- A
- B
- C- - -
- D
View written solutionFree
Correct answer: D
- Identify the reaction type
Propene reacts with (generated from ) to form a halohydrin.
For alkenes, the mechanism is:
- electrophilic addition of to the double bond,
- formation of a carbocation / bridged chloronium-type intermediate idea,
- then attack by water.
At the JEE level, this is commonly represented through the more stable carbocation-like intermediate formed after addition of .
- Write the alkene
Propene is:
When an electrophile adds, the intermediate should be such that the more stable carbocation is formed.
- Apply Markovnikov orientation
If adds to the terminal carbon, the positive charge appears on the middle carbon:
This is a secondary carbocation, which is relatively stable.
If instead the positive charge were on the terminal carbon, we would get a primary carbocation, which is less stable.
So the preferred intermediate is:
- Match with options
- A: — not the intermediate formed immediately after electrophilic attack.
- B: — primary carbocation, less stable.
- C: same as A in written form.
- D: — correct.
- Final answer
The intermediate is:
So the correct option is D.
- Comparison with stored answer
Stored correct answer: D
My derived answer: D
They agree.
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