JEE Main · 2020 · Shift-ImediumHC-053

The correct order of heat of combustion for following alkadienes is:

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

The correct order of heat of combustion for following alkadienes is:

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Options
  1. a

    (a) < (b) < (c)

  2. b

    (a) < (c) < (b)

  3. c

    (c) < (b) < (a)

  4. d

    (b) < (c) < (a)

Correct Answera

(a) < (b) < (c)

Detailed Solution

Step 1: Understand the relationship between stability and heat of combustion

ΔHcombustion1stability\Delta H_{\text{combustion}} \propto \frac{1}{\text{stability}} More stable molecule → lower energy → lower heat of combustion.

Step 2: Compare stability of the three alkadienes

The three types of dienes:

  • (a) Conjugated diene (alternate double bonds): More stable due to delocalization of π\pi electrons → most stablelowest heat of combustion
  • (b) Cumulated diene (allene) (\ceC=C=C\ce{C=C=C}): Least stable — strained geometry (two adjacent double bonds sharing central carbon) → least stablehighest heat of combustion
  • (c) Isolated diene (double bonds separated by \ceCH2\ce{CH2}): Intermediate stability — no special resonance but no strain either → intermediate heat of combustion

Step 3: Order heat of combustion Let's look at the three conjugated dienes. First, diene has both double bonds in trans orientation. B has one in cis, one in trans, and the C has both double bonds in cis orientation. Trans orientation is more stable compared to cis. Answer: Option (a)

Key Points to Remember:

  • Conjugated diene = most stable (lowest heat of combustion)
  • Heat of combustion reflects relative stability
  • More stable = lower internal energy = less heat released on combustion

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