Tag: 0-100

Carboxylate-Functionalized Zeolitic Imidazolate Framework Enables Catalytic N-Formylation Using Ambient CO₂ was written by Li, Zhengyi;Li, Hu;Yang, Song. And the article was included in Advanced Sustainable Systems in 2022.Synthetic Route of C4H7NO This article mentions the following:

In this work, carboxylate-functionalized zeolitic imidazolate framework (F-ZIF-90) with good crystallinity and porosity was constructed from ZIF-90 and employed as a robust heterogeneous catalyst to boost the reductive N-functionalization of various amines with CO₂ to furnish N-formyl compounds (up to 99% yield) in the presence of PhSiH3 under an ambient environment. The imidazole carboxylate species (COO-) can not only activate hydrosilane and CO₂ to form the key intermediate formoxysilane but also activate amines to participate in the N-formylation reaction to obtain the target product. Moreover, it can enhance the catalyst capture and exchange ability toward ambient CO₂. The powerful adsorption capacity of the F-ZIF-90 catalyst toward CO₂ was conducive to elevating CO₂ concentration around the active species. Theor. calculations showed that the carboxylate-mediated conversion path undergoes the transition state of hydrosilane activation with a relatively lower energy barrier (ΔG = 26.9 kcal mol^-1). F-ZIF-90 exhibited good thermochem. stability with no obvious activity attenuation after repeated use 5 times. This strategy opens a new avenue based on ZIFs to develop heterogeneous catalysts for reductive upgrading of CO₂. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Synthetic Route of C4H7NO).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Synthetic Route of C4H7NO

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Conformational Properties of cis- and trans-N-Cyclopropylformamide Studied by Microwave Spectroscopy and Quantum Chemical Calculations was written by Samdal, Svein;Moellendal, Harald;Guillemin, Jean-Claude. And the article was included in Journal of Physical Chemistry A in 2015.Safety of N-Cyclopropylformamide This article mentions the following:

The microwave spectra of cis- and trans-N-cyclopropylformamide, C₃H₅NHC(=O)H, were studied in the 31-123 GHz spectral region at room temperature Rotational isomerism about the C_ring-N bond is possible for both cis and trans. MP2/cc-pVTZ and CCSD/cc-pVTZ calculations indicate that there are two conformers in the case of cis, called Cis I and Cis II, while only one rotamer, denoted Trans, exists for trans-N-cyclopropylformamide. The quantum chem. methods predict that Cis I has an electronic energy that is 8-9 kJ/mol higher than the energy of Cis II. The CCSD H-C_ring-N-H dihedral angle is 0.0° in Cis I, 93.0° in Cis II and 79.9° in Trans. The CCSD and MP2 calculations predict a slightly nonplanar structure for the amide moiety in both Trans and Cis II, whereas Cis I is computed to have a planar amide group bisecting the cyclopropyl ring. Surprisingly, the MP2 and CCSD methods predict practically the same energy for Trans and Cis II. The spectra of Cis II in the ground state and in two vibrationally excited states were assigned, while the spectrum of Cis I was not found presumably because of a low Boltzmann population due to a relatively large energy difference (8-9 kJ/mol). The spectra of the ground vibrational state and seven vibrationally excited states of Trans, were assigned. Vibrational frequencies of several of the excited state of both Cis II and Trans were determined by relative intensity measurements. The exptl. and CCSD rotational constants are in satisfactory agreement. The MP2 values of the quartic centrifugal distortion constants of both species are in relatively poor agreement with their exptl. counterparts. The MP2 vibration-rotation constants and sextic centrifugal distortion constants have little resemblance with the corresponding exptl. values. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Safety of N-Cyclopropylformamide).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Safety of N-Cyclopropylformamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hindered internal rotation in N-cycloalkyl amides was written by Nishiyama, Tomihiro;Nagata, Kazui;Yamada, Fukiko. And the article was included in Technology Reports of Kansai University in 1983.Quality Control of N-Cyclopropylformamide This article mentions the following:

Cis and trans conformers were observed for N-cyclopropyl-, N-cyclobutyl-, and N-cyclopentylformamides (I, II, and III, resp.) using ¹³C NMR. For N-cyclohexyl- and N-cycloheptylformamide, the amide moiety did not show double bond character because of deviations from coplanarity. Free energies of activation of rotation about the amide bond in I, II, and III were determined In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Quality Control of N-Cyclopropylformamide).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Quality Control of N-Cyclopropylformamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Ugi and Passerini Reactions of Biocatalytically Derived Chiral Aldehydes: Application to the Synthesis of Bicyclic Pyrrolidines and of Antiviral Agent Telaprevir was written by Moni, Lisa;Banfi, Luca;Basso, Andrea;Carcone, Luca;Rasparini, Marcello;Riva, Renata. And the article was included in Journal of Organic Chemistry in 2015.Recommanded Product: 58644-54-5 This article mentions the following:

Lipase-mediated desymmetrization of a meso-diol (1,2-cyclopentanedimethanol) allows the synthesis of both enantiomers of some chiral aldehydes, whose behavior in Passerini and Ugi reactions has been explored. Exploiting these two complementary multicomponent reactions and coupling them with a subsequent cyclization process, the authors observed that 6 out of all 8 possible stereoisomers of peptidomimetic pyrrolidines can be obtained in good yields. The potential of these protocols has been proved by the development of a new efficient synthesis of antiviral drug telaprevir. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Recommanded Product: 58644-54-5).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Recommanded Product: 58644-54-5

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Nitrogen-15 nuclear magnetic resonance spectroscopy. Natural abundance nitrogen-15 spectra of the cis and trans isomers of secondary alkylformamides was written by Nakanishi, Hiroshi;Roberts, John D.. And the article was included in Organic Magnetic Resonance in 1981.COA of Formula: C4H7NO This article mentions the following:

The ¹⁵N NMR chem. shifts of 17 N-alkylformamides, e.g. HCONHMe, were measured at the natural abundance level and the ratios of cis and trans isomers were determined Substituent effects on the ¹⁵N chem. shifts of formamides are compared with those of other N-containing compounds There is a consistent pattern of behavior of the 1 bond spin-spin coupling constants, those of the trans isomers of N-alkylformamides being greater than those of the cis isomers. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5COA of Formula: C4H7NO).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.COA of Formula: C4H7NO

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Direct synthesis of quinazolinones via the carbon-supported acid-catalyzed cascade reaction of isatoic anhydrides with amides and aldehydes was written by Zhang, Xiangyu;Luo, Chujun;Chen, Xiaoyong;Ma, Weilin;Li, Bin;Lin, Zirui;Chen, Xiuwen;Li, Yibiao;Xie, Feng. And the article was included in Tetrahedron Letters in 2021.Name: N-Cyclopropylformamide This article mentions the following:

A novel catalytic system is reported for the construction of quinazolinones I (R¹ = H, 7-Me, 6-OMe, etc.; R² = Me, Et, cyclopropyl; R³ = Ph, pyridin-3-yl, cyclohexyl, etc.) via the carbon-supported acid-catalyzed cascade coupling of isatoic anhydrides II with amides R²NHCHO and aldehydes R³CHO. Subsequent selective hydrosilylation of the quinazolinones I using a hydrogen-transfer strategy was also explored to provide dihydroquinazolines III with structural diversity. The developed methodol. proceeds with a broad substrate scope and excellent functional group tolerance and utilizes a reusable catalyst and air as a green oxidant. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Name: N-Cyclopropylformamide).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Name: N-Cyclopropylformamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A substituent- and temperature-controllable NHC-derived zwitterionic catalyst enables CO₂ upgrading for high-efficiency construction of formamides and benzimidazoles was written by Yu, Zhaozhuo;Li, Zhengyi;Zhang, Lilong;Zhu, Kaixun;Wu, Hongguo;Li, Hu;Yang, Song. And the article was included in Green Chemistry in 2021.Recommanded Product: N-Cyclopropylformamide This article mentions the following:

Chemocatalytic upgrading of the greenhouse gas CO₂ to valuable chems. and biofuels has attracted broad attention in recent years. Among the reported approaches, N-formylation of CO₂ with an amine is of great significance due to its versatility in the construction of N-containing linear and cyclic skeletons. Herein, a stable N-heterocyclic carbene-carboxyl adduct (NHC-CO₂) was facilely prepared and could be used as a recyclable zwitterionic catalyst for efficient CO₂ reductive upgrading via either N-formylation or further coupling with cyclization under mild conditions (25°C, 1 atm CO₂) using hydrosilane as a hydrogen source. More than 30 different alkyl and aromatic amines could be transformed into the corresponding formamides or benzimidazoles with remarkable yields (74%-98%). The electronic effect of the introduced substituent on NHC-CO₂ was found to evidently affect the thermostability and nucleophilicity of the zwitterionic catalyst, which is directly correlated with its catalytic activity. Moreover, NHC-CO₂ could supply CO₂ by in situ decarboxylation at a specific temperature that is dependent on the introduced substituent type. Exptl. and computational studies showed that the carboxyl species on NHC-CO₂ was not only a nucleophilic center, but also a C1 source which rapidly captures or substitutes ambient CO₂ during hydrosilylation. In addition, a simple and green conceptual process was designed for the product purification and catalyst recycling, with a good feasibility for small-scale production In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Recommanded Product: N-Cyclopropylformamide).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Recommanded Product: N-Cyclopropylformamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Are Unsaturated Isocyanides so Different from the Corresponding Nitriles? was written by Chrostowska, Anna;Matrane, Abdellatif;Maki, Daisuke;Khayar, Said;Ushiki, Hideharu;Graciaa, Alain;Belachemi, Larbi;Guillemin, Jean-Claude. And the article was included in ChemPhysChem in 2012.Synthetic Route of C4H7NO This article mentions the following:

Simple unsaturated and cyclopropylic isocyanides are synthesized by an efficient and simple approach. These compounds with gradually increasing distance between the unsaturated moiety and the isonitrile group are studied by UPS and quantum chem. calculations, and also compared to the corresponding nitriles. The first photoelectron band of the unsaturated compounds is linked to removal of an electron from the HOMO, which corresponds to CC multiple-bond ionization in antibonding interaction with the π-isocyanide bond (in the same plane) for conjugated systems, or in antibonding interaction with the pseudo-π-CH₂ group for isolated systems. For the 1-ethenyl derivatives, both cyano and isocyano groups act as a π-electron acceptor from the vinyl group, but the isocyano π system is much more strongly destabilized (ionization energies (IEs) shift to smaller values) by vinyl (3.12 eV) than the cyano π system is (2.70 eV). In comparison with the 1-ethynyl derivatives, a less pronounced destabilization (2.69 eV) of π_NC by the ethynyl system (1.86 eV for π_CN), and nearly the same order of magnitude of the energetic gap between the total antibonding (π_CC-π_NC) and the total bonding (π_CC+π_NC) IEs for ethenyl and ethynyl compounds are noted. The huge values of these last-named data for H₂C-CH-NC (3.85 eV) and for HCC-NC (4.04 eV) reflect the strong interaction between the unsaturated carbon-carbon moiety and the isocyanide group, and thus more efficient conjugation than for the corresponding nitriles. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Synthetic Route of C4H7NO).

N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Synthetic Route of C4H7NO

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics