When 2-butyne is treated with $\mathrm{H}_2$ /Lindlar's catalyst, compound $\mathrm{X}$ is produced as the…

When 2-butyne is treated with $\mathrm{H}_2$ /Lindlar's catalyst, compound $\mathrm{X}$ is produced as the major product and when treated with $\mathrm{Na}$ /liq. $\mathrm{NH}_3$ it produces $\mathrm{Y}$ as the major product. Which of the following statements is correct?
  1. Y will have higher dipole moment and higher boiling point than $\mathrm{X}$ Y
  2. $\mathrm{Y}$ will have higher dipole moment and lower boiling point than $\mathrm{X}$
  3. X will have lower dipole moment and lower boiling point than $\mathrm{Y}$
  4. $\mathrm{X}$ will have higher dipole moment and higher boiling point than Y

Solution

When 2-butyne is treated with $\mathrm{H}_2$ /Lindlar's catalyst, compound $\mathrm{X}$ (cis-2-butene) is produced as the major product; and when treated with $\mathrm{Na} /$ liq $\mathrm{NH}_3$ it produces $\mathrm{Y}$ (trans -2- butene) as the major product. Cisisomer $(\mathrm{X})$ will have higher dipole moment and higher boiling point than $\operatorname{trans}(\mathrm{Y})$.

Asked in: JEE Main 2018 (15 Apr Shift 2 Online)

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