our approach enabled template-free inclusion of the third dimension into the graphitic frameworks while retaining π-conjugation and conductivity, which was verified by their activity as metal-free electrocatalysts for the hydrogen evolution reaction. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Electric Literature of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. 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.Electric Literature of C8H9IO2

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

Study of the reaction of several ketone enolates with 3-iodobenzo[b]thiophene under thermally initiated S_RN1 reaction conditions was written by Prats, Montserrat;Galvez, Carmen;Beltran, Lluis. And the article was included in Heterocycles in 1992.HPLC of Formula: 36748-88-6 This article mentions the following:

The reaction of 3-iodobenzo[b]thiophene with the potassium enolates of cyclohexanone, acetone, and acetophenone in DMSO for 1 h at room temperature in the dark gave the desired α-hetaryl ketones I [RR¹ = (CH₂)₄; R = H, R¹ = Me, Ph] in low yield. The thermally activated S_RN1 reaction with the ion enolate of cyclohexanone was studied in more detail. The radical chain S_RN1 mechanism could compete with one of ionic character. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6HPLC of Formula: 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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. 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: 36748-88-6

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