How many alpha-hydrogens are there in each of the following ester systems? (a) e

Question

How many alpha-hydrogens are there in each of the following ester systems? (a) ethyl ethanoate (b) methyl ethanoate (c) methyl methanoate (d) ethyl benzoate (e) diethyl propanedioate What are the major products of the reactions when each of the following esters are treated with sodium ethoxide: (a) Ethyl ethanoate (b) Methyl benzoate (c) Ethyl propanoate (d) Diethyl hexanedioate (e) Diethyl heptanedioate (f) Ethyl 5-oxohexanoate What are the major products of the following reaction sequences? How would you prepare diethyl hexanedioate from cyclohexene? How would you prepare ethyl acetoacetate (ie. ethyl 3-oxobutanoate)? How would you prepare diethyl malonate from malonic acid?

Explanation / Answer

Ans 1 .Alpha hydrogen is the one that is attached to the alpha carbon of the organic compound , Alpha carbon is the one that is attached to the functional group.

So try making the structures of the compounds first , identify the alpha carbon ( next to the carbonyl functional group of the ester), and then count the number of hydrogen atoms it holds .

a) Ethyl ethanoate -3

b) Methyl ethanoate - 3

c) Methyl methanoate - 0

d) ethyl benzoate - 0

e) diethyl propanedioate - 2

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