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Determine Correct Stability Order of Given Alkenes

IUPAC name of the some alkenes are given below.
Find out the correct stability order.

A. 2-Methylbut-2-ene
B. cis-But-2-ene
C. 2, 3-Dimethylbut-2-ene
D. Prop-1-ene

Choose the correct answer from the options given below :

Options

A

C>A>B>D\text{C} > \text{A} > \text{B} > \text{D}

Correct
B

C>A>D>B\text{C} > \text{A} > \text{D} > \text{B}

C

B>D>A>C\text{B} > \text{D} > \text{A} > \text{C}

D

A>B>C>D\text{A} > \text{B} > \text{C} > \text{D}

Step-by-Step Solution

To determine the correct stability order of the given alkenes, we analyze their hyperconjugative stability, which is directly proportional to the number of α\alpha-hydrogens (α-H\alpha\text{-H}) attached to the sp2sp^2-hybridized carbon atoms of the double bond.

  1. Structure and α\alpha-hydrogens of each alkene:

    • C. 2,3-Dimethylbut-2-ene:
      Structure: (CH3)2C=C(CH3)2\text{Structure: } (CH_3)_2C=C(CH_3)_2
      The sp2sp^2-hybridized carbon atoms are bonded to four methyl groups.
      Number of α-H=3+3+3+3=12 α-H\text{Number of } \alpha\text{-H} = 3 + 3 + 3 + 3 = 12\ \alpha\text{-H}

    • A. 2-Methylbut-2-ene:
      Structure: (CH3)2C=CHCH3\text{Structure: } (CH_3)_2C=CH-CH_3
      The sp2sp^2-hybridized carbon atoms are bonded to three methyl groups.
      Number of α-H=3+3+3=9 α-H\text{Number of } \alpha\text{-H} = 3 + 3 + 3 = 9\ \alpha\text{-H}

    • B. cis-But-2-ene:
      Structure: CH3CH=CHCH3\text{Structure: } CH_3-CH=CH-CH_3
      The sp2sp^2-hybridized carbon atoms are bonded to two methyl groups.
      Number of α-H=3+3=6 α-H\text{Number of } \alpha\text{-H} = 3 + 3 = 6\ \alpha\text{-H}

    • D. Prop-1-ene:
      Structure: CH3CH=CH2\text{Structure: } CH_3-CH=CH_2
      The sp2sp^2-hybridized carbon atoms are bonded to one methyl group.
      Number of α-H=3 α-H\text{Number of } \alpha\text{-H} = 3\ \alpha\text{-H}

  2. Comparing Stability:

    Since the stability of an alkene increases as the number of hyperconjugative structures (and hence the number of α\alpha-hydrogens) increases: Stability Number of α-hydrogens\text{Stability } \propto \text{Number of } \alpha\text{-hydrogens}

    Comparing the number of α\alpha-hydrogens for each compound: (12 α-H)>(9 α-H)>(6 α-H)>(3 α-H)\text{C } (12\ \alpha\text{-H}) > \text{A } (9\ \alpha\text{-H}) > \text{B } (6\ \alpha\text{-H}) > \text{D } (3\ \alpha\text{-H})

Thus, the correct stability order is C>A>B>D\text{C} > \text{A} > \text{B} > \text{D}.

This corresponds to Option A.

Determine Correct Stability Order of Given Alkenes | Chemistry PYQ Solution - JEE Challenger