One method of synthesizing it developed by Kobayashi involves reacting fluoride with a compound substituted with a trimethylsilyl group and triflate.
Along with carbon dioxide and nitrogen gas, this compound forms when anthranilic acid is treated with nitrous acid and subjected to diazotization. One method of synthesizing it developed by Kobayashi involves reacting fluoride with a compound substituted with a trimethylsilyl group and triflate. Tetra-phenyl-naphthalene is usually synthesized by reacting this compound with tetra-phenyl-cyclo-penta-dienone. That reaction is an application of the Diels-Alder reaction where this compound is the dienophile. The diradical para- isomer of this compound is an intermediate in the Bergman cycloaromatization reaction. It was discovered when JD Roberts showed that two regioisomers of aniline form when C-14-labelled chlorobenzene is treated with amide in a nucleophilic aromatic elimination-addition reaction. This compound is usually only an intermediate because the sp-hybridized carbon introduces significant ring strain. For 10 points, name this simplest aryne (air-INE).
Along with carbon dioxide and nitrogen gas, this compound forms when anthranilic acid is treated with nitrous acid and subjected to diazotization.
benzyne [or C6H4; or 1,2-didehydrobenzene]