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AIEEE 2010 Solved Paper
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© examsnet.com
Question : 25
Total: 89
From amongst the following alcohols the one that would react fastest with conc.
HCl
and anhydrous
ZnCl
2
, is
2-Butanol
2-Methylpropan-2-ol
2-Methylpropanol
1-Butanol
Validate
Solution:
Tertiary alcohols react fastest with conc.
HCl
and anhydrous
ZnCl
2
(lucas reagent) as its mechanism proceeds through the formation of stable tertiary carbocation.
Mechanism
Step 1:
CH
3
−
CH
3
|
C
|
CH
3
2
Methyl
Propan
−
2
−
ol
−
OH
+
H
−
Cl
⇌
(
CH
3
)
3
C
−
+
O
H
2
+
Cl
−
Step 2 :
(
CH
3
)
3
C
−
O
+
H
2
⇌
(
CH
3
)
C
+
+
H
2
O
3
∘
Carbocation
Step 3:
(
CH
3
)
3
C
+
+
Cl
−
⇌
(
CH
3
)
3
C
−
Cl
t
−
Butyl chloride
© examsnet.com
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