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Question

Consider the following sequence of reactions to give the major product (X)

$\text{P}~\text{g}$ of the major product (X) formed is reacted with $\text{NaHCO}_3$ solution to liberate a gas which occupied $11.2~\text{dm}^3$ at STP.
$\text{P} = \_\_\_\_\_\_\_\_~\text{g}$.
(Given molar mass in $\text{g~mol}^{-1}$ $\text{H}: 1, \text{C}: 12, \text{O}: 16, \text{Cl}: 35.5$)

Step 1: Identify the reaction sequence

Starting compound: Benzene

(i) $ \mathrm{CH_3Cl/AlCl_3} $
Friedel–Crafts alkylation gives toluene

(ii) $ \mathrm{Cl_2/FeCl_3} $
Chlorination of toluene gives mainly p-chlorotoluene (major product)

(iii) $ \mathrm{K_2Cr_2O_7/H_2SO_4} $
Oxidation of side chain $(-CH_3)$ to $(-COOH)$

So final major product $(X)$ is:

$p$-chlorobenzoic acid

Formula:
$ \mathrm{C_7H_5ClO_2} $

Step 2: Reaction with NaHCO3_33​

Carboxylic acid reacts as:

$ \mathrm{RCOOH + NaHCO_3 \rightarrow RCOONa + CO_2 + H_2O} $

Thus,

$1$ mole acid gives $1$ mole $CO_2$

Step 3: Calculate moles of CO2CO_2CO2​

At STP:

$22.4 \text{ dm}^3 = 1 \text{ mole}$

Given:

$11.2 \text{ dm}^3$

So,

$ \text{moles of } CO_2 = \frac{11.2}{22.4} = 0.5 $

Hence,

$ \text{moles of acid} = 0.5 $

Step 4: Molar mass of product

For $ \mathrm{C_7H_5ClO_2} $:

$ = 7(12) + 5(1) + 35.5 + 2(16) $

$ = 84 + 5 + 35.5 + 32 $

$ = 156.5 \text{ g/mol}$

Step 5: Mass of product

$ P = 0.5 \times 156.5 = 78.25 \text{ g}$

Nearest integer:

$ \boxed{78} $

Final Answer:

$\boxed{78}$

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Similar Questions

  1. In Dumas method for estimation of nitrogen, 0.50 g of an organic compound gave 70 mL of nitrogen collected at 300 K and 715 mm pressure. The percentage of nitrogen in the organic compound is ______ %.
    (Aqueous tension at 300 K is 15 mm).
  2. $0.25 \text{ g}$ of an organic compound "A" containing carbon, hydrogen and oxygen was analysed using the combustion method. There was an increase in mass of $\text{CaCl}_2$ tube and potash tube at the end of the experiment. The amount was found to be $0.15 \text{ g}$ and $0.1837 \text{ g}$, respectively. The percentage of oxygen in compound A is ______ %. (Nearest integer)
    (Given: molar mass in $\text{g mol}^{-1}$ $\text{H} : 1, \text{C} : 12, \text{O} : 16$)
  3. Grignard reagent $\text{RMgBr (P)}$ reacts with water and forms a gas $\text{(Q)}$. One gram of Q occupies $1.4 \text{ dm}^3$ at STP. (P) on reaction with dry ice in dry ether followed by $\text{H}_3\text{O}^+$ forms a compound $\text{(Z)}$. 0.1 mole of $\text{(Z)}$ will weigh _________ g. (Nearest integer)
  4. Consider all the structural isomers with molecular formula $\text{C}_5\text{H}_{11}\text{Br}$ are separately treated with $\text{KOH(aq)}$ to give respective substitution products, without any rearrangement. The number of products which can exhibit optical isomerism from these is ___________.
  5. Consider the following reactions sequence

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Important Questions from Organic Chemistry

  1. In Dumas method for estimation of nitrogen, 0.50 g of an organic compound gave 70 mL of nitrogen collected at 300 K and 715 mm pressure. The percentage of nitrogen in the organic compound is ______ %.
    (Aqueous tension at 300 K is 15 mm).
  2. $0.25 \text{ g}$ of an organic compound "A" containing carbon, hydrogen and oxygen was analysed using the combustion method. There was an increase in mass of $\text{CaCl}_2$ tube and potash tube at the end of the experiment. The amount was found to be $0.15 \text{ g}$ and $0.1837 \text{ g}$, respectively. The percentage of oxygen in compound A is ______ %. (Nearest integer)
    (Given: molar mass in $\text{g mol}^{-1}$ $\text{H} : 1, \text{C} : 12, \text{O} : 16$)
  3. Grignard reagent $\text{RMgBr (P)}$ reacts with water and forms a gas $\text{(Q)}$. One gram of Q occupies $1.4 \text{ dm}^3$ at STP. (P) on reaction with dry ice in dry ether followed by $\text{H}_3\text{O}^+$ forms a compound $\text{(Z)}$. 0.1 mole of $\text{(Z)}$ will weigh _________ g. (Nearest integer)
  4. Consider all the structural isomers with molecular formula $\text{C}_5\text{H}_{11}\text{Br}$ are separately treated with $\text{KOH(aq)}$ to give respective substitution products, without any rearrangement. The number of products which can exhibit optical isomerism from these is ___________.
  5. The major products U and V in the following reaction are

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