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Question

Which of the following is more soluble in water?

A
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B
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C
Both (a) and (b) has similar solubility
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D
Cannot be predicted
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Solution

The correct option is A
Generally like dissolves like. Thus, polar compounds dissolves in polar solvent.
Solubility in water Dipole moment
In cis-isomers, the same group will locate on the same side of the doubly bonded carbon atoms. So, they will have a resultant dipole moment. Hence, cis-isomer is soluble in water.

In trans-isomers, the same groups will locate on the opposite side of the doubly bonded carbon. Thus, the dipole will get cancel each other and the resultant dipole moment will be zero.

μcis>μtrans

Solubility of cis-isomer >Solubility of trans-isomer
Here, compound (a) is cis-isomer so it is more soluble in water compare to trans.

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