Tag: 100-200

In 2019,Journal of the American Chemical Society included an article by Garcia, Kevin J.; Gilbert, Michael M.; Weix, Daniel J.. Application In Synthesis of 1-Bromo-2-isopropylbenzene. The article was titled 《Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes To Form Hindered Secondary Alcohols》. The information in the text is summarized as follows:

Transition-metal-catalyzed addition of aryl halides across carbonyls remains poorly developed, especially for aliphatic aldehydes and hindered substrate combinations. We report here that simple nickel complexes of bipyridine and PyBox can catalyze the addition of aryl halides to both aromatic and aliphatic aldehydes using zinc metal as the reducing agent. This convenient approach tolerates acidic functional groups that are not compatible with Grignard reactions, yet sterically hindered substrates still couple in high yield (33 examples, 70% average yield). Mechanistic studies show that an arylnickel, and not an arylzinc, adds efficiently to cyclohexanecarboxaldehyde, but only in the presence of a Lewis acid co-catalyst (ZnBr2). The experimental process involved the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application In Synthesis of 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application In Synthesis of 1-Bromo-2-isopropylbenzene Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Ong, Derek Yiren; Tejo, Ciputra; Xu, Kai; Hirao, Hajime; Chiba, Shunsuke published 《Hydrodehalogenation of Haloarenes by a Sodium Hydride-Iodide Composite》.Angewandte Chemie, International Edition published the findings.Name: 1-Bromo-2-isopropylbenzene The information in the text is summarized as follows:

A simple protocol for hydrodebromination and -deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process. After reading the article, we found that the author used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Name: 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Name: 1-Bromo-2-isopropylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Pitts, Cody Ross; Ling, Bill; Snyder, Joshua A.; Bragg, Arthur E.; Lectka, Thomas published 《Aminofluorination of Cyclopropanes: A Multifold Approach through a Common, Catalytically Generated Intermediate》.Journal of the American Chemical Society published the findings.Synthetic Route of C9H11Br The information in the text is summarized as follows:

We have discovered a highly regioselective aminofluorination of cyclopropanes. Remarkably, four unique sets of conditions-two photochem., two purely chem.-generated the same aminofluorinated adducts in good to excellent yields. The multiple, diverse ways in which the reaction could be initiated provided valuable clues that led to the proposal of a “”unifying”” chain propagation mechanism beyond initiation, tied by a common intermediate. In all, the proposed mechanism herein is substantiated by product distribution studies, kinetic analyses, LFERs, Rehm-Weller estimations of ΔGET, competition experiments, KIEs, fluorescence data, and DFT calculations From a more phys. standpoint, transient-absorption experiments have allowed direct spectroscopic observation of radical ion intermediates (previously only postulated or probed indirectly in photochem. fluorination systems) and, consequently, have provided kinetic support for chain propagation. Lastly, calculations suggest that solvent may play an important role in the cyclopropane ring-opening step. The results came from multiple reactions, including the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Synthetic Route of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Category: bromides-buliding-blocksOn March 31, 2021, Akhtar, Muhammad Saeed; Yang, Won-Guen; Kim, Sung Hong; Lee, Yong Rok published an article in Asian Journal of Organic Chemistry. The article was 《Organic-Inorganic Dual Catalytic System for the Regioselective Construction of Diverse Quinone Derivatives via Benzannulation》. The article mentions the following:

Efficient and regioselective synthesis of highly functionalized naphthoquinones I (R1 = Me, OMe, Ph; R2 = H, Me; R3 = H, Me, Ph; R4 = H, Me, 4-methylpent-3-en-1-yl; R5 = H, Et, 3-methylbut-2-en-1-yl, n-Bu, etc.) and II (R6 = H, Me) and anthraquinone derivatives III was accomplished in good yields using an organic-inorganic dual catalyst through [4+2] cycloaddition reaction between various 1,4-benzenediols 1-4-(OH)2-2-R1-3-R2C6H2 and benzonorbornene-3,6-diol/1,4-naphthalenediol and hydroquinone and α,β-unsaturated aldehydes R4C(CH2R5)=C(R3)CHO. These atom-economic reactions rapidly provided useful cycloaddition adducts in a one-pot reaction. The technique was successfully applied to synthesize tectoquinone, a natural compound found in red heartwood-type Cryptomeria japonica, and 2-(4-methylpent-3-enyl)anthracene-9,10-dione, found in the roots of Sesamum indicum, and their analogs. After reading the article, we found that the author used 2-Bromobenzene-1,4-diol(cas: 583-69-7Category: bromides-buliding-blocks)

2-Bromobenzene-1,4-diol(cas: 583-69-7) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Category: bromides-buliding-blocks Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7051-34-5In 2021 ,《Iron-Catalyzed Tertiary Alkylation of Terminal Alkynes with 1,3-Diesters via a Functionalized Alkyl Radical》 was published in Angewandte Chemie, International Edition. The article was written by Tian, Ming-Qing; Shen, Zhen-Yao; Zhao, Xuefei; Walsh, Patrick J.; Hu, Xu-Hong. The article contains the following contents:

Direct oxidative C(sp)-H/C(sp3)-H cross-coupling offers an ideal and environmentally benign protocol for C(sp)-C(sp3) bond formations. As such, reactivity and site-selectivity with respect to C(sp3)-H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron-catalyzed/silver-mediated tertiary alkylation of terminal alkynes with readily available and versatile 1,3-dicarbonyl compounds The reaction is suitable for an array of substrates and proceeds in a highly selective manner even employing alkanes containing other tertiary, benzylic, and C(sp3)-H bonds alpha to heteroatoms. Elaboration of the products enables the synthesis of a series of versatile building blocks. Control experiments implicate the in situ generation of a tertiary carbon-centered radical species. The results came from multiple reactions, including the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5Application of 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Application of 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Cao, Lixin; Cai, Zhengguo; Li, Mingyuan published an article in Macromolecules (Washington, DC, United States). The title of the article was 《Phosphinobenzenamine Nickel Catalyzed Efficient Copolymerization of Methyl Acrylate with Ethylene and Norbornene》.Related Products of 7073-94-1 The author mentioned the following in the article:

A series of phosphinobenzenamine-based nickel complexes bearing substituted phenylphosphine ligands were synthesized and characterized. These nickel complexes combined with methylaluminoxane (MAO) exhibited very high activity (~106 g mol-1 h-1) and good thermal stability for norbornene polymerization The nickel catalysts were able to conduct copolymerization of norbornene and Me acrylate (MA) with high activity (3.76 x 105 g mol-1 h-1) to give high-mol.-weight functionalized cyclic olefin copolymer (COC) with reasonable MA incorporation (2.39-6.47 mol %). Moreover, the nickel catalysts also promote the copolymerization of ethylene and MA with moderate activity (~104 g mol-1 h-1) to produce semicrystalline high-mol.-weight polar functionalized polyethylene (PE). The MA incorporation in the copolymer was controlled in a wide range (up to 15.5 mol %). These complexes without any sterically bulky substituent on the ligand are distinctive examples of earth-abundant nickel complexes toward the direct copolymerization of ethylene or norbornene with the challenging vinyl polar monomer MA. The results came from multiple reactions, including the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Related Products of 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Related Products of 7073-94-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Murphy, Manoharan; Theyagarajan, K.; Thenmozhi, Kathavarayan; Senthilkumar, Sellappan published an article in 2021. The article was titled 《Direct electrochemistry of covalently immobilized hemoglobin on a naphthylimidazolium butyric acid ionic liquid/MWCNT matrix》, and you may find the article in Colloids and Surfaces, B: Biointerfaces.Application of 2623-87-2 The information in the text is summarized as follows:

Monitoring the concentration levels of hydrogen peroxide (H2O2) is significant in both clin. and industrial applications. Herein, we develop a facile biosensor for the detection of H2O2 based on direct electron transfer of Hb (Hb), which was covalently immobilized on a hydrophobic naphthylimidazolium butyric acid ionic liquid (NIBA-IL) over a multiwalled carbon nanotube (MWCNT) modified glassy carbon electrode (GCE) to obtain an Hb/NIBA-IL/MWCNT/GCE. Highly water-soluble Hb protein was firmly immobilized on NIBA-IL via stable amide bonding between the free -NH2 groups of Hb and -COOH groups of NIBA-IL via EDC/NHS coupling. Thus fabricated biosensor showed a well resolved redox peak with a cathodic peak potential (Epc) at -0.35 V and anodic peak potential (Epa) at -0.29 V with a formal potential (E°’) of -0.32 V, which corresponds to the deeply buried FeIII/FeII redox center of Hb, thereby direct electrochem. of Hb was established. Further, the modified electrode demonstrated very good electrocatalytic activity towards H2O2 reduction and showed a wide linear range of detection from 0.01 to 6.3 mM with a limit of detection and sensitivity of 3.2μM and 111μA mM-1 cm-2, resp. Moreover, the developed biosensor displayed high operational stability under dynamic conditions as well as during continuous potential cycles and showed reliable reproducibility. The superior performance of the fabricated biosensor is attributed to the effective covalent immobilization of Hb on the newly developed highly conducting and biocompatible NIBA-IL/MWCNT/GCE platform. In the experimental materials used by the author, we found 4-Bromobutanoic acid(cas: 2623-87-2Application of 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Application of 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fernandes, Debora da S. M.; Lago, Aline de F. S.; Thomasi, Sergio S.; Freitas, Matheus P. published an article in 2021. The article was titled 《Conformational analysis of halobenzaldehydes: A theoretical and spectroscopic study》, and you may find the article in Journal of Molecular Structure.HPLC of Formula: 6630-33-7 The information in the text is summarized as follows:

Rotation of the formyl group in halobenzaldehydes (halo = F, Cl, and Br) has been studied through high-level d. functional theory (DFT) calculations and natural bond orbital (NBO) anal. The isomeric and conformational energies are dictated by non-Lewis and Lewis-type interactions. The 4-substituted benzaldehydes the most stable isomer due especially to an effective electron resonance and small dipole moment, while destabilizing Lewis-type interactions slightly override the non-Lewis electron delocalization both in the syn and anti conformers of meta isomer. No significant halogen effect is observed on stabilities, excepting for the least stable ortho isomer, where the halogen interacts with the formyl group. Such interaction is more repulsive in the syn conformer (where the halogen and oxygen atoms face one another), but the nature of this interaction changes from predominantly electrostatic to steric contribution on going from F to Br. IR stretching vibrations, as well as NMR chem. shifts and spin-spin coupling constants, provided valuable insight into through-bond and through-space effects influencing the stabilities of these compounds In the part of experimental materials, we found many familiar compounds, such as o-Bromobenzaldehyde(cas: 6630-33-7HPLC of Formula: 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.HPLC of Formula: 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Farizyan, Mirxan; Mondal, Arup; Mal, Sourjya; Deufel, Fritz; van Gemmeren, Manuel published their research in Journal of the American Chemical Society in 2021. The article was titled 《Palladium-Catalyzed Nondirected Late-Stage C-H Deuteration of Arenes》.Computed Properties of C9H11Br The article contains the following contents:

Herein, palladium catalyzed nondirected late-stage deuteration of arenes is discussed. Key aspects include the use of D2O as a convenient and easily available deuterium source and the discovery of highly active N,N-bidentate ligands containing an N-acyl sulfonamide group. The reported protocol enables high degrees of deuterium incorporation via a reversible C-H activation step and features an extraordinary functional group tolerance, allowing for the deuteration of complex substrates. This is exemplified by the late-stage isotopic labeling of various pharmaceutically relevant motifs and related scaffolds. This method, among other applications, will prove useful as a tool in drug development processes and for mechanistic studies. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Computed Properties of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Computed Properties of C9H11Br Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《A transient directing group strategy enables enantioselective reductive Heck hydroarylation of alkenes》 was written by Oxtoby, Lucas J.; Li, Zi-Qi; Tran, Van T.; Erbay, Tugce G.; Deng, Ruohan; Liu, Peng; Engle, Keary M.. Application of 6630-33-7 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Metal-coordinating directing groups have seen extensive use in the field of transition-metal-catalyzed alkene functionalization; however, their waste-generating installation and removal steps limit the efficiency and practicality of reactions that rely on their use. Inspired by developments in asym. organocatalysis, where reactions rely on reversible covalent interactions between an organic substrate and a chiral mediator, we have developed a transient-directing-group approach to reductive Heck hydroarylation of alkenyl benzaldehyde substrates that proceeds under mild conditions. Highly stereoselective migratory insertion is facilitated by in situ formation of an imine from catalytic amounts of a com. available amino acid additive. Computational studies reveal an unusual mode of enantioinduction by the remote chiral center in the transient directing group. Metal-coordinating directing groups have seen extensive use in the field of transition-metal-mediated functionalization of alkenes; however, their waste-generating installation and removal steps limit the efficiency and practicality of reactions that rely on their use. Inspired by developments in the field of C-H activation, herein we report a transient directing group approach to reductive Heck hydroarylation of alkenyl benzaldehyde substrates that proceeds under mild conditions. Highly stereoselective migratory insertion is facilitated by in situ formation of an imine from catalytic amounts of com. available amino acid additive. Computational studies reveal an unusual mode of enantioinduction by the remote chiral center in the transient directing group. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Application of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application of 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary