A derivative of this compound with three methyl and carboxyl groups is used for molecular recognition studies and readily coordinates the uranyl ion. Three equivalents of this molecule are bonded to phosphorus to form a ligand with a 170-degree cone angle that is found in both Crabtree’s and Grubbs’ catalysts. 1.74 kilocalories-per-mole is assigned to methyl under the (*) A-value scale used to assess the stability of this molecule’s derivatives. Two doubly-linked Newman projections may be used to visualize unfavorable flagpole interactions that destabilize this molecule’s boat conformation, causing its chair conformation to be favored. This compound is industrially produced by using Raney nickel to hydrogenate benzene. For 10 points, name this cyclic alkane with the formula C6H12. ■END■
ANSWER: cyclohexane [or hexanaphthene; accept cyclohexyl; accept Kemp’s triacid or KTA; prompt on Cy or PCy3; reject “cyclohexene” or “cyclohexyne”]
<DN, Chemistry>
= Average correct buzz position