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Credit 50 Points 1. Fill in the blank line with the correct answer: 14 a) The is

ID: 498646 • Letter: C

Question

Credit 50 Points 1. Fill in the blank line with the correct answer: 14 a) 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 HPO. proceeds by mechanism through the formation of a intermediate f Cyclohexanol has a very high BP (161 C) whereas the product Cyclohexene has a significantly lower BP (83 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. Diels-Alder reaction is considered to be a concerted (4+2) cycloaddition reaction because

Explanation / Answer

1. (a) Because dimethyl fumerate is therodynamically more stable.

(b) Br is necessary to form the radical which can rotate arounf the C-C single bond.

(c) fumerate is less polar as its is trans isomer and the direction of dipole moment is exactly opposite to each other. So, they cancels out

(d) dimethyl fumerate is solid because of better packing of molecules. As a result, the molecules are close to each other .

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