3. Isolation of a natural product gave a ketone of molecular formula C8H160. It was decided that this compound must have one of the structures (2 or 3) shown but previous work (pre-mass spectrometry) did not provide a clear distinction between them. The mass spectrum was determined and the base peak was at m/z 72. Deduce with reasoning the structure of the ketone (drawing out the key fragmentation processes to support your deduction). 2 3

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3. Isolation of a natural product gave a ketone of molecular formula C8H160. It was decided that this compound must have
one of the structures (2 or 3) shown but previous work (pre-mass spectrometry) did not provide a clear distinction between
them. The mass spectrum was determined and the base peak was at m/z 72. Deduce with reasoning the structure of the
ketone (drawing out the key fragmentation processes to support your deduction).
3
Transcribed Image Text:3. Isolation of a natural product gave a ketone of molecular formula C8H160. It was decided that this compound must have one of the structures (2 or 3) shown but previous work (pre-mass spectrometry) did not provide a clear distinction between them. The mass spectrum was determined and the base peak was at m/z 72. Deduce with reasoning the structure of the ketone (drawing out the key fragmentation processes to support your deduction). 3
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