Category: 16356-02-8

Cobalt Octacarbonyl-Catalyzed Scalable Alkyne Cyclotrimerization and Crossed [2 + 2 + 2]-Cycloaddition Reaction in a Plug Flow Reactor was written by Garcia-Lacuna, Jorge;Dominguez, Gema;Blanco-Urgoiti, Jaime;Perez-Castells, Javier. And the article was included in Organic Letters in 2018.Product Details of 16356-02-8 This article mentions the following:

Cobalt-catalyzed alkyne cyclotrimerization and crossed [2 + 2 + 2] cycloadditions are developed in a plug flow reactor. The protocol generally uses 5 mol % of Co₂(CO)₈ and is scalable at least at multigram scale. Efficient and scalable use of Co₂(CO)₈ for crossed reactions of diynes and alkynes has hardly any precedent. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Product Details of 16356-02-8).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Product Details of 16356-02-8

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Expanded Helicenes: A General Synthetic Strategy and Remarkable Supramolecular and Solid-State Behavior was written by Kiel, Gavin R.;Patel, Sajan C.;Smith, Patrick W.;Levine, Daniel S.;Tilley, T. Don. And the article was included in Journal of the American Chemical Society in 2017.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:

A divergent synthetic strategy allowed access to several members of a new class of helicenes, the “expanded helicenes”, which are composed of alternating linearly and angularly fused rings. The strategy is based on a three-fold, partially intermol. [2+2+n] (n = 1 or 2) cycloaddition with substrates containing three diyne units. Investigation of aggregation behavior, both in solution and in the solid state, revealed that one of these compounds forms an unusual homochiral, 锜?stacked dimer via an equilibrium that is slow on the NMR time scale. The versatility of the method was harnessed to access a selenophene-annulated expanded helicene that, in contrast to its benzannulated analog, exhibits long-range 锜?stacking in the solid state. The new helicenes possess low racemization barriers, as demonstrated by dynamic ¹H NMR spectroscopy. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Safety of 1,4-Dimethoxy-2-butyne).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O閳ユ椊 or N閳ユ椊 bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Safety of 1,4-Dimethoxy-2-butyne

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Expanded Helicenes: A General Synthetic Strategy and Remarkable Supramolecular and Solid-State Behavior was written by Kiel, Gavin R.;Patel, Sajan C.;Smith, Patrick W.;Levine, Daniel S.;Tilley, T. Don. And the article was included in Journal of the American Chemical Society in 2017.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:

A divergent synthetic strategy allowed access to several members of a new class of helicenes, the “expanded helicenes”, which are composed of alternating linearly and angularly fused rings. The strategy is based on a three-fold, partially intermol. [2+2+n] (n = 1 or 2) cycloaddition with substrates containing three diyne units. Investigation of aggregation behavior, both in solution and in the solid state, revealed that one of these compounds forms an unusual homochiral, π-stacked dimer via an equilibrium that is slow on the NMR time scale. The versatility of the method was harnessed to access a selenophene-annulated expanded helicene that, in contrast to its benzannulated analog, exhibits long-range π-stacking in the solid state. The new helicenes possess low racemization barriers, as demonstrated by dynamic ¹H NMR spectroscopy. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Safety of 1,4-Dimethoxy-2-butyne).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Safety of 1,4-Dimethoxy-2-butyne

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Semi-Reduction of Internal Alkynes with Prototypical Subnanometric Metal Surfaces: Bridging Homogeneous and Heterogeneous Catalysis with Trinuclear All-Metal Aromatics was written by Monfredini, Anna;Santacroce, Veronica;Marchio, Luciano;Maggi, Raimondo;Bigi, Franca;Maestri, Giovanni;Malacria, Max. And the article was included in ACS Sustainable Chemistry & Engineering in 2017.Name: 1,4-Dimethoxy-2-butyne This article mentions the following:

Suitably delocalized metal-metal bonds can stabilize a particular class of discrete trinuclear complexes that are the transition-metal counterparts of carbon-based aromatics This chem. stability has pivoted the development of an advantageous catalytic method for the semiredn. of internal alkynes under transfer hydrogenation condition. The reaction does not require any addnl. solvent and a simple workup delivers pure products. This combines with broad functional group tolerance, complete cis-selectivity and catalytic charges down to 100 ppm on multigram scale. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Name: 1,4-Dimethoxy-2-butyne).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Name: 1,4-Dimethoxy-2-butyne

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cobalt-catalyzed cyclization of benzamides with alkynes: a facile route to isoquinolones with hydrogen evolution was written by Manoharan, Ramasamy;Jeganmohan, Masilamani. And the article was included in Organic & Biomolecular Chemistry in 2018.Application of 16356-02-8 This article mentions the following:

The reaction of benzamides with alkynes assisted by an 8-aminoquinoline ligand in the presence of Co(OAc)₂·4H₂O and pivalic acid under an air atm. provided isoquinolone derivatives in good to excellent yields. In this reaction, the active Co(III) species is regenerated by the reaction of Co(I) species with pivalic acid under an air atm. with hydrogen evolution. The proposed mechanism was supported by competition experiments, deuterium labeling studies, radical scavenger experiments and kinetic studies. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Application of 16356-02-8).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Application of 16356-02-8

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthesis of functionalized benzobarrelenes and azabenzobarrelenes by rhodium-catalyzed [2+2+2] cycloaddition was written by Miyauchi, Yuta;Shibata, Yu;Tanaka, Ken. And the article was included in Chemistry Letters in 2016.Application of 16356-02-8 This article mentions the following:

It has been established that a cationic rhodium(I)/H₈-BINAP complex catalyzes the [2+2+2] cycloaddition of cyclohexadiene- linked 1,7-diynes with monoynes to produce functionalized benzobarrelenes. Functionalized azabenzobarrelenes were also obtained by using BINAP as a ligand and nitriles as coupling partners. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Application of 16356-02-8).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Application of 16356-02-8

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzothiophenes via the Annulation of Aryl Sulfides with Alkynes was written by Masuya, Yoshihiro;Tobisu, Mamoru;Chatani, Naoto. And the article was included in Organic Letters in 2016.Application of 16356-02-8 This article mentions the following:

A new method has been developed for the synthesis of 2,3-disubstituted benzothiophenes involving the palladium-catalyzed annulation of aryl sulfides with alkynes. This convergent approach exhibited good functional group tolerance, providing rapid access to a diverse array of derivatives from simple, readily available starting materials. This protocol can also be used to synthesize 2-silyl-substituted benzothiophenes, which can be used as versatile platforms for the synthesis of 2,3-unsym. substituted benzothiophenes. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Application of 16356-02-8).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Application of 16356-02-8

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Selective Hydrosilylation of Alkynes with Octaspherosilicate (HSiMe₂O)₈Si₈O₁₂ was written by Stefanowska, Kinga;Franczyk, Adrian;Szyling, Jakub;Pyziak, Mikolaj;Pawluc, Piotr;Walkowiak, Jedrzej. And the article was included in Chemistry – An Asian Journal in 2018.COA of Formula: C6H10O2 This article mentions the following:

Comprehensive studies on Pt-catalyzed hydrosilylation of a wide range of terminal and internal alkynes with spherosilicate (HSiMe₂O)₈Si₈O₁₂ (1a) were performed. The influence of the reaction parameters and the types of reagents and catalysts on the efficiency of the process, which enabled the creation of a versatile and selective method to synthesize olefin octafunctionalized octaspherosilicates, was studied. Within this work, twenty novel 1,2-(E)-disubstituted and 1,1,2-(E)-trisubstituted alkenyl-octaspherosilicates (3a–m, 6n–t) were selectively obtained with high yields, and fully characterized (¹H, ¹³C, ²⁹Si NMR, FTIR, MALDI TOF or TOF MS ES⁺ anal.). Also, the mol. structure of (Me₃Si(H)C:C(H)SiMe₂O)₈Si₈O₁₂ (3a) was determined by x-ray crystallog. for the 1st time. The developed procedures are the 1st that allow selective hydrosilylation of terminal silyl, germyl, aryl, and alkyl alkynes with 1a, as well as the direct introduction of sixteen functional groups into the 1a structure by the hydrosilylation of internal alkynes. This method constituted a powerful tool for the synthesis of hyperbranched compounds with a Si-O based cubic core. The resulting products, owing to their unique structure and physicochem. properties, are considered novel, multifunctional, hybrid, and nanometric building blocks, intended for the synthesis of star-shaped mols. or macromols., as well as nanofillers and polymer modifiers. In the presented syntheses, com. available reagents and catalysts were used, so these methods can be easily repeated, rapidly scaled up, and widely applied. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8COA of Formula: C6H10O2).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).COA of Formula: C6H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Ruthenium(II)/N-Heterocyclic Carbene Catalyzed [3+2] Carbocyclization with Aromatic N-H Ketimines and Internal Alkynes was written by Zhang, Jing;Ugrinov, Angel;Zhao, Pinjing. And the article was included in Angewandte Chemie, International Edition in 2013.HPLC of Formula: 16356-02-8 This article mentions the following:

A ruthenium(II)-catalyzed C-H functionalization by tandem imine-directed C-H bond activation and [3+2]-carbocyclization with internal alkynes to give indenamines, e.g., I, was reported. The reaction proceeded in general at room temperature and without the use of either strong oxidants or acid/base additives. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8HPLC of Formula: 16356-02-8).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.HPLC of Formula: 16356-02-8

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Rhodium(III)-catalyzed synthesis of cinnolinium salts from azobenzenes and alkynes: application to the synthesis of indoles and cinnolines was written by Muralirajan, Krishnamoorthy;Cheng, Chien-Hong. And the article was included in Chemistry – A European Journal in 2013.Electric Literature of C6H10O2 This article mentions the following:

A rhodium-catalyzed C-H activation/annulation of azobenzenes with alkynes to give various substituted cinnolinium salts in good to excellent yields is reported. The reaction is compatible with a wide substrate scope and highly atom- and step-economic. The proposed mechanism is strongly supported by the isolation of a five-membered rhodacycle. This protocol has been successfully applied to the synthesis of indole, indoloindole, and cinnoline derivatives In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Electric Literature of C6H10O2).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Electric Literature of C6H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem