Use app×
Join Bloom Tuition
One on One Online Tuition
JEE MAIN 2025 Foundation Course
NEET 2025 Foundation Course
CLASS 12 FOUNDATION COURSE
CLASS 10 FOUNDATION COURSE
CLASS 9 FOUNDATION COURSE
CLASS 8 FOUNDATION COURSE
0 votes
63 views
in Chemistry by (92.5k points)
closed by
The order of reactivity of following alcohols with halogen acids is……….
(A) `CH_(3)CH_(2)-CH_(2)-OH` (B) `CH_(3CH_(2)-underset(CH_(3))underset(|)"CH"-OH`
`(C ) CH_(3)CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OH`
A. `(A)gt(B)gt(C )`
B. `(C )gt(B)gt(A)`
C. `(B)gt(A)gt(C )`
D. `(A)gt(C )gt(B)`

1 Answer

0 votes
by (93.5k points)
selected by
 
Best answer
Correct Answer - B
Reaction between alcohols and halogen acid follows `S_(N)1` mechanism. In `S_(N)1` mechanism carbocations are formed as intermediates.
Let us consider the formation of carbocations with the given three alcohols.
`CH_(3)-CH_(2)-CH_(2)-OHtoCH_(3)-overset(+)CH+OH^(-)`
In this case, `1^(@)` carbocation is formed. It is least stable. So, here `S_(N)2` mechanism is followed. In this `S_(N)2` mechanism a transitory state is observed in a-carbon is linked with two nucleophiles.
`CH_(3)-CH_(2)-underset(CH_(3))underset(|)"CH"-OHtounderset(2^(@)"carbocation" ("more stable than" 1^(@) "carbocation"))(CH_(3)-underset(CH_(3))underset(|)overset(+)"CH"+OH^(-))`
`CH_(3)-CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OHtounderset(3^(@)"carbocation" ("most satble"))(H_(3)C-CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C^(+))+OH^(-))`
The reaction proceeded with stable carbocation. Higher the stability of carbocation, higher will be the possibilities of attack of `X^(-)` ion to the carbocation.
As, the tertiary carbocation is most stable so the possibilities of attack of `X^(-)` ion are more prominent in case of tertiary carbocations. Thus, attack of `X^(-)` ion to carbocation is proceeded with tertiary carbocation as follows
`underset(3^(@) "carbocation")(H_(3)C-CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C^(oplus))+X)toH_(3)C-CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-X`
So, the correct option is (b).
Note Higher the stability of intermediate, higher will be the reactivity of compound and higher will be the yield of the desired product

Welcome to Sarthaks eConnect: A unique platform where students can interact with teachers/experts/students to get solutions to their queries. Students (upto class 10+2) preparing for All Government Exams, CBSE Board Exam, ICSE Board Exam, State Board Exam, JEE (Mains+Advance) and NEET can ask questions from any subject and get quick answers by subject teachers/ experts/mentors/students.

Categories

...