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Introduction to Alkanes

An organic co...

Question

An organic compound $A (C_{8} H_{6})$ gives brick red precipitate with ammoniacal solution of $C u_{2} C l_{2}$ . A on treatment with ammoniacal solution of $H g S O_{4}$ yields $B (C_{8} H_{8} O)$ , B gives positive iodoform test B can also be prepared by the reaction of benzene with acetic anhydride in presence of $A l C l_{3}$ identify A and B.

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Solution

Compound A, ethynylbenzene reacts with ammoniacal cuprous chloride (Fehling solution) to form red ppt of cuprous oxide. it also reacts with ammoniacal mercuric sulphate to form compound B (acetophenone) which can also be obtained by the acetylation of benzene with acetic anhydride in presence of aluminum chloride (Friedel crafts acetylation). Acetophenone reacts wih iodine in alkaline medium (iodoform test) to form yellow ppt of iodoform.

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Q. An organic compound 'A',

C_{8} H_{6}

on reacting with dil

H_{2} S O_{4}

H g S O_{4}

gives a compound 'B' which can also be obtained from reaction of benzene with acid chloride in the presence of anh.

A l C l_{3}

. Compound 'B' when reacted with iodine and aq. NaOH yields 'C' and a yellow compound 'D' . Identify A to D with proper justification.

Q. The organic compound, which gives a red precipitate with ammoniacal cuprous chloride and undergoes an addition reaction is:

Q. The organic compound which gives a red precipitate with ammoniacal cuprous chloride & undergoes an addition reaction is:

Q. An organic compound decolourises bromine in

C {C l}_{4}

and can be reduced catalytically. Also, it gives a precipitate with ammoniacal cuprous chloride. The compound can be:

Q. An organic compound (A),

C_{8} H_{4} O_{3}

in dry benzene in the presence of anhydrous

{A l C l}_{3}

gives compound (B). The compound (B) on treatment with

{P C l}_{5}

followed by reaction with

H_{2} / P d ({B a S O}_{4})

gives compound (C) which on reaction with hydrazine gives a cyclised compound (D)

(C_{14} H_{10} N_{2})

. Identify (A), (B), (C), and (D). Explain the formation of (D) from (C).

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