Month: January 2023

Efficient Asymmetric Synthesis of Biologically Important Tryptophan Analogues via a Palladium-Mediated Heteroannulation Reaction was written by Ma, Chunrong;Liu, Xiaoxiang;Li, Xiaoyan;Flippen-Anderson, Judith;Yu, Shu;Cook, James M.. And the article was included in Journal of Organic Chemistry in 2001.HPLC of Formula: 220185-63-7 This article mentions the following:

A novel and concise synthesis of optically active tryptophan derivatives was developed via a palladium-catalyzed heteroannulation reaction of substituted o-iodoanilines with an internal alkyne. The required internal alkyne I was prepared in greater than 96% diastereomeric excess via alkylation of the Schollkopf chiral auxiliary, 3,6-diethoxy-2R-isopropyl-2,5-dihydropyrazine with Me₃SiCCCH₂OP(:O)(OPh)₂. Similarly, alkyne II was obtained from the alkylation of 3,6-diethoxy-2S-isopropyl-2,5-dihydropyrazine by TMSCCCH₂OP(:O)(OPh)₂. I was used as an intermediate in the palladium-catalyzed heteroannulation reaction to afford L-tryptophan analogs, whereas II afforded D-tryptophan analogs. Using this strategy, the first asym. syntheses of L-isotryptophan (III) and L-benz[f]tryptophan (IV) were realized. In addition, the optically pure Et 6-methoxy-D-tryptophanate (V) was prepared by this protocol on a large scale (>300 g). An improved total synthesis of tryprostatin A (VI) was accomplished in 43% overall yield employing this palladium-mediated process. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7HPLC of Formula: 220185-63-7).

4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.HPLC of Formula: 220185-63-7

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

A Novel Approach to Access Aryl Iodides and Disulfides via Dehydrazination of Arylhydrazines and Arylsulfonylhydrazides was written by Balgotra, Shilpi;Kumar Verma, Praveen;Kour, Jaspreet;Gupta, Sorav;Vishwakarma, Ram A.;Sawant, Sanghapal D.. And the article was included in ChemistrySelect in 2018.Safety of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

The direct iodination of arylhydrazines was achieved using I₂ and KOAc in excellent yields. In addition, disulfides were synthesized from arylsulfonylhydrazides in high yields using same catalytic system. The advantageous feature of the present protocol is the exclusion of transition metal catalyst from the reaction for dehydrazination. A number of labile functionalities remain intact during the reaction. 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. 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.Safety of 4-Iodo-1,2-dimethoxybenzene

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

Ligand-enabled β-C-H arylation of α-amino acids without installing exogenous directing groups was written by Chen, Gang;Zhuang, Zhe;Li, Gen-Cheng;Saint-Denis, Tyler G.;Hsiao, Yi;Joe, Candice L.;Yu, Jin-Quan. And the article was included in Angewandte Chemie, International Edition in 2017.Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Herein we report acid-directed β-C(sp³)-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected (Fmoc = 9-fluorenylmethoxycarbonyl) unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp³)-H arylation. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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 4-Iodo-1,2-dimethoxybenzene

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

Fabrication of alternating copolymers based on cyclopentadithiophene-benzothiadiazole dicarboxylic imide with reduced optical band gap: synthesis, optical, electrochemical, thermal, and structural properties was written by Murad, Ary R.;Iraqi, Ahmed;Aziz, Shujahadeen B.;Abdullah, Sozan N.;Brza, Mohamad A.;Saeed, Salah R.;Abdulwahid, Rebar T.. And the article was included in Polymers (Basel, Switzerland) in 2021.Category: iodides-buliding-blocks This article mentions the following:

A series of alternating copolymers containing cyclopentadithiophene (CPDT) flanked by thienyl moieties as electron-donor units and benzothiadiazole dicarboxylic imide (BTDI) as electron-acceptor units were designed and synthesized for solar cell applications. Different solubilizing side chains, including 2-ethylhexyl chains and n-octyl chains were attached to CPDT units, whereas 3,7-dimethyloctyl chains and n-octyl chains were anchored to the BTDI moieties. The impact of these substituents on the solubilities, mol. weights, optical and electrochem. properties, and thermal and structural properties of the resulting polymers was investigated. PCPDTDTBTDI-EH, DMO was synthesized via Suzuki polymerization, whereas PCPDTDTBTDI-8, DMO, and PCPDTDTBTDI-EH, 8 were prepared through direct arylation polymerization PCPDTDTBTDI-8, DMO has the highest number average mol. weight (M_n = 17,400 g mol-1) among all polymers prepared The PCPDTDTBTDI-8, DMO and PCPDTDTBTDI-8, 8 which have n-octyl substituents on their CPDT units have comparable optical band gaps (E_g �1.3 eV), which are around 0.1 eV lower than PCPDTDTBTDI-EH, DMO analogs that have 2-ethylhexyl substituents on their CPDT units. The polymers have their HOMO levels between -5.10 and -5.22 eV with PCPDTDTBTDI-EH, DMO having the deepest HOMO (HOMO) energy level. The LUMO (LUMO) levels of the polymers are between -3.4 and -3.5 eV. All polymers exhibit good thermal stability with decomposition temperatures surpassing 350 °C. Powder X-ray diffraction (XRD) studies have shown that all polymers have the amorphous nature in solid state. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0Category: iodides-buliding-blocks).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Category: iodides-buliding-blocks

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

Five-State Rotary Nanoswitch was written by Gaikwad, Sudhakar;Schmittel, Michael. And the article was included in Journal of Organic Chemistry in 2017.Computed Properties of C10H12I2 This article mentions the following:

In our quest to develop artificial multistate devices, we synthesized the nanomech. switch 1 that is characterized by a tetrahedral core equipped with four pending arms. The rotary arm with its azaterpyridine terminal is intramolecularly coordinated to a zinc(II) porphyrin station that is the terminus of another arm in 1. The two other arms carry identical sterically shielded phenanthroline stations. The 2-fold alternate addition of a copper(I) ion and [1,10]-phenanthroline (1 equiv each) results in the formation of five different switching states (State Iâ†?State IIâ†?State IIIâ†?State IVâ†?State V â†?State I), which force the toggling arm to move back and forth between the zinc(II) porphyrin and phenanthroline stations separated by a distance of 25 Å. All switching states constitute clean single species, except for State III, and thus are fully characterized by spectroscopic methods and elemental anal. Finally, the initial state of nanoswitch was reset by addition of cyclam for complete removal of the copper(I) ions. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Computed Properties of C10H12I2).

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. 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.Computed Properties of C10H12I2

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

Quadruple C-H activation coupled to hydrofunctionalization and C-H silylation/borylation enabled by weakly coordinated palladium catalyst was written by Tang, Bo-Cheng;Lin, Wen-Xuan;Chen, Xiang-Long;He, Cai;Ma, Jin-Tian;Wu, Yan-Dong;Lan, Yu;Wu, An-Xin. And the article was included in Nature Communications in 2020.Formula: C7H3F2IO2 This article mentions the following:

A quadruple C-H activation cascade as well as hydro-functionalization, C-H silylation/borylation sequence based on weakly coordinated palladium catalyst was reported . The hydroxyl group modulated the intrinsic direction of the Heck reaction, and then acts as an interrupter that biases the reaction away from the classic β-H elimination and toward C-H functionalization. Mechanistically, d. functional theory calculation provides important insights into the key six-membered oxo-palladacycle intermediates, and indicates that the β-H elimination was unfavorable both thermodynamically and kinetically. In this article, the versatility of this approach, which was a strategic expansion of the Heck reaction was focused. In the experiment, the researchers used many compounds, for example, 2,2-Difluoro-4-iodobenzo[d][1,3]dioxole (cas: 531508-54-0Formula: C7H3F2IO2).

2,2-Difluoro-4-iodobenzo[d][1,3]dioxole (cas: 531508-54-0) 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.Formula: C7H3F2IO2

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

Synthesis of δ,δ-Diaryl-α-cyanoacrylamides and δ,δ-Diarylallylidiene Malononitriles by Pd(OAc)₂ Catalyzed Mizoroki-Heck Reaction was written by Sengupta, Ayon;Sarkar, Piyali;Maity, Suvendu;Basu, Soumyadip;Ghosh, Prasanta;Rudra, Sonali;Mukhopadhyay, Chhanda. And the article was included in ChemistrySelect in 2021.Category: iodides-buliding-blocks This article mentions the following:

An expeditious route for the stereoselective catalytic monohydration of nitrile and ‘CN’ directed regio-stereoselctive δ-arylation of various arylallylidene malononitriles affording δ, δ-Diaryl-α-cyanoacrylamides in hydrolysis condition and δ, δ-Diarylallylidene malononitriles in anhydrous condition by Pd(OAc)₂ catalyzed Mizoriki-Heck reaction was described. This provides an instantaneous formation of a library of compounds in a very short time period and simple operational process. The structure elucidation of the diastereomers was done by HMBC, HSQC, 2-D NMR experiments and X-ray single crystallog. anal. A probable reaction mechanism directed by nitriles and involvement of syn and anti π-allylic Pd-complexes was proposed that is in consonance with the exptl. findings and product distributions. 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. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Category: iodides-buliding-blocks

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

Durene-decorated CBP derivatives as phosphorescent hosts and exciton-blocking materials for efficient blue OLEDs was written by Deng, Lijun;Wang, Xinzeng;Zhang, Zhengchuan;Li, Jiuyan. And the article was included in Journal of Materials Chemistry in 2012.HPLC of Formula: 3268-21-1 This article mentions the following:

Two novel durene-containing mols., 1,4-bis[4-(9-carbazolyl)phenyl]durene (CPD) and 1,4-bis{4-[9-(3,6-(di-tert-butyl)carbazoyl)]phenyl}durene (Me₃CCPD), which are derived from 4,4′-bis(9-carbazolyl)biphenyl (CBP) by inserting durene in its biphenyl core, are designed and synthesized for use as host materials for blue phosphors in organic LEDs (OLEDs). Inserting durene in biphenyl causes a right-angle torsion between the durene and the adjacent Ph groups due to the strong steric hindrance effect of the durene group, confining the effective π-conjugation on only one carbazole and 1 Ph and increasing the triplet energies of CPD and Me₃CCPD to >3.0 eV. These durene-decorated mols. show higher thermal stabilities than many other CBP derivatives Blue phosphorescent OLEDs were fabricated using CPD and Me₃CCPD as triplet hosts and traditional Ir(III) bis(4,6-(difluorophenyl)pyridinato-N,C^2′)picolinate (FIrpic) as a dopant and excellent performances were achieved. In particular, peak efficiencies of 26.2 cd A^-1 and 14.8 lm W^-1 were realized when CPD was used as both a host and exciton-blocking material. This is the 1st report using durene to tune the triplet energy levels of phosphorescent host materials. 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. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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

Opening Metal-Organic Frameworks Volume 2: Inserting Longer Pillars into Pillared-Paddlewheel Structures through Solvent-Assisted Linker Exchange was written by Karagiaridi, Olga;Bury, Wojciech;Tylianakis, Emmanuel;Sarjeant, Amy A.;Hupp, Joseph T.;Farha, Omar K.. And the article was included in Chemistry of Materials in 2013.Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

Solvent-assisted linker exchange (SALE) was performed on a pillared-paddlewheel metal-organic framework (MOF), SALEM-5, to achieve incorporation of longer linkers into the material. The 9-Å meso-1,2-di(4-pyridyl)-1,2-ethanediol pillar of SALEM-5 was successfully replaced by 11-Å, 14-Å, and 17-Å pillars to generate daughter MOFs SALEM-6, SALEM-7, and SALEM-8. The daughter frameworks possess more open cages, as was demonstrated by structural modeling from the powder x-ray diffraction patterns, and larger solvent accessible space, as was demonstrated by TGA. Finally, a study was performed to examine the effect of pK_a of monoprotonated dipyridyl pillars (as an indicator of the Zn-L bond strength) on the outcome of SALE. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Safety 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. 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.Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Synthesis of 1,8-, 1,6- and 3,6-dichloro-9H-thioxanthen-9-ones was written by Okabayashi, Ichizo;Fujiwara, Hidetoshi;Tanaka, Chika. And the article was included in Journal of Heterocyclic Chemistry in 1991.Product Details of 13420-63-8 This article mentions the following:

Cyclization of chlorinated (phenylthio)benzoic acid I gave a mixture of 1,8-(II) and 1,6-dichloro-9H-thioxanthen-9-ones (III). The mixture was converted to 1,8-diamino- and 1-amino-6-chloro-9H-thioxanthen-9-ones from which II and III were sep. prepared 3,6-Dichloro-9H-thioxanthen-9-one was similarly prepared In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Product Details of 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) 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. 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.Product Details of 13420-63-8

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