(Organic Chemistry) REACTION MECHANISM

DPP-07
1. Number of monochlorinated product when following compound undergo reaction with Cl2 /h𝑣 is –
CH3 − CH − CH2 − CH2 − CH3
|
CH2 − CH3

2. Which SN 2 reaction of each pair would you expect to take place more rapidly in a protic
solvent?

(a) (1) CH3 CH2 CH2 Cl + CH3 CH2 O− ⟶ CH3 CH2 CH2 OCH2 CH3 + Cl−

OR

(2) CH3 CH2 CH2 Cl + CH3 CH2 OH ⟶ CH3 CH2 CH2 OCH2 CH3 + HCl

(b) (1) CH3 CH2 CH2 Cl + CH3 CH2 O− ⟶ CH3 CH2 CH2 OCH2 CH3 + Cl−

OR

(2) CH3 CH2 CH2 Cl + CH3 CH2 S − ⟶ CH3 CH2 CH2 SCH2 CH3 + Cl−

(c) (1) CH3 CH2 CH2 Br + (C6 H5 )3 N ⟶ CH3 CH2 CH2 N(C6 H5 )3+ + Br −

OR

(2) CH3 CH2 CH2 Br + (C6 H5 )3 P ⟶ CH3 CH2 CH2 P(C6 H5 )3+ + Br −

(d) (1) CH3 CH2 CH2 Br(1.0M) + CH3 O− (1.0M) ⟶ CH3 CH2 CH2 OCH3 + Br −

OR

(2) CH3 CH2 CH2 Br(1.0M) + CH3 O− (2.0M) → CH3 CH2 CH2 OCH3 + Br −

3. Major product of this reaction is isolated as:

(A) (B)

(C) (D)

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(Organic Chemistry) REACTION MECHANISM

4. Sum of number of -hydrogen is (V) + Double bond equivalent of (Z) in the given reactions is

(i)

(ii)

5. Total number of theoretically possible dichloro derivatives are:

6. Statement-1:

Statement-2: Darzen's process follows SNi mechanism and during this reaction retention of
configuration take place.

(A*) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for
statement-1.

(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for
statements-1

(C) Statement-1 is true, statement-2 is false.

(D) Statement -1 is false, statement -2 is true.

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(Organic Chemistry) REACTION MECHANISM

7. In which of the following reaction gemdichloride will formed:-

(A) (B)

(C) (D)

8. Correct statement regarding reaction is (are):

(A) Product can show geometrical isomerism

(B) It is an example of E2 mechanism

(C) (±) 4-methyl cyclohexene is obtained as product

(D) Recemic mixture of alcohols are obtained as product

9. Major product (C) in following sequence is:

(A) (B)

(C) (D)

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(Organic Chemistry) REACTION MECHANISM

10. Radicals are obtained by homolysis of bond. Since energy is required to break a bond an in
homolytic pattern, hence light is a possible energy source and ultraviolet light with an associated
energy of 586KJ/ mole (hv) is used for homolysis. It can decompose many organic compounds
including DNA in skin cells. During halogenation in presence of ultraviolet light a free radical
substitution reaction takes place. A reaction is given as:

(a) Total number of possible monochloride obtained is:

(A) 5 (B) 8 (C) 10 (D) 6

(b) Total number of fractions obtained on fractional distillation of monochlorinated product is:

(A) 7 (B) 5 (C) 8 (D) 6

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(Organic Chemistry) REACTION MECHANISM

ANSWER KEY

1. (20) 2. (a)(1), (b) (2), (c) (2), (d) (2)

3. (D) 4. (14) 5. (9) 6. (A) 7. (A)

8. (BC) 9. (C) 10. (a)(C) (b) (A)

APNI KAKSHA 5