Question #52193

Which one of the following will have the higher boiling point? (2) CH3OCH3 or CH3CH2CH3 ii) Arrange the following in the order of their increasing max values: (3) 2-Methyl 1,3 butadiene, 1,3-butadiene, 1,3,5-hexatriene. Give reason in support of your answer.
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Expert's answer

2015-06-22T06:19:44-0400

Answer on Question #52193 – Chemistry – Organic Chemistry

Question:

Which one of the following will have the higher boiling point? (i) CH3OCH3 or CH3CH2CH3 ii) Arrange the following in the order of their increasing max values: (3) 2-Methyl 1,3 butadiene, 1,3-butadiene, 1,3,5-hexatriene. Give reason in support of your answer.

Answer (i):

CH₃OCH₃ has the higher boiling point. Dimethyl ether is a polar molecule which has the higher dipole moment in comparison with the non-polar propane. It leads to the stronger intermolecular interactions for the ether that provides the higher boiling point.

Answer (ii):

1,3-butadiene<2-Methyl-1,3-butadiene<1,3,5-hexatriene

It depends on the two factors that provide the higher boiling point:

1) An increase of molecular weight;

2) An increase of alkene polarizability. Boiling point is stronger for molecules that contain more unsaturated bonds.

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