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JEE Advanced 2006
Exam
JEE Advanced
Year
2006
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Advanced 2006 · Chemistry · Haloalkanes and Haloarenes

Match the following

Match the following Match the following

Options

  1. A(A) Q, (B) P, (C) R,S, (D) Q,S
  2. B(A) S, (B) R, (C) R, (D) P,S
  3. C(A) R, (B) Q, (C) S, (D) Q,S
  4. D(A) Q, (B) Q, (C) R,S, (D) P,S

Correct answer

D. (A) Q, (B) Q, (C) R,S, (D) P,S

Step-by-step solution

 (A) Match with (Q) \text { (A) Match with (Q) } Match the following
The formation of CH2=CH−CD3\mathrm{CH}_2=\mathrm{CH}-\mathrm{CD}_3 can be explained on the basis of the fact that C−D\mathrm{C}-\mathrm{D} bond is much stronger than C−H\mathrm{C}-\mathrm{H} bond. (B) match with (Q) Reactivity of PhCHBrCH3\mathrm{PhCHBrCH}_3 is greater than PhCHBrCD3\mathrm{Ph} \mathrm{CHBrCD}_3 because C−D\mathrm{C}-\mathrm{D} bond is more stronger than C−H\mathrm{C}-\mathrm{H} bond.  (C) match with (R) and (S) \text { (C) match with (R) and (S) }Match the following
Match the following
In the step (II), a slow unimolecular elimination occurs in the conjugate base of the reactant and hence this mechanism is called E1CBE_1 C B or carbanion mechanism. Since step (I) must be reversible, if ethanol containing C2H5OD\mathrm{C}_2 \mathrm{H}_5 \mathrm{OD} is used as solvent, it would be expected that the original bromide would incorporate deuterium (D).  (D) Match with (P) and (S) \text { (D) Match with (P) and (S) } Step I. PhCH2−CH2−Br⟶ Slow PhCH2−C+H2+Br−\mathrm{PhCH}_2-\mathrm{CH}_2-\mathrm{Br} \stackrel{\text { Slow }}{\longrightarrow} \mathrm{PhCH}_2-\stackrel{+}{\mathrm{C}} \mathrm{H}_2+\mathrm{Br}^{-} Step II. PhCH2−C2+H2⟶ Fast Ph−\mathrm{PhCH}_2-\stackrel{+}{\mathrm{C}_2} \mathrm{H}_2 \stackrel{\text { Fast }}{\longrightarrow} \mathrm{Ph}-\mathrm{CH}=\mathrm{CH}2+H−_2+\mathrm{H}^{-} Rate ∝[PhCH2−CH2−Br]\propto\left[\mathrm{PhCH}_2-\mathrm{CH}_2-\mathrm{Br}\right] Similarly Step II. PhCD2C2+H2⟶ Fast \mathrm{PhCD}_2 \stackrel{+}{\mathrm{C}_2} \mathrm{H}_2 \stackrel{\text { Fast }}{\longrightarrow}\mathrm{PhCD}=\mathrm{CHD}+H++\mathrm{H}^{+} Rate ∝[PhCD2−CH2Br]\propto\left[\mathrm{PhCD}_2-\mathrm{CH}_2 \mathrm{Br}\right] Hence, E1E_1 reaction and first order kinetics.
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