Cis vs Trans-Stability & BP

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DrMula

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Okay, lets say you have cis and trans isomers of an alkene that has 2 electronegative groups (say 2 Cl-). Which one has the higher relative BP?...the cis isomer b/c there will be a net-dipole moment, making the compound polar and so increasing the force of attraction...now here is where I get stuck...I know the trans isomer is more stable than cis b/c it has less steric hinderance...but in this example...cis had the higher boiling point--is this solely due to the fact that there are electronegative groups attached?

In other words if the alkene had ordinary alkyl chains attached, and the question was asked, which has a higher relative BP the cis or trans isomer? Would the answer be trans (b/c the cis isomer is no longer generating a dipole moment and due to the fact that trans is regularly more stable b/c of less steric hinderance)?

I hope I made my question clear...thanks!
 
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