- ABut-1-ene.
- Bcis-But-2-ene.
- Ctrans-But-2-ene.
- D2-methyl propene.
View written solutionFree
Correct answer: D
- Identify the possible isomers of among the options
The given options are alkenes:
- But-1-ene:
- cis-But-2-ene:
- trans-But-2-ene:
- 2-methylpropene:
- Recall oxidation of alkenes with hot acidic
Oxidative cleavage of the double bond occurs.
General results:
- A double-bond carbon with:
- two hydrogens
- one hydrogen carboxylic acid
- no hydrogen ketone
The question says:
- effervescence of a gas is observed
- a ketone is formed
Effervescence of gas indicates formation of . So one carbon of the double bond must become . Formation of ketone means the other double-bond carbon must have no hydrogen.
Thus the alkene must be of type: On oxidation:
- Check each option
Option A: But-1-ene
Structure: Oxidative cleavage gives:
- terminal
- the other carbon has one H carboxylic acid So products are and propanoic acid, not ketone.
Therefore, A is incorrect.
Option B: cis-But-2-ene
Structure: Each double-bond carbon has one H, so oxidation gives two molecules of acetic acid: No ketone, no effervescence.
Therefore, B is incorrect.
Option C: trans-But-2-ene
Same oxidative cleavage behavior as cis-but-2-ene. Products are two molecules of acetic acid. No ketone, no effervescence.
Therefore, C is incorrect.
Option D: 2-methylpropene
Structure: On oxidative cleavage:
- terminal
- substituted carbon with no H ketone Thus: Ketone formed is acetone, and gas evolved is .
Therefore, D is correct.
- Final conclusion
The compound that gives effervescence due to and forms a ketone on oxidation with acidic is:
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