Question:

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

Updated On: Nov 15, 2023
Hide Solution
collegedunia
Verified By Collegedunia

Solution and Explanation

Hex-2-ene is represented as:
\(CH_3−CH=CH−CH_2−CH_2−CH_3\)
Geometrical isomers of hex-2-ene are:

Geometrical isomers of hex-2-ene

The dipole moment of cis-compound is a sum of the dipole moments of \(C-CH_3\) and \(C-CH_2CH_2CH_3\) bonds acting in the same direction. 
The dipole moment of trans-compound is the resultant of the dipole moments of \(C-CH_3\) and \(C-CH_2CH_2CH_3\) 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

Was this answer helpful?
0
0

Concepts Used:

Alkenes

Alkenes

In organic chemistry, an alkene is a hydrocarbon containing a carbon-carbon double bond.[1]

Alkene is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds.

Read More: Ozonolysis

IUPAC Nomenclature of Alkenes

  1. An alkene or cycloalkene is indicated by the suffix (ending) ene.
  2. For the root name, the longest chain must include both carbon atoms of the double bond.
  3. The root chain must be numbered beginning at the end closest to a double bond carbon atom. If the double bond is in the chain's centre, the nearest substituent rule is used to determine where the numbering begins.
  4. If the compound contains more than one double bond, it is named with a diene, triene, or equivalent prefix indicating the number of double bonds, and each double bond is assigned a locator number.

Read More: Unsaturated Hydrocarbon