No. of Printed Pages : 2 Roll No. ...............

AA–2670
(532) M.Sc. Chemistry
(Second Semester) Examination, June, 2022
Organic Chemistry
Time : 3 hrs. ] [ Maximum Marks : 80
Note – Answer from both the sections as directed. The figure in the right-hand margin indicate marks.
[Section-A]
1. Answer the following questions : 2×10=20
(a) What is Ortho-para ratio ?
(b) What is the role of Conc. H2SO 4 in nitration reaction of benzene ?
(c) What is Walden inversion ?
(d) In Vinyl Chloride and Allyl chloride, which one is more reactive towards nucleophilic substitution
reactions ?
(e) What do you meant by neighbouring group assistance.
N = N – Cl

(f) Complete the reaction : HBF4



(g) What is enolates ?

(h) What is epoxidation ?
CH3 Cl
(i) Complete the reaction : alc.KOH
CH3—CH—CH—CH3
Cl

KOH
(j) Major product.
liq NH3
NO2
[Section–B]
Answer the following questions : 12×5=60
[Unit–I]
1. (a) What is electrophilic substitution reaction ? Explain SE1 mechanism with suitable examples.
(b) Describe the factors affecting the rate of SE2 reaction.
OR
Discuss the following reaction mechanism with suitable examples.
(a) Vilsemeier reaction
(b) Gatterman Koch reaction
[Unit–II]
2. Explain reaction mechanism of following reaction with suitable examples :
(a) The Von-Richter reaction
(b) Smiles rearrangement
(c) Sommelet Hauser reaction
(P. T. O.)
AA-2670

OR
Discuss various aliphatic nucleophilic substitution reaction and their mechanism.
[Unit–III]
3. Discuss the reaction mechanism of following reaction with suitable examples :
(a) Hunsdiecker reaction
(b) Sandmeyer reaction
(c) Free radical rearrangement
OR
Discuss Allylic halogenation coupling reaction of alkynes and arylation of aromatic compounds
by diazonium salts.
[Unit–IV]
4. (a) Discuss the mechanism of stereo chemical aspects of addition reactions involving electrophiles,
nucleophiles and free radicals.
(b) Explain Ammonolysis of esters
OR
Discuss the following reaction mechanism with suitable examples :
(a) Aldol condensation
(b) Perkin reaction
(c) Stobbe reaction
[Unit–V]
5. Discuss E1 and E1CB mechanism with suitable examples.
OR
Discuss the reactivity effects of substrate structure, attacking base and leaving group of elimination
reaction.