Mass of a di- β \beta

Chemistry Level 3

Consider the reaction between P h C O C l \ce{PhCOCl} and Methyl Acetate. It is catalyzed by a base. What is the number we obtain when 14 is added to the major product's molar mass?


The answer is 192.

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1 solution

Methyl acetate enolizes in the presence of a base, the resulting enolate attacks the electrophillic center on PhCOCl giving an tetrahedral intermediate. Due to the presence of Chlorine, a very good leaving group, the product obtained is a β \beta di carbonyl compound of molar mass 178g. Adding 14 to the compound's mass, we get 192.

Is the compound P h ( C O ) C H X 2 ( C O ) C H X 3 \ce{Ph(CO)CH_2(CO)CH_3} ?

neelesh vij - 5 years, 1 month ago

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The compound is Ph(CO)CH2(CO)OMe. It has a molar mass of 178 g.

Vitthal Yellambalse - 5 years, 1 month ago

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Err.. i mistook methyl acetate for acetone :(

neelesh vij - 5 years, 1 month ago

Wont the product i.e ester get hydrolysed in basic medium to give carboxylate anion.....?

Mayank Hooda - 5 years, 1 month ago

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