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1,2,3-Cyclohexatriene

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1,2,3-cyclohexatriene v2.svg 150px Cyclohexa-1,2,3-triene 90866-90-3 195206 22138104 1S/C6H6/c1-2-4-6-5-3-1/h1,6H,2,4H2 LQABCMYNMHGWFU-UHFFFAOYSA-N C1CC=C=C=C1 6 6 1,2,3-Cyclohexatriene is an unstable chemical compound with the molecular formula C2(CH)2(CH2)2. https://www.chemistryworld.com/news/benzenes-forgotten-isomer-takes-centre-stage-in-organic-synthesis/4017364.article Benzene's forgotten isomer takes centre stage in organic synthesis May 2, 2023 It is an unusual isomer of benzene in which the three double bonds are cumulated. This highly strained compound was first prepared in 1990, by reacting a cyclohexadiene derivative with cesium fluoride. 10.1021/ja00179a050 1,2,3-cyclohexatriene and cyclohexen-3-yne: Two new highly strained C6H6 isomers 1990 Shakespeare William C. Johnson Richard P. Journal of the American Chemical Society 112 23 8578–8579 1990JAChS.112.8578S The product was too reactive to be isolated on its own, so its existence was confirmed by trapping via a cycloaddition reaction. thumb|left|500px|Preparation and trapping of 1,2,3-cyclohexatriene 1,2,3-Cyclohexatriene and its derivatives undergo a variety of reactions including cycloadditions, nucleophilic additions, and σ-bond insertions, 10.1038/s41586-023-06075-8 Strain-promoted reactions of 1,2,3-cyclohexatriene and its derivatives 2023 Kelleghan Andrew V. Bulger Ana S. Witkowski Dominick C. Garg Neil K. Nature 618 7966 748–754 37075803 10460091 2023Natur.618..748K 258237506 and therefore they can be versatile reagents for organic synthesis. https://phys.org/news/2023-05-fresh-cyclohexatriene-versatile-reagent-synthesis.html May 3, 2023 A fresh look at 1,2,3-cyclohexatriene shows it could be used as a versatile reagent in organic synthesis References Category:Benzene Category:Isomerism