202 - Practice Problem 2-2 Answer Just how strong a base...

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Practice Problem 2-2 Answer Just how strong a base would you expect a Grignard reagent to be? Predict whether the following reactions will occur as written. You may find it helpful to refer to the pK a data provided in the “Handouts” section of the course packet. Assume that the pK a of NH 3 is 38. This reaction will occur as written, since the stronger acid is located on the left side of the reaction arrow. This reaction will occur as written, since the stronger acid is located on the left side of the reaction arrow. Practice Problem 2-3 Answer Why do you suppose it’s not possible to prepare a Grignard reagent from a bromo alcohol such as 4 -bromo-1- pentanol? Grignard reagents are highly susceptible to protonolysis! If a hydroxyl group is present in the same molecule, the Grignard reagent will be destroyed as soon as it forms due to the highly favorable acid-base reaction (which can occur intramolecularly, as shown below, or between two different molecules): Practice Problem 2-4
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This note was uploaded on 10/25/2010 for the course CH 310n taught by Professor Iverson during the Summer '08 term at University of Texas at Austin.

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202 - Practice Problem 2-2 Answer Just how strong a base...

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