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JEE Advanced levelSingle correct optionDifficulty 3 of 3si094

Arrange in increasing order of in UV-visible spectra: (i) ethene, (ii) buta-1,3-diene, (iii) hexa-2,4-diene (), (iv) hexa-1,3,5-triene.

  1. A(ii) < (i) < (iii) < (iv)
  2. B(i) < (ii) < (iii) < (iv)
  3. C(i) < (iii) < (ii) < (iv)
  4. D(i) < (ii) < (iv) < (iii)

Answer: B

Increasing conjugation lowers the energy of the pi to pi* transition and shifts to longer wavelength. Alkyl substituents on the diene give a further small red shift, so hexa-2,4-diene absorbs above buta-1,3-diene. The triene has the longest conjugated system and absorbs at the longest wavelength.
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