Author: Jessica.F

Gans, Berenger published the artcileVUV photoionization of the CH2NC radical: adiabatic ionization energy and cationic vibrational mode wavenumber determinations, Category: amides-buliding-blocks, the main research area is isocyanomethyl preparation photoionization adiabatic ionization energy mass spectra.

The photoelectron spectroscopy of CH2NC (isocyanomethyl) radical species is investigated for the first time between 9.3 and 11.2 eV in the vicinity of the first photoionizing transition X+1A1 ← X 2B1. The experiment combines a microwave discharge flow-tube reactor to produce the radicals through the CH3NC + F → CH2NC + HF reaction, a VUV synchrotron radiation excitation, and a double imaging electron/ion coincidence spectrometer which allows the recording of mass-selected threshold photoelectron spectra. Assignment of the observed vibrational structure of the CH2NC+ cation is guided by ab initio calculations and Franck-Condon simulations. From the exptl. spectrum, the first adiabatic ionization energy of the CH2NC radical is measured as 9.439(6) eV. Fundamental wavenumbers are determined for several vibrational modes of the cation: ν̅1+(CH2 sym. stretch) = 2999(80) cm-1, ν̅2+(NC stretch) = 1925(40) cm-1, ν̅4+(H2C-N stretch) = 1193(40) cm-1, ν̅6+(CNC out-of-plane bend) = 237(50) cm-1, and ν̅8+(CH2 rock) = 1185(60) cm-1.

Physical Chemistry Chemical Physics published new progress about Adiabatic ionization potential. 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Category: amides-buliding-blocks.

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

Singh, Santosh K. published the artcileIdentification of Elusive Keto and Enol Intermediates in the Photolysis of 1,3,5-Trinitro-1,3,5-Triazinane, Recommanded Product: N-Methylformamide, the main research area is elusive keto enol intermediate photolysis trinitrotriazinane.

Enols have emerged as critical reactive intermediates in combustion processes and in fundamental mol. mass growth processes in the interstellar medium, but the elementary reaction pathways to enols in extreme environments, such as during the decomposition of mol. energetic materials, are still elusive. Here, we report on the original identification of the enol and keto isomers of oxy-s-triazine, as well as its deoxygenated derivative 1,3,5-triazine, formed in the photodecomposition processes of 1,3,5-trinitro-1,3,5-triazinane (RDX)-a mol. energetic material. The identification was facilitated by exploiting isomer-selective tunable photoionization reflectron time-of-flight mass spectrometry (PI-ReTOF-MS) in conjunction with quantum chem. calculations The present study reports the first exptl. evidence of an enol intermediate in the dissociation domain of a nitramine-based energetic material. Our investigations suggest that the enols like 1,3,5-triazine-2-ol could be the source of hydroxyl radicals, and their inclusion in the theor. models is important to understand the unprecedented chem. of explosive materials.

Journal of Physical Chemistry Letters published new progress about Adiabatic ionization potential. 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Recommanded Product: N-Methylformamide.

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

Bellili, A. published the artcileSingle photon ionization of methyl isocyanide and the subsequent unimolecular decomposition of its cation: experiment and theory, Computed Properties of 123-39-7, the main research area is methyl isocyanide mol structure fragmentation reaction mass spectra.

Me isocyanide, CH3NC, is a key compound in astrochem. and astrobiol. A combined theor. and exptl. investigation of the single photon ionization of gas phase Me isocyanide and its fragmentation pathways is presented. Vacuum UV (VUV) synchrotron radiation based experiments are used to measure the threshold photoelectron photoion coincidence (TPEPICO) spectra between 10.6 and 15.5 eV. This allowed us to exptl. determine the adiabatic ionization energy (AIE) and fragment ion appearance energies (AE) of gas-phase Me isocyanide. Its AIE has been measured with a precision never achieved before. It is found to be AIEexp = 11.263 ± 0.005 eV. We observe a vibrational progression upon ionization corresponding to the population of vibrational levels of the ground state of the Me isocyanide cation. In addition, four fragment ion appearance energies (AEs) were measured to be AE (m/z 40) = 12.80 ± 0.05 eV, AE (m/z 39) = 13.70 ± 0.05, AE (m/z 15) = 13.90 ± 0.05 eV, AE (m/z 14) 13.85 ± 0.05 eV, resp. In order to interpret the exptl. data, we performed state-of-the-art computations using the explicitly correlated coupled cluster approach. We also considered the zero-point vibrational energy (ZPVE), core-valence (CV) and scalar relativistic (SR) effects. The results of theor. calculations of the AIE and AEs are in excellent agreement with the exptl. findings allowing for assignment of the fragmentations to the loss of neutral H, H2, CN and HCN upon ionization of CH3NC. The computations show that in addition to the obvious bond breakings, some of the corresponding ionic fragments result from rearrangements – upon photon absorption – either before or after electron ejection.

Physical Chemistry Chemical Physics published new progress about Adiabatic ionization potential. 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Computed Properties of 123-39-7.

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

Simmie, John M. published the artcileC2H5NO Isomers: From Acetamide to 1,2-Oxazetidine and Beyond, Recommanded Product: N-Methylformamide, the main research area is organic compound ionization potential mol structure formation enthalpy.

This work documents the properties of a number of isomers of mol. formula C2H5NO from the most stable, acetamide, through 1,2-oxazetidine and including even higher energy species largely of a dipolar nature. Only two of the isomers have been detected in emissions from the interstellar medium (ISM); possible further candidates are identified, and the likelihood of their being detectable is considered. In general, hardly any of these compounds have been discussed in the existing chem. literature, so this work represents an important contribution extending the canon of chem. bonding which can contribute to machine learning, providing a more exacting test of AI applications. The presence in the ISM of acetamide, CH3C(O)NH2, is the subject of current debate with no clear and obvious paths to its formation; it is shown that a 1,3-[H]-transfer from (E,Z)-ethanimidic acid, CH3C(OH)=NH, is feasible in spite of an energy barrier of 130 kJ mol-1. It is speculated that imidic acid can itself be formed from abundant precursors, H2O and CH3CN, in an acid-induced, water addition, autocatalytic reaction on water-ice grains. H3CCNH3CCNH+ + H2OH3CC(O+H2)=NHH3CC(OH)=NH + H3O+.

Journal of Physical Chemistry A published new progress about Adiabatic ionization potential. 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Recommanded Product: N-Methylformamide.

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

Yin, Jiawen published the artcileCatalyst-Free Transamidation of Aromatic Amines with Formamide Derivatives and Tertiary Amides with Aliphatic Amines, Related Products of amides-buliding-blocks, the main research area is transamidation aromatic amine formamide derivative tertiary amide aliphatic amine.

A simple catalyst- and promoter-free protocol has been developed for the transamidation of weakly nucleophilic aromatic amines with formamide derivatives and low-reactivity tertiary amides with aliphatic amines. This strategy is advantageous because no catalyst or promoters are needed, no additives are required, separation and purification is easy, and the reaction is scalable. Significantly, this strategy was further applied to synthesize several pharmaceutical mols. on a gram scale, and excellent yields were achieved.

Organic Letters published new progress about Acylation (of aromatic amines). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Related Products of amides-buliding-blocks.

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

He, Kan published the artcileIdentification of the Heme-Modified Peptides from Cumene Hydroperoxide-Inactivated Cytochrome P450 3A4, Related Products of amides-buliding-blocks, the main research area is cytochrome P450 3A4 heme peptide cumene hydroperoxide inactivation.

Cumene hydroperoxide-mediated (CuOOH-mediated) inactivation of cytochromes P 450 (CYPs) results in destruction of their prosthetic heme to reactive fragments that irreversibly bind to the protein. We have attempted to characterize this process structurally, using purified, 14C-heme labeled, recombinant human liver P 450 3A4 as the target of CuOOH-mediated inactivation, and a battery of protein characterization approaches [chem. (CNBr) and proteolytic (lysylendopeptidase-C) digestion, HPLC-peptide mapping, microEdman sequencing, and mass spectrometric analyses]. The heme-peptide adducts isolated after CNBr/lysylendopeptidase-C digestion of the CuOOH-inactivated P 450 3A4 pertain to two distinct P 450 3A4 active site domains. One of the peptides isolated corresponds to the proximal helix L/Cys-region peptide 429-450 domain and the others to the K-region (peptide 359-386 domain). Although the precise residue(s) targeted remain to be identified, we have narrowed down the region of attack to within a 17 amino acid peptide (429-445) stretch of the 55-amino acid proximal helix L/Cys domain. Furthermore, although the exact structures of the heme-modifying fragments and the nature of the adduction remain to be established conclusively, the incremental masses of ≈ 302 and 314 Da detected by electrospray mass spectrometric analyses of the heme-modified peptides are consistent with a dipyrrolic heme fragment comprised of either pyrrole ring A-D or B-C, a known soluble product of peroxidative heme degradation, as a modifying species.

Biochemistry published new progress about Enzyme functional sites, active. 359-38-6 belongs to class amides-buliding-blocks, name is 2,2-Difluoroacetamide, and the molecular formula is C2H3F2NO, Related Products of amides-buliding-blocks.

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

Pros, Gabrielle J. published the artcileWhy Do N-Alkylated Anilides Bend Over? The Factors Dictating the Divergent Conformational Preferences of 2° and 3° N-Aryl Amides, Recommanded Product: N-Methylformamide, the main research area is divergent conformational preference aryl amide B3LYP.

The conformational preferences of 28 sterically and electronically diverse N-aryl amides were determined using d. functional theory (DFT), using the B3LYP functional and 6-31G(d) basis set. For each compound, both the cis and trans conformers were optimized, and the difference in ground state energy calculated For six of the compounds, the potential energy surface was determined as a function of rotation about the N-aryl bond (by 5° increments) for both cis and trans conformers. A natural bond orbital (NBO) deletion strategy was also employed to determine the extent of the contribution of conjugation to the energies of each of the conformers. By comparing these computational results with previously reported exptl. data, an explanation for the divergent conformational preferences of 2° N-aryl amides and 3° N-alkyl-N-aryl amides was formulated. This explanation accounts for the observed relationships of both steric and electronic factors determining the geometry of the optimum conformation, and the magnitude of the energetic difference between cis and trans conformers: except under the most extreme scenarios, 2° amides maintain a trans conformation, and the N-bound arene lies in the same plane as the amide unless it has ortho substituents; for 3° N-alkyl-N-aryl amides in which the alkyl and aryl substituents are connected in a small ring, trans conformations are also favored, for most cases other than formamides, and the arene and amide remain in conjugation; and for 3° N-alkyl-N-aryl amides in which the alkyl and aryl substituents are not connected in a small ring, allylic strain between the two N-bound substituents forces the aryl substituent to rotate out of the plane of the amide, and the trans conformation is destabilized with respect to the cis conformation due to repulsion between the π system of the arene and the lone pairs on the oxygen atom of the carbonyl. The cis conformation is increasingly more stable than the trans conformation as electron d. is increased on the arene because the more electron-rich arenes adopt a more orthogonal arrangement, increasing the interaction with the carbonyl oxygen, while simultaneously increasing the magnitude of the repulsion due to the increased electron d. in the π system. The trans conformation is favored for 2° amides even when the arene is orthogonal to the amide, in nearly all cases, because the C-N-C bond angle can expend at the expense of the C-N-H bond angles, while this is not favorable for 3° amides.

Journal of Physical Chemistry A published new progress about Anilides Role: PRP (Properties). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Recommanded Product: N-Methylformamide.

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

Henschel, Henning published the artcileTheoretical Infrared Spectra: Quantitative Similarity Measures and Force Fields, SDS of cas: 123-39-7, the main research area is IR spectrum similarity force field database.

IR spectroscopy can provide significant insight into the structures and dynamics of mols. of all sizes. The information that is contained in the spectrum is, however, often not easily extracted without the aid of theor. calculations or simulations. We present here the calculation of the IR spectra of a database of 703 gas phase compounds with four different force fields (CGenFF, GAFF-BCC, GAFF-ESP, and OPLS) using normal-mode anal. Modern force fields increasingly use virtual sites to describe, e.g., lone-pair electrons or the σ-holes on halogen atoms. This requires some adaptation of code to perform normal-mode anal. of such compounds,the implementation of which into the GROMACS software is briefly described as well. For the quant. comparison of the obtained spectra with exptl. reference data, we discuss the application of two different statistical correlation coefficients, Pearson and Spearman. The advantages and drawbacks of the different methods of comparison are discussed, and we find that both methods of comparison give the same overall picture, showing that present force field methods cannot match the performance of quantum chem. methods for the calculation of IR spectra.

Journal of Chemical Theory and Computation published new progress about Alcohols Role: PRP (Properties). 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, SDS of cas: 123-39-7.

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

Wang, Zi-Qiang published the artcileElectrochemical Synthesis of 3,5-Disubstituted-1,2,4-thiadiazoles through NH4I-Mediated Dimerization of Thioamides, Recommanded Product: 4-Butylthiobenzamide, the main research area is thiadiazole disubstituted preparation electrochem; thioamide oxidative dimerization ammonium iodide electrolyte catalyst.

A electrochem. method for the synthesis of 3,5-disubstituted-1,2,4-thiadiazoles through NH4I-mediated dimerization of thioamides is reported. Using the inexpensive NH4I as electrolyte and catalyst, this electrosynthesis approach requires no oxidizing agents and enables the convenient production of diverse 1,2,4-thiadiazole products. The approach is an example of S-N bond construction through the electrochem. method.

Advanced Synthesis & Catalysis published new progress about Bond formation (sulfur-nitrogen). 1208077-46-6 belongs to class amides-buliding-blocks, name is 4-Butylthiobenzamide, and the molecular formula is C11H15NS, Recommanded Product: 4-Butylthiobenzamide.

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

Kobayashi, Jun-ichi published the artcileIdentification of N-acyl-N-indanyl-α-phenylglycinamides as selective TRPM8 antagonists designed to mitigate the risk of adverse effects, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is TRPM8 antagonist adverse event; CYP3A4 induction; OAB; Phenylglycinamide; Reactive metabolite; TRPM8; TRPM8 antagonist.

Transient receptor potential melastatin 8 (TRPM8), a temperature-sensitive ion channel responsible for detecting cold, is an attractive mol. target for the treatment of pain and other disorders. We have previously discovered a selective TRPM8 antagonist, KPR-2579, which inhibited bladder afferent hyperactivity induced by acetic acid instillation into the bladder. However, addnl. studies have revealed potential adverse effects with KPR-2579, such as the formation of a reactive metabolite, CYP3A4 induction, and convulsions. In this report, we describe the optimization of α-phenylglycinamide derivatives to mitigate the risk of these adverse effects. The optimal compound 13x exhibited potent inhibition against icilin-induced wet-dog shakes and cold-induced frequent voiding in rats, with a wide safety margin against the potential side effects.

Bioorganic & Medicinal Chemistry published new progress about Aversive behavior, taste aversion. 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application of (S)-2-Methylpropane-2-sulfinamide.

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