Unformatted text preview: the transfer of the reflux mixture to the beaker. We were not able to determine whether our product contained any impurities (no determination of melting point). Questions 1. Why is the major product of this reduction isoborneol and not borneol? The major product is isoborneol because of steric hindrance caused by the methyl groups on the bridge of the molecule. This steric hindrance keeps the sodium hydroboride from attacking the carbonyl carbon from the top face. This reaction proceeds slower than the nucleophilic attack on the bottom face of the molecule so less borneol is formed. 2. Starting from camphor, provide a multi-step synthesis that would favor borneol over isoborneol....
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- Spring '09