TTs170711_Jessie Balicki_1 - 1) H What reaction takes place...

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MgI+-CH3-1 O-1 O O O CH3 H+-OH- O- O R’ O R O H2O R O R’ O H H H H H H H H H 1) What reaction takes place when methylmagnesium iodide is added to acetoacetic ester to form hydroxyester CH32COHCH2COOC2H5 . Why does the reaction bubble Ans: When methylmagnesium iodide - CH3 MgI which is a Grignard reagent is added to acetoacetic ester, CH3COCH2COOC2h5 , the formation of hydroxyester takes place. The reaction is called Grignard Reaction. The reaction bubbles due to the formation of iodine gas. The mechanism of the reaction is given below which will explain the formation of gas bubble during reaction. The acetoacetic ester has two = C O group. - = CH3 C O & - CH2 COOC2H5 . The Grignard reagent - - + CH3 1 MgI 1 when reacts with the ester, - CH3 1 attacks the carbon containing the = C O in - = . CH3 C O The double bond is broken and a methyl group is added to the carbon i.e. - - - CH32 C O 1 . The product formed then reacts with water, H2O to form - CH32 - . C OH Again the + MgI 1 ion i.e. the iodide ion is oxidized in the presence of hydroxide ion
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This note was uploaded on 07/22/2011 for the course ME 3 taught by Professor Prof.ramachandran during the Spring '11 term at Indian Institute of Technology, Kharagpur.

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TTs170711_Jessie Balicki_1 - 1) H What reaction takes place...

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