Category: 16356-02-8

Cobalt-catalyzed cyclization of N-methoxy benzamides with alkynes using an internal oxidant through C-H/N-O bond activation was written by Sivakumar, Ganesan;Vijeta, Arjun;Jeganmohan, Masilamani. And the article was included in Chemistry – A European Journal in 2016.Reference of 16356-02-8 This article mentions the following:

The cyclization of substituted N-methoxy benzamides with alkynes in the presence of an easily affordable cobalt complex and NaOAc provided isoquinolone derivatives, e.g., I in good to excellent yields. The cyclization reaction was compatible with a range of functional group-substituted benzamides, as well as ester- and alc.-substituted alkynes. The cobalt complex [Co^IIICp*(OR)₂] (R = Me or Ac) served as an efficient catalyst for the cyclization reaction. Later, isoquinolone derivatives were converted into 1-chloro and 1-bromo substituted isoquinoline derivatives in excellent yields in the presence of POCl₃ or PBr₃. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Reference 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. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Reference of 16356-02-8

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

Directed Evolution of a Cp*Rh^III-Linked Biohybrid Catalyst Based on a Screening Platform with Affinity Purification was written by Kato, Shunsuke;Onoda, Akira;Taniguchi, Naomasa;Schwaneberg, Ulrich;Hayashi, Takashi. And the article was included in ChemBioChem in 2021.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:

Directed evolution of Cp*Rh^III-linked nitrobindin (NB), a biohybrid catalyst, was performed based on an in vitro screening approach. A key aspect of this effort was the establishment of a high-throughput screening (HTS) platform that involves an affinity purification step employing a starch-agarose resin for a maltose binding protein (MBP) tag. The HTS platform enables efficient preparation of the purified MBP-tagged biohybrid catalysts in a 96-well format and eliminates background influence of the host E. coli cells. Three rounds of directed evolution and screening of more than 4000 clones yielded a Cp*Rh^III-linked NB(T98H/L100K/K127E) variant with a 4.9-fold enhanced activity for the cycloaddition of acetophenone oximes with alkynes. It is confirmed that this HTS platform for directed evolution provides an efficient strategy for generating highly active biohybrid catalysts incorporating a synthetic metal cofactor. 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. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. 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).Safety of 1,4-Dimethoxy-2-butyne

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

Nickel-Catalyzed Reaction of Thioisatins and Alkynes: A Facile Synthesis of Thiochromones was written by Inami, Tasuku;Kurahashi, Takuya;Matsubara, Seijiro. And the article was included in Organic Letters in 2014.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:

A new synthetic method for thiochromones was developed by using nickel-catalyzed decarbonylative cycloaddition of readily available thioisatins with alkynes. This reaction proceeded under very mild conditions and has quite high functional group compatibility. 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. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Safety of 1,4-Dimethoxy-2-butyne

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

Gold(I)-catalyzed addition of carboxylic acids to internal alkynes in aqueous medium was written by Gonzalez-Liste, Pedro J.;Garcia-Garrido, Sergio E.;Cadierno, Victorio. And the article was included in Organic & Biomolecular Chemistry in 2017.HPLC of Formula: 16356-02-8 This article mentions the following:

The efficient hydro-oxycarbonylation of sym. and unsym. internal alkynes RCCR¹ (R = R¹ = CH₂CH₃; R = C₆H₅, R¹ = CH₃; R = CH₃, R¹ = C(O)₂CH₂CH₃, etc.) with carboxylic acids R²C(O)₂H [R² = C₆H₅, (CH₂)₅CH₃, cyclohexyl, etc.] in water at 60 闁硅櫣鐓? employs the catalytic system [AuCl(PPh₃)]/AgOAc (5 mol%) has been reported. This simple and eco-friendly protocol allows for the synthesis of a wide variety of trisubstituted enol esters (Z)-I and (Z)-II in high yields and with complete Z-stereoselectivity. The use of microwave irradiation as an alternative energy source has also been evaluated. 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. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. 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

Scalable, Divergent Synthesis of a High Aspect Ratio Carbon Nanobelt was written by Bergman, Harrison M.;Kiel, Gavin R.;Handford, Rex C.;Liu, Yi;Tilley, T. Don. And the article was included in Journal of the American Chemical Society in 2021.Formula: C6H10O2 This article mentions the following:

Carbon nanobelts are mols. of high fundamental and technol. interest due to their structural similarity to carbon nanotubes, of which they are mol. cutouts. Despite this attention, synthetic accessibility is a major obstacle, such that the few known strategies offer limited structural diversity, functionality, and scalability. To address this bottleneck, we have developed a new strategy that utilizes highly fused monomer units constructed via a site-selective [2 + 2 + 2] cycloaddition and a high-yielding zirconocene-mediated macrocyclization to achieve the synthesis of a new carbon nanobelt on large scale with the introduction of functional handles in the penultimate step. This nanobelt represents a diagonal cross section of an armchair carbon nanotube and consequently has a longitudinally extended structure with an aspect ratio of 1.6, the highest of any reported nanobelt. This elongated structure promotes solid-state packing into aligned columns that mimic the parent carbon nanotube and facilitates unprecedented host-guest chem. with oligo-arylene guests in nonpolar solvents. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Formula: C6H10O2).

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.Formula: C6H10O2

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

A Unifying Synthesis Approach to the C₁₈-, C₁₉-, and C₂₀-Diterpenoid Alkaloids was written by Kou, Kevin G. M.;Kulyk, Svitlana;Marth, Christopher J.;Lee, Jack C.;Doering, Nicolle A.;Li, Beryl X.;Gallego, Gary M.;Lebold, Terry P.;Sarpong, Richmond. And the article was included in Journal of the American Chemical Society in 2017.Synthetic Route of C6H10O2 This article mentions the following:

The secondary metabolites that comprise the diterpenoid alkaloids are categorized into C18-, C19-, and C20-families depending on the number of contiguous carbon atoms that constitute their central framework. Herein, we detail our efforts to prepare these mols. by chem. synthesis, including a photochem. approach, and ultimately a bioinspired strategy that has resulted in the development of a unifying synthesis of one C18 (weisaconitine D), one C19 (liljestrandinine), and three C20 (cochlearenine, paniculamine, and N-ethyl-1浼?hydroxy-17-veratroyldictyzine) natural products from a common intermediate. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Synthetic Route of C6H10O2).

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. Ethers feature bent C閳ユ彊閳ユ弲 linkages. In dimethyl ether, the bond angle is 111鎺?and C閳ユ彊 distances are 141 pm. The barrier to rotation about the C閳ユ彊 bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Synthetic Route of C6H10O2

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

Iridium Catalyzed Carbocyclizations: Efficient (5+2) Cycloadditions of Vinylcyclopropanes and Alkynes was written by Melcher, Michaela-Christina;von Wachenfeldt, Henrik;Sundin, Anders;Strand, Daniel. And the article was included in Chemistry – A European Journal in 2015.Recommanded Product: 1,4-Dimethoxy-2-butyne This article mentions the following:

Third-row transition metal catalysts remain a largely untapped resource in cycloaddition reactions for the formation of medium-sized rings. Herein, we report the first examples of iridium-catalyzed inter- and intramol. vinylcyclopropane (VCP)-alkyne (5+2) cycloadditions DFT modeling suggests that catalysis by iridium(I) proceeds through a mechanism similar to that previously reported for rhodium(I)-catalyzed VCP-alkyne cycloadditions, but a smaller free energy span for iridium enables substantially faster catalysis under favorable conditions. The system is characterized by up to quant. yields and is amenable to an array of disubstituted alkynes and vinylcyclopropanes. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Recommanded Product: 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. 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.Recommanded Product: 1,4-Dimethoxy-2-butyne

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

An effective hydrosilylation of alkynes in supercritical CO₂ – A green approach to alkenyl silanes was written by Stefanowska, Kinga;Franczyk, Adrian;Szyling, Jakub;Salamon, Katarzyna;Marciniec, Bogdan;Walkowiak, Jedrzej. And the article was included in Journal of Catalysis in 2017.Reference of 16356-02-8 This article mentions the following:

Hydrosilylation of a wide group of alkynes (terminal and internal) with four structurally different silanes was for the 1st time performed in supercritical CO₂ (scCO₂). The results clearly showed the advantages as well as the limitations of using of scCO₂ as a reaction and extraction medium for hydrosilylation of numerous alkynes with different functionality and volatility. Procedures for the synthesis and isolation of over forty silyl ethenes were described, among which more than twenty for the 1st time. Obtained products were fully characterized by ¹H, ¹³C, ²⁹Si NMR, GC-MS, and EA. Also, by x-ray crystallog., the mol. structures of (E)-3-(1,1,1,3,5,5,5-heptamethyltrisiloxan-3-yl)-2,5-dimethylhex-3-ene-2,5-diol (3n) and (E)-triethyl(2-(triphenylsilyl)vinyl)silane (12a) were determined for the 1st time. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Reference 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. Ethers feature bent C閳ユ彊閳ユ弲 linkages. In dimethyl ether, the bond angle is 111鎺?and C閳ユ彊 distances are 141 pm. The barrier to rotation about the C閳ユ彊 bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Reference of 16356-02-8

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

Impregnated Platinum on Magnetite as an Efficient, Fast, and Recyclable Catalyst for the Hydrosilylation of Alkynes was written by Cano, Rafael;Yus, Miguel;Ramon, Diego J.. And the article was included in ACS Catalysis in 2012.Recommanded Product: 16356-02-8 This article mentions the following:

New impregnated platinum on magnetite catalyst has been prepared, characterized and used for the hydrosilylation of different alkynes. The catalyst showed a wide reaction scope, allowing its use for different functionalized alkynes, localized triple bonds, and silane reagents. The reaction is selective for the case of diynes, obtaining the desired mono- or dihydrosilylation processes. The reaction with disilane reagents lead to the incorporation of two alkyne units to the final product. The catalyst is easily prepared and handled, avoiding the use of expensive and difficult to handle organic ligands, and it could be removed from the reaction medium just by sequestering by a magnet. The catalyst could be reused up to ten times with exactly the same activity. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Recommanded Product: 16356-02-8).

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.Recommanded Product: 16356-02-8

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

Iridium-Catalyzed Carbonylative Synthesis of Chromenones from Simple Phenols and Internal Alkynes at Atmospheric Pressure was written by Zhu, Fengxiang;Li, Yahui;Wang, Zechao;Wu, Xiao-Feng. And the article was included in Angewandte Chemie, International Edition in 2016.HPLC of Formula: 16356-02-8 This article mentions the following:

A novel procedure on the carbonylative synthesis of chromenones was developed. With simple phenols and internal alkynes as the substrates, various chromenones were isolated in moderate to good yields with excellent regioselectivity and functional-group tolerance by using iridium as the catalyst and copper as the promotor at atm. pressure. Notably, this is the first example on carbonylative annulation of simple phenols and alkynes. 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. 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. 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