Sigma Percentile
JEE Advanced 2021
LEVELJEE Advanced

Animated Solution for Chemistry - Organic Chemistry: Comprehension Passage

Reaction of x g of Sn with HCl quantitatively produced a salt. Entire amount of the salt reacted with y g of nitrobenzene in the presence of required amount of HCl to produce 1.29 g of an organic salt (quantitatively). (Use Molar masses (in ) of H, C, N, O, Cl and Sn as 1, 12, 14, 16, 35 and 119, respectively).
Question 1:

The value of x is ______.

Enter Numerical Value:

Question 2:

The value of y is ______.

Enter Numerical Value:

Visualized Solution

  • Reaction Sequence:
  • 1.
  • 2.

  • Step 1: Formation of reducing agent

  • Step 2: Reduction of Nitrobenzene

  • Molar mass of :

  • Moles of organic salt:

  • Stoichiometry:

  • Mass of Nitrobenzene ():

  • Stoichiometry for Sn:

  • Mass of Sn ():

  • Food for thought:
  • 1. What volume of gas is evolved at STP?
  • 2. What if the medium was basic?

The Sigma Insight: Amines

Solution Diagram
Have you ever looked at a chemical reaction and realized it's actually a beautifully choreographed dance of electrons? This problem is a perfect example of that. We are given a two-step process where a simple metal, tin, ultimately transforms a nitro group into an amine salt. Let's break down this fascinating sequence and uncover the hidden stoichiometry.

Decoding the Chemical Narrative

The problem begins with a classic inorganic reaction: the reaction of tin () with hydrochloric acid (). When a metal like tin is dropped into an acid, it dissolves to form a salt, releasing hydrogen gas in the process.
The reaction is:
Here, tin is oxidized from an oxidation state of to , forming tin(II) chloride (). This is not just any salt; it is a potent reducing agent, hungry to give away more electrons and reach its stable oxidation state.

The Stoichiometry of Reduction

Now, the narrative shifts to organic chemistry. The entire amount of this is reacted with nitrobenzene () in the presence of more .
Nitrobenzene is eager to be reduced. The nitro group () will accept electrons and protons to become an amine group (). However, there is a crucial catch here! Because the reaction is taking place in a highly acidic medium (excess ), the basic aniline formed will immediately get protonated.
Instead of free aniline, we get an organic salt: anilinium chloride ().
Let's look at the electron exchange. The nitrogen in nitrobenzene goes from an oxidation state of to in the amine, requiring electrons. Each ion can only provide electrons as it oxidizes to . Therefore, we need exactly moles of to fully reduce mole of nitrobenzene.
The balanced equation for this second step is:

Crunching the Numbers

With the chemistry fully decoded, the math becomes incredibly straightforward. We are told that of the organic salt (anilinium chloride) is produced.
First, let's find its molar mass. The formula is :
This makes our calculation beautifully simple. The number of moles of the organic salt is:
From our balanced equation, mole of nitrobenzene produces mole of anilinium chloride. Therefore, the moles of nitrobenzene required must also be .
To find the mass of nitrobenzene (), we multiply its moles by its molar mass ():
Finally, let's trace back to the tin. We established that moles of are needed for every mole of nitrobenzene. Since mole of produces mole of , we need moles of for every mole of nitrobenzene.
To find the mass of tin (), we multiply its moles by its atomic mass ():
And just like that, by carefully following the electrons and the protons, we have unraveled the entire sequence. The values are and . Chemistry is truly a puzzle where every piece fits perfectly!

Similar Questions

JEE Advanced 2023
LEVELJEE Advanced

Comprehension Passage

A trinitro compound, 1, 3,5 tris-(4-nitrophenyl) benzene, on complete reaction with an excess of Sn/HCl gives major product, which on treatment with an excess of NaNO2/HCl at 0°C provides P as the product. P, upon treatment with excess of H2O at room temperature, gives the product Q. Bromination of Q in aqueous medium furnishes the product R. The compound P upon treatment with an excess of phenol under basic conditions gives the product S. The molar mass difference between compounds Q and R is 474 mol^{-1} and between compounds P and S is 172.5 g mol^{-1}.
Question 1:

The number of heteroatoms present in one molecule of R is _____. [Use: Molar mass (in g mol^{-1}): H = 1, C = 12, N = 14, O = 16, Br = 80, Cl = 35.5 Atoms other than C and H are considered as heteroatoms]

Question 2:

The total number of carbon atoms and heteroatoms present in one molecule of S is _____. [Use: Molar mass in g mol^{-1}]: H = 1, C = 12, N = 14, O = 16, Br = 80, Cl = 35.5 Atoms other than C and H are considered as heteroatoms

JEE Advanced 2020
LEVELJEE Advanced

Consider the reaction sequence from to shown below. The overall yield of the major product from is . What is the amount in grams of obtained from of ? (Use density of , Molar mass of , , and )

JEE Main 2021
LEVELJEE Main

A reaction of 0.1 mole of benzylamine with bromomethane gave 23 g of benzyl trimethyl ammonium bromide. The number of moles of bromomethane consumed in this reaction are , when (Round off to the nearest integer). (Given : Atomic masses : C = 12.0 u, H = 1.0 u, N = 14.0 u, Br = 80.0 u)

JEE Main 2021
LEVELJEE Main

Consider the given reaction, percentage yield of

(A)
(B)
(C)
(D)
JEE Main 2021
LEVELJEE Main

The total number of reagents from those given below, that can convert nitrobenzene into aniline is ........ (Integer answer) I. II. III. IV. V. VI.

JEE Advanced 2018
LEVELJEE Advanced

In the following reaction sequence, the amount of D (in g) formed from 10 moles of acetophenone is_______. (Atomic weight in : . The yield (\%) corresponding to the product in each step is given in the parenthesis)

JEE Main 2020
LEVELJEE Main

Consider the following reactions : The compound [P] is

(A)
(B)
(C)
(D)
JEE Main 2013
LEVELJEE Main

An organic compound on reacting with gives . On heating gives . in the presence of reacts with to give . is

(A)
(B)
(C)
(D)
JEE Main 2025
LEVELJEE Advanced

The major products obtained from the reactions in List-II are the reactants for the named reactions mentioned in List-I. Match each entry in List-I with the appropriate entry in List-II and choose the correct options.

List-I

(P)
Stephen reaction
(Q)
Sandmeyer reaction
(R)
Hoffmann bromamide degradation reaction
(S)
Cannizzaro reaction

List-II

(1)
Toluene
(2)
Benzoic acid
(3)
Nitrobenzene
(4)
Toluene
(5)
Aniline
LEVELJEE Main

In the chemical reaction, compounds A and B respectively are

(A)
fluorobenzene and phenol
(B)
benzene diazonium chloride and benzonitrile
(C)
nitrobenzene and chlorobenzene
(D)
phenol and bromobenzene