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Question 9

Draw the cis and trans structures of hex-2-ene. Which isomer will have higher b.p. and why?

Answer

Hex-2-ene is represented as:

The dipole moment of cis-compound is a sum of the dipole moments of C-CH3 and C-CH2CH2CH3 bonds acting in the same direction. The dipole moment of trans-compound is the resultant of the dipole moments of C-CH3 and C-CH2CH2CH3 bonds acting in opposite directions. Hence, cis-isomer is more polar than trans-isomer. The higher the polarity, the greater is the intermolecular dipole-dipole interaction and the higher will be the boiling point. Hence, cis-isomer will have a higher boiling point than trans-isomer.

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