Explain Two limitations of carbon NMR

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Elin HesselLv2

13 Dec 2019

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Part One: Some ask that you use ONLY the starting material as your carbon source. This means you need to make your nucleophile (Grignard) and electrophile (epoxide) from the starting material and react them together. Homework problems A and B. Starting with 2-methylpropane show the synthesis of unknowns A (C8H16) and B (C8H16O). The NMR spectra for these molecules are given. YOU MUST CREATE ANY CARBON-BUILDING REAGENTS FROM YOUR STARTING MATERIAL.

Part Two: Some limit the number of carbons in the reagents you add. This means you can make your starting material into the nucleophile (Grignard) or electrophile (epoxide) and react either of these with a new reagent that meets the carbon requirements. Homework problems C and D. Starting with 2-methylpropane show the synthesis of unknowns C (C6H12O) and D (C6H12O2). The NMR spectra for these molecules are given. YOU CAN ADD ANY CARBON-BUILDING REAGENTS AS LONG AS THEY ARE TWO CARBONS OR LESS.

Part Three: Some donât set any limitations! Homework problem E and extra credit problem F. Starting with 2-methylpropane show the synthesis of unknowns E (C11H16O) and F (C13H19Cl). The NMR spectra for these molecules are given. THERE ARE NO LIMITATIONS TO THE CARBON-BUILDING REAGENTS YOU CAN USE. Hint: you can get molecule F from molecule E more easily then starting from scratch!