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Question
Why is benzene diazonium chloride not stored and is used immediately after its preparation?
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Solution
The reaction of aniline with nitrous acid at 273 - 278 K produces benzene diazonium chloride. The reaction of sodium nitrite with hydrochloric acid produces nitrous acid in the reaction mixture. Diazotisation is the process of converting primary aromatic amines into diazonium salts. Because of its instability, the diazonium salt is generally not used immediately after preparation.
The crystalline solid benzene diazonium chloride is colorless.
It is easily soluble in water and stable at room temperature but it reacts with water when warmed.
In the dry state, it decomposes easily.
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RELATED QUESTIONS
Illustrate the following reaction giving suitable example in each case: Diazotisation
Write equations of the following reactions:
Acetylation of aniline
How will you carry out the following conversions?
toluene `->` p-toluidine
How will you carry out the following conversions?
p-toluidine diazonium chloride `→` p-toluic acid
Match the compounds given in Column I with the items given in Column II.
| Column I | Column II | ||
| (i) | Benzene sulphonyl chloride | (a) | Zwitter ion |
| (ii) | Sulphanilic acid | (b) | Hinsberg reagent |
| (iii) | Alkyl diazonium salts | (c) | Dyes |
| (iv) | Aryl diazonium salts | (d) | Conversion to alcohols |
A colourless substance ‘A’ \[\ce{(C6H7N)}\] is sparingly soluble in water and gives a water soluble compound ‘B’ on treating with mineral acid. On reacting with \[\ce{CHCl3}\] and alcoholic potash ‘A’ produces an obnoxious smell due to the formation of compound ‘C’. Reaction of ‘A’ with benzenesulphonyl chloride gives compound ‘D’ which is soluble in alkali. With \[\ce{NaNO2}\] and \[\ce{HCl}\], ‘A’ forms compound ‘E’ which reacts with phenol in alkaline medium to give an orange dye ‘F’. Identify compounds ‘A’ to ‘F’.
Predict the reagent or the product in the following reaction sequence.
Which of the following statement about primary amines is false?
Aniline when treated with cone. HNO3 gives
Which of the following is true characteristic feature of aniline?
Which of the following is the most stable diazonium salt?
Consider the following compounds:
(i) p-methyl aniline
(ii) N, N-dimethylaniline
(iii) N-ethyl aniline
(iv) N-ethyl-N-methyl aniline
The compounds which do not form diazonium salt with ice-colds NaNO2 and HCl are:
Identify A and B for the following reaction:
What are polymers?
Given below are two statements:
Statement I: Benzenediazonium salt is prepared by the reaction of aniline with nitrous acid at 273-278 K. It decomposes easily in the dry state.
Statement II: Insertion of iodine into the benzene ring is difficult and hence, iodobenzene is prepared through the reaction of benzenediazonium salt with KI.
In the light of the above statements, choose the most appropriate answer from the options given below:
