Early attempts to synthesize this molecule with hydroiodic acid at high temperatures failed due to a methyl shift discovered by Markovnikov, Kishner, and Zelinsky. Mixtures of this molecule and methanol form a binary liquid that displays critical opalescence. Sebacoyl chloride is dissolved in this compound and forms a thin, pullable fiber when reacted with hexa·methyl·ene·di·amine in water in the nylon rope trick experiment. This molecule is produced when a precursor whose NMR spectrum consists of a single peak at 7.3 ppm is hydrogenated with Raney nickel. The added steric bulk created from adding a substituent to this molecule can be quantified with A-values. The sterics between this molecule’s flagpole hydrogens make its boat conformation less stable than its chair conformation. For 10 points, name this cyclic alkane with formula C6H12. ■END■
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