ALLEN CAREER INSTITUTE

ASHOKNAGAR_CHENNAI

Section: JrIIT Test on GOC Date:

Name of the student: GOC
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Time: 30 minutes

ONE OR MORE THAN ONE OPTION CORRECT TYPE

1. Enthalpy of isomerization of few compounds is given below. The correct statement(s) regarding these
compounds is/are

(A) Isomerization of methylene cyclopentane is more exothermic than methylidene

cyclohexene due to relief of torsional strain.

(B) Least stable compound among the given ones is methylidene cyclopropane.

(C) Isomerization methylene cyclohexane is endothermic due to increase in angle strain.

(D) Exothermicity of isomerization of methylidene cyclcohexane is mainly due to hyperconjugative

stabilization.

2. Heat of hydrogenation of 1-methylcyclopentene is -23.01 kcal.mol -1 while that of 1-

methylcyclohexene is -25.41 kcal.mol-1. Which of the following conclusion(s) may be drawn from
these values?

(A) 1-methylcyclopentane is more stable than 1-methylcyclohexane.

(B) 1-methylcyclopentante is less reluctant to go for hydrogenation compared to 1-

methylcyclohexane, as it leads to an increase in torsional strain.

(C)Methyl cyclohexane is more stable than methylcyclopentane.

(D) Cyclohexene has higher angle strain than cyclopentane.

3. Exothermic reaction(s) among the following is/are

(A) + H2

(B)
(C)
 (D)
+ 3H2

4. Correct statement(s) regarding the following reactions is/are

O O O
H H + H 2O ; Kc 1
+
O O
O
O
OH
+ H 2O ; Kc 2
O

OH

(A) ∆H of both reactions would be approximately the same as similar bonds are broken
and formed in both cases.

(B)Equilibrium constant KC2 is greater than KC1.

(C) 2nd reaction is more spontaneous than 1st reaction owing to more positive entropy
changes.

(D) 1st reaction is more spontaneous than 2nd as cyclization decreases rotational degree of freedom,
thus lowering the entropy.

5. Ambiphiles among the following is/are

(A) CH3CN (B)CH3Cl (C) CH3CHO (D) CH4

6. Correct statement(s) among the following is/are

(A) Order of dipole moment: BuOH>BuNH2>n-Pentane

(B) Order of boiling point: BuOH>BuNH2>n-Pentane

(C) Stability of hydrogen bonded structures:

H H H
H
O N > O O H > H O N H
H

(D) Boiling point: CH3CH2CH3>CH3CH=CH2>CH3CCH

7. Which of the following reaction(s) result(s) in formation of aromatic compound on treatment with
BuLi?

(A) (B)

(C) (D)

8. Non-planar intermediate(s) among the following is/are

(A) F3C (B) .

(C) Ph3 C (D) Ph3 C+

9. Stoermer and Kahlert in 1902 proposed the intermediate given below for the reaction
 O E tO N a / E tO H O
OEt

Br

Intermediate

Correct statement(s) about the intermediate is

(A) It is aromatic.

(B) Two carbon atoms in it are sp hybridized.

(C) One of the pi bond is formed by the overlap of two sp2 hybridized orbitals.

(D)Oxygen atom is sp2 hybridized.

INTEGER TYPE

10. How many of the following bicyclic compounds have higher (more negative) heat of formation
than the [A]?

[A]

11. How many of the following alkanes have less negative enthalpy of formation than

n-pentane?

12. Number of correct statement(s) among the following is

(a) Carboxylic acids are more acidic than alcohols.

(b) Resonance has more profound stabilization effect in carboxylate ion than in
carboxylic acid itself.

(c) Peroxy acid (RCOOOH) is more acidic than carboxylic acid (RCOOH).

(d)Trifluroacetic acid is more acidic than acetic acid mainly due to cumulative –I effect
of three fluorine atoms.

(e) The higher basicity of Me2NH over Me3N in water can be explained by hydrogen
bonding.

(f) Methyl group at ortho position strengthens bascity of aniline and weakens acidity of
benzoic acid.

(g) p-hydroxybenzoic acid is less acidic than benzoic acid because the acid weakening
+R effect of –OH group predominates over acid strengthening –I effect.
 (h) pKa1 of malonic acid is less than pKa1 of succinic acid due to intramolecular
hydrogen bonding.

(i) Unlike –NMe2 group in N,N-dimethyl-2,6-dinitroaniline, -NH2 group in 2,4-

dinitroaniline doesn’t go out of plane primarily due to hydrogen bonding.

(j) Benzamide is more basic than acetamide because the cross-conjugation with Ph
group attenuates the ability of C=O to participate in the base-weakening extened 
bonding with lone pair of –NH2 group.

13. The number of isomers of 1-chloro-2-methylaziridine is

14. How many of the following form more stable complexes with Me3B than that between Me3B and
NH3?

H
N N N NH
N NH NH2

15. How many of the following compounds are resolvable?

NH2 + - N
N I N

KEY
1 AC 2 ABC 3 AB 4 AB 5 AC 6 ABC 7 8 ABCD
D C
9 AC 10 3 11 3 12 8 13 4 14 5 15 3
D