Day_Lecture_8b - Chapter 8 ctd 9 Reaction of oxirane with...

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1 Chapter 8 ctd 9. Reaction of oxirane with organometallic reagents Just as H can serve as a nucleophile in reactions with oxirane organometalic reagents also react with these substrates: or The strength of the Grignard or organo lithium “carbon nucleophile” can be gauged by the fact that OH , a very poor leaving group (!) is replaced in these reactions. Please, note that the above examples do not address the sterioc outcome of these reactions. This will be covered (soon) in a later chapter. Stay tuned. 10. Applying reactions to synthesis The synthesis of specific target materials requires that we carry out reactions at a specific center without affecting any other segment of the molecule. Carrying out a synthesis requires careful planning and consideration of many factors, such as cost, availability, efficiency and yield, the toxicity of potential byproducts, and many others. We have learned a few specific reactions. For example, only one of the halogens of 1-bromo-3-fluoropropane can be replaced by reaction with iodide ion.
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