Question Details

The weight percentage of hydrogen in Q, formed in the following reaction sequence, is ________.



[Given: Atomic mass of H = 1, C = 12, N = 14, O = 16, S = 32, Cl = 35]

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Correct Answer :

1.31

Solution :

The correct answer is 1.31.


Step 1: Understand the reaction sequence

The image shows chlorobenzene undergoing a two-step reaction sequence:


1. Reaction with NaOH, 623 K, 300 atm (Dow's Process):
Chlorobenzene reacts with aqueous sodium hydroxide under high temperature and high pressure to undergo nucleophilic aromatic substitution, followed by acidification to yield phenol (C6H5OH).


2. Reaction with conc. H2SO4 and then conc. HNO3:
Phenol is treated first with concentrated H2SO4 (sulfonation) and then with concentrated HNO3 (nitration). This preparation avoids extensive oxidation and directly nitrates the phenol ring at ortho- and para-positions to form 2,4,6-trinitrophenol, commonly known as picric acid as the major product Q.


Step 2: Determine the molecular formula of product Q (Picric Acid)

Picric acid is 2,4,6-trinitrophenol.

Structure: A benzene ring with an -OH group at position 1 and nitro groups (-NO2) at positions 2, 4, and 6.

Molecular formula of Q = C6H3N3O7


Step 3: Calculate the molecular weight of Q

Using the given atomic masses:

• H = 1

• C = 12

• N = 14

• O = 16


Molar mass of C6H3N3O7:

Molar Mass = ( 6 × 12 ) + ( 3 × 1 ) + ( 3 × 14 ) + ( 7 × 16 )

Molar Mass = 72 + 3 + 42 + 112 = 229  g/mol


Step 4: Calculate the weight percentage of Hydrogen in Q

Weight % of H = Total mass of H Molar mass of Q × 100

Weight % of H = 3 229 × 100 = 300 229 ≈ 1.31 %


Hence, the weight percentage of hydrogen in product Q is 1.31.

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