CHEM 313 Chapter : Chem_313_PS7_2014.pdf
Document Summary
Chem 313 problem set #7, 2014: the rate of acidic hydrolysis of trityl ethers is very dependent on the substituents on the phenyl rings. Predict (using >,< or =) the relative rate of each of the following reactions. Provide structural evidence supporting your claim. a) b) O: proposed the intermediates and final product upon the following synthetic steps in the scheme below: the benzoyl or anisoyl chlorides are used in excess. No2: the 2-pyridyl protecting group is used to protect the hydroxyl function. It is cleaved with high temperature (thermolytic) involving the release of carbon dioxide. This group is also useful because it has a diagnostic absorption band in. Uv-vis spectrum which helps to monitor its unblocking process. Proposed a mechanism where the n-(2-pyridyl) moiety has been identified as a nucleophilic center: show the reagents you would use for the following transformations.
