Question:medium
Which one among the following compounds will most readily be dehydrated under acidic condition?
(A) (B) (C) (D) CH3-CH2-CH2-OH CH3-CH(CH3)-CH2-OH CH3-CH2-CH(CH3)-OH C(CH3)(CH3)-CH2-OH (1° alcohol) (2° alcohol) (2° alcohol) (3° alcohol)
Which one among the following compounds will most readily be dehydrated under acidic condition?
| (A) | (B) | (C) | (D) |
|---|---|---|---|
| CH3-CH2-CH2-OH | CH3-CH(CH3)-CH2-OH | CH3-CH2-CH(CH3)-OH | C(CH3)(CH3)-CH2-OH |
| (1° alcohol) | (2° alcohol) | (2° alcohol) | (3° alcohol) |
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Tip about dehydration of alcohols
Key Points:
Protonation of -OH creates better leaving group (H$_2$O)
Carbocation stability determines rate: \chemfig{C^+(-[::+60]R)(-[:-60]R)-R>\chemfig{R-CH^+-R>\chemfig{R-CH_2^+
Rearrangements possible for less stable carbocations
Protonation of -OH creates better leaving group (H$_2$O)
Carbocation stability determines rate: \chemfig{C^+(-[::+60]R)(-[:-60]R)-R>\chemfig{R-CH^+-R>\chemfig{R-CH_2^+
Rearrangements possible for less stable carbocations
Updated On: Nov 28, 2025
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