Awesome and Easy Science Experiments about C8H12N2

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Functional rearrangement of polychlorinated pyrrolidin-2-ones to 5-imino-lactams promoted by n-propylamine

The reaction of 4-methyl-pyrrolidin-2-ones, chlorinated at the C(3) and C(6) positions, with n-propylamine constitutes a new method for the preparation of 5-propylimino-pyrrolidin-2-ones or 3-pyrrolin-2-ones in generally good yields. The transformation involves a series of eliminations, substitutions and double bond shifts. This constitutes a remarkable example of a functional rearrangement. (C) 2004 Elsevier Ltd. All rights reserved.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Metabolism of furans in vitro: Ipomeanine and 4-ipomeanol

Ipomeanine (IPN), 4-ipomeanol (4-IPO), 1-ipomeanol (1-IPO), and 1,4-ipomeadiol ( DIOL) are toxic 3-substituted furans found in mold-damaged sweet potatoes. IPN and 4-IPO are the most toxic, but all produce pulmonary toxicity in cattle and rodents, and 4-IPO induces hepatotoxicity in humans. These furans require metabolic activation to elicit toxicity, but the limited information obtained from previous metabolism studies prompted us to initiate the investigation reported here. Our initial studies of 4-IPO metabolism by rat liver microsomes demonstrated that the oxidation of 4-IPO to IPN and reduction to DIOL occurred and that more IPN was metabolized to a reactive species than 4-IPO or DIOL. Incubation of IPN and Gly produced a 2 ‘-pyrrolin-5 ‘-one adduct establishing that IPN was metabolized to an enedial. N-Acetylcysteine reacted with the 5 ‘-aldehyde of the enedial to give two 2 ‘,5 ‘-dihydro-2 ‘-hydroxyfurans stabilized by H bonding between the 2 ‘-OH and 3 ‘-keto group. Reaction of the enedial metabolite of IPN with one GSH gave several adducts including a pyrrole derived from the 1,2-addition of GSH to the 5 ‘-aldehyde as well as two tricyclic 2 ‘-pyrrolines derived from the 1,4-addition of GSH at the 4 ‘-position. The identities of the pyrrole and 2 ‘-pyrroline GSH adducts were confirmed by observation of structurally similar adducts from Cys conjugation with the enedial metabolite of IPN. Several minor adducts from the conjugation of the enedial metabolite of IPN with two GSH were also detected. Mono-GSH and bis-GSH adducts were derived from both the 1,2- and 1,4-addition of GSH to the enedial metabolite of 4-IPO in rat liver microsomal incubations of 4-IPO and GSH. Sequential oxidation of 4-IPO to IPN and then to the enedial metabolite followed by GSH conjugation also occurred in the 4-IPO incubations. The complex structures of the reaction products of the enedial with biological nucleophiles may explain why the many attempts to identify 4-IPO adducts to protein have not been successful.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

The Best Chemistry compound: 4-(2-Aminoethyl)aniline

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Crystal structure of (R)-5-isopropoxy-1-(toluene-4-sulfonyl)-1,5-dihydropyrrol-2-one, C14H17NO4S and of its cis-tetracarbonyliron complex, Fe(CO)(4)(C14H17NO4S)

Source of material: grown from EtOAc/Ether/Pentane. The synthetic and chemical aspects of both compounds are reported elsewhere (see ref. 6) and references cited therein.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Enantioselective synthesis of alpha,beta-unsaturated gamma- and delta-lactams

An enantioselective synthesis of alpha,beta -unsaturated gamma- and delta -lactams was proposed based on a simple strategy using the initial preparation of c is vinylogous aminoesters by the Horner reaction followed by a mild intramolecular cyclisation. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Synthesis and reactivity of (1S)-N-(1-phenylethyl)maleimide towards nucleophiles: an application to preparation of chiral pyrroloisothiochroman and pyrrolobenzo[d]thiepine based on pi-cationic cyclization

Chiral pyrroloisothiochroman and pyrrolo[d]thiepine were obtained efficiently in four steps from N-alkylated maleimides via, successively, sulfurization, regioselective reduction followed by pi -cationic cyclination of the N-acyliminium ion intermediates. These latter, in addition, led to conjugate enamides as a consequence of the dehydration reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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A slow relaxing species for molecular spin devices: EPR characterization of static and dynamic magnetic properties of a nitronyl nitroxide radical

Nitronyl nitroxides (NitR) are a family of persistent radicals widely used in molecular magnetism and recently suggested as potential candidates for spintronic applications. In this paper we characterize by X-and W-band Electron Paramagnetic Resonance (EPR) spectroscopy the new radical S-4-(nitronyl nitroxide) benzyl ethanethioate (NitSAc) designed for assembling on Au surfaces. We determined the radical magnetic tensors and studied by X-band pulse EPR its spin relaxation behaviour in fluid and glassy solutions of toluene. A comparison with the well known nitroxide 3-carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl (CTPO) is afforded. The advantages of using NitSAc in technological applications are discussed on the basis of the slow spin relaxation demonstrated by this study.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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N-benzyl-5-hydroxy-3-pyrrolidin-2-one by hydrogen peroxide oxidation of n-benzyl-3-phenylseleno-2-pyrrolidinone

Using the known peroxide oxidation of N-benzyl-3-phenylseleno-2-pyrrolidinone with 30% hydrogen peroxide at – 5 degrees C after 3.5 h, we prepared the expected N-benzyl-3-pyrrolin-2-one. However, reaction with 30% hydrogen peroxide for 12 h (-5 degrees C -> ambient) gave the unexpected product N-benzyl-5-hydroxy-3-pyrrolidin2-one in 84% isolated yield. This procedure is a new synthetic route to N-benzyl-5hydroxy-3-pyrrolidin-2-one.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Photocatalytic Conversion of Benzyl Alcohols/Methyl Arenes to Aryl Nitriles via H-Abstraction by Azide Radical

This report presents the visible-light-assisted synthesis of aryl nitriles from easily accessible alcohols or methyl arenes in the presence of O-2. Organic photoredox catalyst, 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene), induces single electron transfer (SET) from azide N(3)(-)and generates azide radical N-3(.).The photogenerated N(3)(.)abstracts H atom from alpha-C-H bond of benzylic system, which provides aldehyde and hydrazoic acid (HN3) in situ. This reaction subsequently forms azido alcohol intermediate that transforms into nitrile with the assistance of triflic acid (Bronsted acid). A range of alcohols and methyl arenes successfully underwent cyanation at room temperature with good to excellent yields and showed good functional group tolerance.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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New Advances in Chemical Research, May 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis.13472-00-9, Name is 4-(2-Aminoethyl)aniline, molecular formula is C8H12N2, belongs to pyrrolines compound, is a common compound. In a patnet, author is Scorzelli, Alexis G., once mentioned the new application about 13472-00-9, Safety of 4-(2-Aminoethyl)aniline.

Comparative study of fluxional processes at two different classes of eight-coordinate rhenium(V) polyhydride complexes

Two different structural types of dodecahedral rhenium(V) tetrahydride complexes were identified as capable of providing insight into a pseudorotational exchange of ligands at such complexes. One type of complex afforded an inequivalent set of NMR-active phosphorus atoms that occupy B sites in the rhenium coordination sphere along with four hydride ligands in the dodecahedral A sites. A second type of complex afforded the potential to inhibit the pseudorotational exchange of ligands at such complexes due to the presence of a chelating bidentate ligand. A pair of each type of complexes were studied by variable temperature NMR measurements and simulation of those measurements. The first type of complex exhibited pseudorotation of both the A site hydride ligands and the B site triphenylphosphine ligands. The first type of complexes also exhibited a pairwise exchange of the two inequivalent hydride ligands on the complexes. The second type of complex did not exhibit pseudorotational exchange of the A site hydride ligands, presumably due to the chelating bidentate ligand bound to rhenium. Instead, the A site hydride ligands of the second type of complex exhibited only exchange with the single B site hydride ligand through either a pairwise or a turnstile type of mechanism. Neither type of complex exhibited any direct intermolecular exchange of protons from the hydride ligand set with adventitious water from the solvent matrix. The value of Delta G(240)(double dagger) for each of the identified fluxional processes was close to 12 kcal/mol. The values of Delta S-double dagger for each fluxional process suggest that none of the processes are dissociative in nature.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Highly regioselective 1,3-dipolar cycloaddition of 3 ‘-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety

The 1,3-dipolar cycloaddition reaction of 3 ‘-O-propargyl guanosine with various in-situ generated nitrile oxides in the presence of DMF as a solvent is described. It is noteworthy that the reaction is highly regioselective that affords biologically important guanosine containing isoxazole moiety in good yields with high purities. (C) 2020 Elsevier Ltd. All rights reserved.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem