EHT and CNDO/2 calculations on benzocyclobutenylidene (6) are described. Flash pyrolysis of the tosylhydrazone salt 7 affords benzocyclobutene and o-xylene in low yield, along with the formal syn and anti carbene dimers 13 and 14. Condensed-phase reactions were achieved by photolysis of the salt 15. Benzocyclobutenylidene (6) gave rise to the formal carbene dimers 17 and 18. Insertion of carbene 6 into the carbon-hydrogen bonds ...