34900-00-0

Upstream product

• 110-91-8 morpholine 
• 624-67-9 Propargylic aldehyde 
• 542-78-9 Malondialdehyde 
• 71145-90-9 N-prop-2-ynylmorpholine N-oxide 
• 289-96-3 1,2,3-triazine 

Relevant academic research and scientific papers

Solvent-dependent competitive rearrangements of cyclic tertiary propargylamine N-oxides

In protic media, cyclic propargylamine N-oxides 1 undergo solvent-dependent competitive rearrangements leading to enamino aldehydes 5, acrylamides 3, and secondary amines 4. The ratios of the products are evaluated and the possible mechanism of the compet

Direct Synthesis of β-Aminoenals through Reaction of 1,2,3-Triazine with Secondary Amines

Simple and direct nucleophilic addition of secondary amines, including imidazole, to 1,2,3-triazine under mild reaction conditions (THF, 25-65 °C, 12-48 h), requiring no additives, cleanly provides β-aminoenals 4 in good yields (21 examples, 31-79%). The

Modeling rate-controlling solvent effects. The pericyclic Meisenheimer rearrangement of N-propargylmorpholine N-oxide

The activation parameters of the pericyclic Meisenheimer rearrangement and a competitive rearrangement of N-propargylmorpholine N-oxide were determined by experimental and computational methods. A number of aprotic and protic solvents of different polarities and hydrogen bond-forming abilities and the roles of electron-pair acceptor additives were investigated. The reaction kinetics were followed by means of NMR. In protic solvents, isotope-labeling experiments revealed a novel inverse secondary kinetic isotope effect (kH/k D about 0.8) for the rate-determining cyclization step, probably occurring because of a C(sp) → C(sp2) change in hybridization at the reaction center. In molecular computations at the B3LYP/6-31++G(d,p) level of theory, implicit, explicit, and joint explicit-implicit solvent models were used. The explicit-implicit model and molecular dynamic simulations gave the most accurate results. The components of the rate-controlling solvent effect are discussed, and general equations are proposed for accurate prediction of the solvent-dependent activation parameters.

5-Alkylidene-4,5-dihydro-1H-tetrazoles Substituted by Vinyl or Phenyl Groups

The nitriles 7e-k and 10 are methylated by methyl triflate to afford the N-methylnitrilium triflates 8e-k and 11 which are allowed to react with methyl azide to produce the tetrazolium triflates 9 * F3CSO3 and 12 * F3CSO3.The crystalline hexafluorophospha

Studies on Peroxidized Lipids. I. Interaction of Malondialdehyde with Secondary Amines and Its Relevance to Nitrosamine Formation

Malondialdehyde (MDA) reacted with secondary amines (dimethylamine, diethylamine, piperidine, pyrrolidine and morpholine) at 37 deg C under mild acidic or neutral conditions to yield β-dialkylaminoacroleins (1-5) of trans, s-trans conformation.The optimal pH of the reaction was 3-5, and the yields were 15-55percent in a 6 hr incubation.The acroleins (1-5) were unstable under acidic and alkaline conditions, and produced a pink color on reaction with 2-thiobarbituric acid. β-Dimethylaminoacrolein (1) could be readily nitrosated in the acidic pH range to produce N-nitrosodimethylamine, and the rate of nitrosamine formation from 1 at pH 5.0 was much higher than that from dimethylamine; this is consistent with earlier observations of the stimulating effect of MDA on nitrosamine formation.Keywords-malondialdehyde; β-dimethylaminoacrolein; β-diethylaminoacrolein; β-piperidinoacrolein; β-pyrrolidinoacrolein; β-morpholinoacrolein; β-dialkylaminoacrolein formation; N-nitrosodimethylamine formation; 2-thiobarbituric acid test.