What will be the possible major product(s) on heating this primary alcohol i.e. 9-fluorenylmethanol with (conc) H2SO4? When the above compound is heated with (conc.) $\ce{H2SO4}$ the $\ce{OH}$ will probably be protonated and it will leave, producing a carbocation. After that possibly there will be a hydride shift. Now, after this step what could be the possibilities. I was thinking of ring expansion (which could potentially form phenanthrene) but again I doubt that a negative charge on a $sp^2$ carbon of the benzene ring would attack the positive charge after C-C bond cleavage. Or another possibility is formation of a double bond to form a structure like:



Which is the correct (major) product formed?
What I feel is that forming phenanthrene would be possible because of its high stability due to resonance. Initially, $\ce{-OH2}$ leaves out forming a 1°carbocation. Now the $\ce{\beta C-\gamma C}$ cleaves so as to make way for the better 2°carbocation which is also thermodynamically favourable.