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1,2,4-Triazole is a planar molecule. The C-N and N-N distances fall into a narrow range 136 - 132 picometers, consistent with the aromaticity. [ 2 ] Although two tautomers can be envisioned, only one exists practically speaking. 1,2,4-Triazole is amphoteric, being susceptible to both N-protonation and deprotonation in aqueous solution.
Triazole. A triazole is a heterocyclic compound featuring a five-membered ring of two carbon atoms and three nitrogen atoms with molecular formula C 2 H 3 N 3. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring. Many triazoles are versatile, biologically active compounds commonly used as ...
3-Amino-1,2,4-triazole ( 3-AT) is a heterocyclic organic compound that consists of 1,2,4-triazole with an amino group as a substituent . 3-AT is a competitive inhibitor of the product of the HIS3 gene, imidazoleglycerol-phosphate dehydratase. [ 3][ 4] Imidazoleglycerol-phosphate dehydratase is an enzyme catalyzing the sixth step of histidine ...
Infobox references. 4-Amino-3-hydrazino-5-mercapto-1,2,4-triazole is an organic compound with the formula SC 2 N 3 H (NH 2 ) (N 2 H 3 ). The compound consists of a 1,2,4- triazole heterocycle with three functional groups: amine, thioamide and hydrazyl. X-ray crystallography shows that this molecule is polar but with a C=S double bond.
Infobox references. 4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) is an azodicarbonyl compound. PTAD is one of the strongest dienophiles and reacts rapidly with dienes in Diels-Alder reactions. [1] The most prominent use of PTAD was the first synthesis of prismane in 1973. [2]
The chloride within the chloromethyl group is subsequently substituted by 1,2,4-triazole. Finally, to introduce the thioketone group at position 5 on the 1,2,4-triazole, the compound is first lithiated with n-butyl lithium, followed by the addition of sulfur (S 8). [4] This synthesis is not enantio-selective, resulting in a racemic mixture. [5]
In the reaction above [4] azide 2 reacts neatly with alkyne 1 to afford the product triazole as a mixture of 1,4-adduct (3a) and 1,5-adduct (3b) at 98 °C in 18 hours. The standard 1,3-cycloaddition between an azide 1,3-dipole and an alkene as dipolarophile has largely been ignored due to lack of reactivity as a result of electron-poor olefins and elimination side reactions.
1,2,3-Triazole is one of a pair of isomeric chemical compounds with molecular formula C 2 H 3 N 3, called triazoles, which have a five-membered ring of two carbon atoms and three nitrogen atoms. 1,2,3-Triazole is a basic aromatic heterocycle.