Tag: M.W=50-100

Kohlmeyer, Corinna published the artcileFormamide-Catalyzed Nucleophilic Substitutions: Mechanistic Insight and Rationalization of Catalytic Activity, Recommanded Product: N-Methylformamide, the main research area is formamide catalyzed nucleophilic substitution mechanism.

Herein, detailed mechanistic investigations into formamide-catalyzed nucleophilic substitution (SN) of alcs. are reported. Alkoxyiminium chlorides and hexafluorophosphates were synthesized and characterized as a key intermediate of the catalytic cycle. The determination of reaction orders and control experiments indicated that the nucleophilic attack of the formamide catalyst onto the reagent BzCl is the rate-determining step. Linear free energy relationship revealed a correlation between the quantified Lewis basicity strength of formamides by means of 11B NMR spectroscopy and their catalytic activity in SN-transformations. The observed difference in catalytic ability was attributed to the natural bond order charge, dipole moment, and Sterimol parameter B5. Importantly, this rationalization enables the prediction of the capacity of formamides to promote SN-type transformations in general.

ACS Catalysis published new progress about Allylic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Ma, Xin published the artcileProtonated Ground-State Singlet meta-Pyridynes React from an Excited Triplet State, Quality Control of 123-39-7, the main research area is protonated meta pyridyne singlet ground triplet excited state reactivity.

The gaseous 2,6-didehydropyridinium cation and its derivatives transfer a proton to reagents for which the reaction for their singlet ground states is too endothermic to be observed These reactions occur from the lowest-energy excited triplet states, which has not been observed (or reported) for other meta-benzyne analogs. Quantum chem. calculations indicate that the (excited) triplet states are stronger Bronsted acids than their (ground) singlet states, likely due to unfavorable three-center, four-electron interactions in the singlet-state conjugate bases. The cations have substantially smaller (calculated) singlet-triplet (S-T) splittings (ranging from ca. -11 to -17 kcal mol-1) than other related meta-benzyne analogs (e.g., -23.4 kcal mol-1 for the 3,5-isomer). This is rationalized by the destabilization of the singlet states (relative to the triplet states) by reduced (spatial) overlap of the nonbonding MOs due to the presence of the nitrogen atom between the radical sites (making the ring more rigid). Both the singlet and triplet states are believed to be generated upon formation of these biradicals via energetic collisions due to their small S-T splittings. It appears that once the triplet states are formed, the rate of proton transfer is faster than the rate of intersystem crossing unless the biradicals contain heavy atoms.

Journal of Organic Chemistry published new progress about Crystal structure. 123-39-7 belongs to class amides-buliding-blocks, name is N-Methylformamide, and the molecular formula is C2H5NO, Quality Control of 123-39-7.

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

Zhang, Stephanie J. published the artcilePotentially Prebiotic Activation Chemistry Compatible with Nonenzymatic RNA Copying, SDS of cas: 123-39-7, the main research area is nonenzymic RNA replication life origin primer extension.

The nonenzymic replication of RNA may have enabled the propagation of genetic information during the origin of life. RNA copying can be initiated in the laboratory with chem. activated nucleotides, but continued copying requires a source of chem. energy for in situ nucleotide activation. Recent work has illuminated a potentially prebiotic cyanosulfidic chem. that activates nucleotides, but its application to nonenzymic RNA copying had not been demonstrated. Here, we report a novel pathway that activates RNA nucleotides in a manner compatible with template-directed nonenzymic copying. We show that this pathway, which we refer to as bridge-forming activation, selectively yields the reactive imidazolium-bridged dinucleotide intermediate required for copying. Our results will enable more realistic simulations of RNA propagation based on continuous in situ nucleotide activation.

Journal of the American Chemical Society published new progress about Life, origin. 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