2- Brietly priontize compounds below in decreasing order. Note, you must place y

Question

2- Brietly priontize compounds below in decreasing order. Note, you must place your answer the order of acidity of the alcohols by giving the approximate Pk, values of the within the underlined area be low OH IA] 1B IC1 [CI IEI - Show two routes as to how you would synthesize molecule A using appropriate organo-lithium, Grignard or de reagents. Note, a total of three products are expected. Make sure you display all intermediates and the complete mechanism demonstrating bond retro-breaking in all synthetic steps (ie, show all reactive electrons). ?? IA]

Explanation / Answer

Question 2:

The pKa value of 4-fluorophenol (C) = 9.9

The pKa value of 4-iodophenol (D) = 9.3

The pKa value of 2,4-Dinitrophenol (E) = 4.1

The pKa value of benzenesulfonic acid (F) = -6.5

The pKa value of 4-Fluorocyclohexanol (A) is more than all the above.

The pKa value of 4-Fluoro-1-methylcyclohexanol (B) is even more than 4-fluorocyclohexanol.

Lesser the pKa value of an acid, more is the Ka value since pKa = -Log(Ka), hence the stronger is the acid.

Therefore the acidity of the given compounds in the decreasing order can be written as follows.

F > E > D > C > A > B

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