The isomerization of dimethyl maleate (DM) to dimethyl fumarate (DF) is irrevers

Question

The isomerization of dimethyl maleate (DM) to dimethyl fumarate (DF) is irreversible because ___ b) Bromine is necessary to isomerize dimethyl maleate to dimethyl fumarate in order to ___ c) As seen on TLC, dimethyl fumarate is less polar than dimethyl maleate because ___ d) Dimethyl fumarate is a solid whereas dimethyl maleate is a liquid because ___ e) The dehydration reaction of Cyclohexanol with H_3PO_4 proceeds by ___ mechanism through the formation of a ___ intermediate. f) Cyclohexanol has a very high BP (161 degree C) whereas the product Cyclohexene has a significantly lower BP (83 degree C) because ___ has ___ whereas ___ only has ___. g)The double bond in dimethyl maleate and dimethyl fumarate is electron ___ h) Dimethyl maleate would participate in Diels-Alder reaction as a ___. i) An acyclic conjugated diene must be in the ___ conformation to participate in the Diels-Alder reaction. j) Diels-Alder reaction is considered to be a concerted (4+2) cycloaddition reaction because ___

Explanation / Answer

a) Dimethyl malate and Dimethyl fumarate are the geometrical isomers (same chemical formula but diffrent structural formula) DM is cis isomer where as DF is trans.

As we know that cis isomer is less stable becauseof static crowding as it contains two bulky group on same side

Where as trans is more stable as it contain both bulky group on opposite side

Therfore once the DM isomersie to DF it will revert back to less stable form

b)Bromine react with carbon carbon double and forms dibromide product. Then each bromine is displaced by ester group hence for isomerization Br2 act as driving force.

C) Dimethyl fumarate is stable form and contains less/no dipol moment hence weakly adsorbled on TCL hencevit is less polar than dimethyl malate

d) Dimethyl fumarate is stable form and have very good crystal packing

While malate having high dipole moment and dont have perfect crystal packing hence it is liquid

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