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Q.

When 2-butyne is treated with H2 / Lindlar ' s catalyst, compound X is produced as the major product and when treated with Na / liqNH3 it produces Y as the major product. Which of the following statements is correct?

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a

X will have lower dipole moment and lower boiling point than Y

b

Y will have higher dipole moment and lower boiling point than X

c

X will have higher dipole moment and higher boiling point than Y

d

Y will have higher dipole moment and higher boiling point than X

answer is D.

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Detailed Solution

CH3–C≡C–CH3 --(H2 / Lindlar's catalyst)--> cis-CH3–CH=CH–CH3

CH3–C≡C–CH3 --(Na / liq. NH3)--> trans-CH3–CH=CH–CH3

 

 

This shows the partial hydrogenation of 2-butyne:

  • With H₂/Lindlar’s catalystcis-2-butene

  • With Na/liquid NH₃trans-2-butene

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