Bottles containing PhI and PhCH 2 I lost their original labels. They were labelled as (A) and (B) for testing. (A) and (B) were separately taken in test tubes and boiled with NaOH solutions. The end solution in each tube was made acidic with dilute HNO 3 and some AgNO 3 solution was added. Substance (B) gave a yellow precipitate. Which of the following statements is true for this experiment?

Question

Bottles containing PhI and PhCH 2 I lost their original labels. They were labelled as (A) and (B) for testing. (A) and (B) were separately taken in test tubes and boiled with NaOH solutions. The end solution in each tube was made acidic with dilute HNO 3 and some AgNO 3 solution was added. Substance (B) gave a yellow precipitate. Which of the following statements is true for this experiment? (A) Addition of HNO 3 was unnecessary (B) (A) was PhI (C) (A) was PhCH 2 I (D) (B) was PhI

Tardigrade Admin · Accepted Answer

Aryl halide due to resonance does not give test for halide ion, whereas benzyl halides give due to the formation of benzyl

C^{\oplus}

which gives benzyl alcohol and

I^{⊖}

P h I + A q . NO H \to

No reaction

Addition of $H N O_{3}$ was unnecessary

(A) was $P h I$

(A) was $P h C H_{2} I$

(B) was $P h I$

Aryl halide due to resonance does not give test for halide ion, whereas benzyl halides give due to the formation of benzyl $C^{\oplus}$ which gives benzyl alcohol and $I^{⊖}$
$P h I + A q . NO H \to$ No reaction

Addition of HNO3​ was unnecessary

(A) was PhI

(A) was PhCH2​I

(B) was PhI

Aryl halide due to resonance does not give test for halide ion, whereas benzyl halides give due to the formation of benzyl C⊕ which gives benzyl alcohol and I⊖ PhI+Aq.NOH→ No reaction

Addition of $H N O_{3}$ was unnecessary

(A) was $P h I$

(A) was $P h C H_{2} I$

(B) was $P h I$

Aryl halide due to resonance does not give test for halide ion, whereas benzyl halides give due to the formation of benzyl $C^{\oplus}$ which gives benzyl alcohol and $I^{⊖}$
$P h I + A q . NO H \to$ No reaction