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Solved Examples - General Organic Chemistry, JEE Main Notes JEE Notes | EduRev

JEE Main Mock Test Series 2021 & Previous Year Papers

JEE : Solved Examples - General Organic Chemistry, JEE Main Notes JEE Notes | EduRev

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Q.1. Arrange the following compounds in order of decreasing acidity: (IIT- JEE 2013)
Solved Examples - General Organic Chemistry, JEE Main Notes JEE Notes | EduRev (a) I > II > III > IV
(b) III > I > II > IV
(c) IV > III > I > II
(d) II > IV > I > III
Ans. b
Solution:

Electron donating groups increase the acidity of phenol when present as substituent on the benzene ring while electron-withdrawing groups decrease the acidity of phenol.
Cl and NO₂ are electron-withdrawing groups while -CH₃ and -OCH₃ are electron donating groups.
However, nitro undergoes resonance also which allows it to better stabilize the negative charge of the oxygen as compare to chlorine and thus acidic character of nitrophenol would be higher than that of chlorophenol.
So, Nitrophenol is the most acidic compound here followed by chlorophenol.
Hence, the correct option is b.

Q.2. Which of the given statement(s) about N, O, P and Q with respect to M is (are) correct? (IIT-JEE 2012)
Solved Examples - General Organic Chemistry, JEE Main Notes JEE Notes | EduRev (a) M and N are non–mirror image stereoisomers.
(b) M and O are identical.
(c) M and P are enantiomers.
(d) M and Q are identical.
Answer: a,b,c
Solution: Fischer Projections of the molecules:

It is clear that:

M and N are non-mirror image stereoisomers.
M and O are the same molecules i.e. Identical.
M and P are the non-superimposable mirror images of hence they are enantiomers.
N and Q are identical.
M and Q are also are non–mirror image stereoisomers i.e diastereomers.
Hence A, B and C are the correct statements.

Q.3. The total number of cyclic isomers possible for a hydrocarbon with the molecular formula C₄H₆ is (IIT-JEE 2010)
Solution: 5 cyclic isomers are possible for C₄H₆, possible.

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