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Question
Draw the cis and trans structures of hex-2-ene. Which isomer will have higher b.p. and why?
Draw the cis and trans structures of hex-2-ene. Which isomer will have higher b.p. and why?
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Solution
Hex-2-ene is represented as:
H3C−HC=CH−CH2−CH2−CH3
Geometrical isomers of hex-2-ene are:
The dipole moment of cis-compound is a sum of the dipole moments of C−CH3 and C−CH2−CH2CH3 bonds acting in the same direction.
The dipole moment of trans-compound is the resultant of the dipole moments of C−CH3 and C−CH2−CH2CH3 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.
Hex-2-ene is represented as:
H3C−HC=CH−CH2−CH2−CH3
Geometrical isomers of hex-2-ene are:
The dipole moment of cis-compound is a sum of the dipole moments of C−CH3 and C−CH2−CH2CH3 bonds acting in the same direction.
The dipole moment of trans-compound is the resultant of the dipole moments of C−CH3 and C−CH2−CH2CH3 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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