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Compound X, containing Chlorine on treatment with strong ammonia gives a solid Y which is free from Chlorine. Y on analysis gives C=49.31%, H=9.59% and N=19.18% and reacts with Br2 and caustic soda to give a basic compound Z. Z reacts with HNO2 to give ethanol. Suggest structures for X, Y and Z.

Manvendra Singh chahar , 12 Years ago
Grade Upto college level
anser 1 Answers
Askiitians Tutor Team

To tackle this intriguing question, we need to break down the information provided about compounds X, Y, and Z systematically. Let's analyze each component step by step, considering the chemical reactions and the elemental compositions given.

Analyzing Compound Y

Compound Y is formed when Compound X, which contains chlorine, reacts with strong ammonia. The fact that Y is free from chlorine suggests that the chlorine in X is likely replaced or removed during this reaction. The elemental analysis of Y shows:

  • C = 49.31%
  • H = 9.59%
  • N = 19.18%

To find the empirical formula of Y, we can convert these percentages into moles:

  • Carbon: 49.31 g / 12.01 g/mol = 4.11 mol
  • Hydrogen: 9.59 g / 1.008 g/mol = 9.50 mol
  • Nitrogen: 19.18 g / 14.01 g/mol = 1.37 mol

Next, we divide each by the smallest number of moles (1.37) to find the simplest ratio:

  • C: 4.11 / 1.37 ≈ 3
  • H: 9.50 / 1.37 ≈ 7
  • N: 1.37 / 1.37 = 1

This gives us an empirical formula of C3H7N. The molecular formula could be C3H9N, which corresponds to a compound like propylamine. Therefore, we can suggest that Compound Y is likely propylamine (C3H9N).

Identifying Compound X

Since Y is derived from X by the reaction with strong ammonia, we can infer that X must be a chlorinated compound that can undergo nucleophilic substitution. A suitable candidate for X could be 1-chloropropane (C3H7Cl), as it would react with ammonia to form propylamine while releasing chloride ions.

Exploring Compound Z

Next, we need to consider Compound Z, which is formed when Y reacts with bromine (Br2) and caustic soda (NaOH). This reaction suggests that Y is undergoing a halogenation or a substitution reaction, leading to a basic compound. Given that Z reacts with nitrous acid (HNO2) to produce ethanol, we can deduce that Z is likely an amine that can be converted into an alcohol.

One plausible structure for Z could be a bromo derivative of propylamine, such as 1-bromopropylamine (C3H8BrN). This compound can undergo a reaction with nitrous acid to yield ethanol through a process known as the Hofmann degradation, where the amine is converted into an alcohol.

Summary of Structures

Based on the analysis, we can summarize the structures as follows:

  • Compound X: 1-chloropropane (C3H7Cl)
  • Compound Y: Propylamine (C3H9N)
  • Compound Z: 1-bromopropylamine (C3H8BrN)

This systematic approach allows us to deduce the structures of the compounds based on their chemical behavior and elemental composition. Each step builds upon the previous one, leading us to a coherent understanding of the transformations involved.

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