Organic Chemistry - Some Basic Principles and Techniques appeared 101 times across 3 years — 11.8% of Chemistry.
This question is from Quantitative Analysis - Dumas Method.
During estimation of nitrogen by Dumas' method of compound X (0.42 g):
The image shows the molecular skeletal architecture of compound X with structural parameters revealing a formula corresponding to a molecular mass of 86 g/mol.
mL of N2$N{2}$ gas will be liberated at STP. (nearest integer)
(Given molar mass in g mol: C: 12, H: 1, N: 14)
The image shows the molecular skeletal architecture of compound X with structural parameters revealing a formula corresponding to a molecular mass of 86 g/mol.
Numerical Answer Type:
Enter a numerical valueAnswer: 111 to 111+4 marks
Solution & Explanation
Related Formula
Using the Principle of Atom Conservation (POAC) for Nitrogen:
ncompound × (atoms of N per molecule) = 2 × nN₂$$n_{\text{compound}} \times (\text{atoms of N per molecule}) = 2 \times n_{\text{N}_2}$$
Core Logic
The molecular weight of the given heterocyclic amine organic structure X$X$ (piperazine, C₄H₁₀N₂$\text{C}_4\text{H}_{10}\text{N}_2$) is calculated as:
The image shows the molecular skeletal architecture of compound X with structural parameters revealing a formula corresponding to a molecular mass of 86 g/mol.
Given mass of compound = 0.42 g$= 0.42\text{ g}$:
Moles of compound X = (0.42)/(86) mol$$\text{Moles of compound } X = \frac{0.42}{86}\text{ mol}$$
Step 1: Calculating STP Volume
Since each molecule contains 2$2$ nitrogen atoms, 1 mol$1\text{ mol}$ of compound produces 1 mol$1\text{ mol}$ of N₂$\text{N}_2$ gas:
Using standard molar volume at STP (22700 mL/mol$22700\text{ mL/mol}$ per IUPAC convention, or 22400 mL/mol$22400\text{ mL/mol}$ in traditional calculations):
Volume of N₂ at STP = (0.42)/(86) × 22700 mL ≈ 110.86 mL ≈ 111 mL$$\text{Volume of } \text{N}_2\text{ at STP} = \frac{0.42}{86} \times 22700\text{ mL} \approx 110.86\text{ mL} \approx 111\text{ mL}$$
(Note: If calculated using 22400 mL/mol$22400\text{ mL/mol}$, Volume = (0.42)/(86) × 22400 ≈ 109.4 mL ≈ 109 mL$\text{Volume} = \frac{0.42}{86} \times 22400 \approx 109.4\text{ mL} \approx 109\text{ mL}$.)
Rounding to the nearest integer gives 111 (official accepted range: 109 to 111).
Pattern Recognition
Shortcut: Determine the molar mass (M = 86 g/mol$M = 86\text{ g/mol}$) and nitrogen atom count (2 N atoms 1 mol N₂ per mol of compound$2\text{ N atoms} \implies 1\text{ mol } \text{N}_2\text{ per mol of compound}$). Multiply moles directly by molar volume at STP to find the liberated gas volume.
Evaluation Rubric / Model Answer
111
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
The image shows the molecular skeletal architecture of compound X with structural parameters revealing a formula corresponding to a molecular mass of 86 g/mol.
Keywords:#Dumas method quantitative#Molar weight tracking#Nitrogen gas evolution
More Organic Chemistry - Some Basic Principles and Techniques Previous-Year Questions — Page 7
Qjee_main_2025_03_april_eveningStoichiometry of Nitration
X~g$X\mathrm{~g}$ of nitrobenzene on nitration gave 4.2~g$4.2\mathrm{~g}$ of m-dinitrobenzene. The value of X$X$ is ________ g$\mathrm{g}$. (nearest integer)
[Given: molar mass (in g~mol⁻¹$\mathrm{g~mol}^{-1}$ ) C: 12, H: 1, O: 16, N: 14]
1:1, the moles of nitrobenzene required is also$, the moles of nitrobenzene required is also $0.025\mathrm{~mol}:$:
$Mass of nitrobenzene X = 0.025~mol × 123~g/mol = 3.075~g$\text{Mass of nitrobenzene } X = 0.025\mathrm{~mol} \times 123\mathrm{~g/mol} = 3.075\mathrm{~g}$
Rounding to the nearest integer gives
$
Rounding to the nearest integer gives $
3$.
Pattern Recognition
Electrophilic aromatic substitution stoichiometry is straightforward: each aromatic precursor ring converts to exactly one product ring. Finding moles from the heavier substituted product and converting back using the reactant's molecular weight quickly yields the answer.
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Class 12 Chemistry: Amines
Qjee_main_2025_03_april_eveningIsomerism in Benzene Derivatives
The total number of structural isomers possible for the substituted benzene derivatives with the molecular formula C₉H₁₂$\mathrm{C}_9\mathrm{H}_{12}$ is ________.
Numerical Answer.Answer: 8 to 8
Solution
Related Formula
Degrees of Unsaturation (Double Bond Equivalents, DBE):
DBE = C + 1 - (H)/(2) + (N)/(2)$$\mathrm{DBE} = C + 1 - \frac{H}{2} + \frac{N}{2}$$
These 4 degrees of unsaturation match a benzene ring exactly (one ring + three double bonds).
Core Logic
Since the question specifies 'substituted benzene derivatives', we must keep the benzene core (C₆H₅-$\mathrm{C_6H_5-}$ or similar) intact. This leaves 3 carbon atoms to be distributed as alkyl substituents.
Step 1: Categorize by substitution patterns
Mono-substituted benzene (one propyl group containing 3 carbons):
For alkyl benzenes with N$N$ extra carbons, systematically group them as single chain substituents down to multiple methyl substituents. This hierarchical sorting prevents duplicates or missing patterns.
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Class 11 Chemistry: Hydrocarbons
Q36jee_main_2025_03_april_eveningDumas' Method for Nitrogen Estimation
In Dumas' method for estimation of nitrogen 0.4~g$0.4\mathrm{~g}$ of an organic compound gave 60~mL$60\mathrm{~mL}$ of nitrogen collected at 300~K$300\mathrm{~K}$ temperature and 715~mm~Hg$715\mathrm{~mm~Hg}$ pressure. The percentage composition of nitrogen in the compound is :
(Given: Aqueous tension at 300~K = 15~mm~Hg$300\mathrm{~K} = 15\mathrm{~mm~Hg}$)
In Dumas' method calculations, always subtract the aqueous tension to obtain the pressure of dry nitrogen gas. Do not use the raw moist gas pressure, as doing so will overestimate the nitrogen content.
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Q40jee_main_2025_03_april_eveningHyperconjugation and Cation Stability
Given below are two statements:
Statement I: Hyperconjugation is not a permanent effect.
Statement II: In general, greater the number of alkyl groups attached to a positively charged C-atom, greater is the hyperconjugation interaction and stabilization of the cation.
In the light of the above statements, choose the correct answer from the options given below :
A. Statement I is true but Statement II is false
B. Both Statement I and Statement II are false
C. Statement I is false but Statement II is true
D. Both Statement I and Statement II are true
Solution
Related Formula
The number of hyperconjugation structures is directly related to the count of α$\alpha$-hydrogen atoms:
Number of hyperconjugative structures = Number of α-hydrogens$$\text{Number of hyperconjugative structures} = \text{Number of } \alpha\text{-hydrogens}$$
Core Logic
Statement I Analysis:
Hyperconjugation (no-bond resonance) involves the delocalization of σ$\sigma$ electrons of C-H$\mathrm{C-H}$ bonds of an alkyl group directly attached to an atom of unsaturated system or a positively charged carbon atom. This is a permanent ground-state electronic effect, not dependent on external reagents. Thus, Statement I is False.
Step 1: Analyze Statement II
Statement II states that more alkyl groups attached to a carbocation center increase hyperconjugative stabilization. Each alkyl group brings additional σC-H$\sigma_{\mathrm{C-H}}$ bonds adjacent to the empty p-orbital, increasing the total count of α$\alpha$-hydrogens and enhancing charge delocalization. Thus, Statement II is True.
Step 2: Conclusion
Therefore, Statement I is False but Statement II is True, matching Option (3).
Pattern Recognition
Permanent organic effects include: Inductive, Mesomeric (Resonance), and Hyperconjugation effects. Temporary electronic effects include: Electromeric and Inductomeric effects (which require an attacking reagent to manifest).
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Which of the following is the correct IUPAC name of given organic compound (X)?
The image shows structural representation of compound X with a double bond and a bromine substituent.
To determine the IUPAC name of the compound shown in The image shows structural representation of compound X with a double bond and a bromine substituent.:
Identify the principal functional group, which is the double bond (alkene).
Find the longest carbon chain containing the double bond:
The longest chain has 4$4$ carbons, which means the parent alkane is butane, and with a double bond it's "but-2-ene".
Number the chain from the end that gives lower locants to the double bond. Starting from left or right both give the double bond at position 2$2$. However, starting from left gives substituent locants as 1$1$ (for bromo) and 2$2$ (for methyl), whereas starting from right gives substituent locants as 3$3$ and 4$4$.
Hence, correct numbering is:
C1$\text{C1}$: bonded to Bromine (-Br$-\text{Br}$)
C2$\text{C2}$: bonded to Methyl (-CH₃$-\text{CH}_3$)
C3$\text{C3}$: alkene carbon
C4$\text{C4}$: terminal methyl group
The image shows structural representation of compound X with a double bond and a bromine substituent.
Combining these rules, the name is: 1-Bromo-2-methylbut-2-ene.
Pattern Recognition
Double bond takes precedence over halogen substituent in numbering direction. If double bond is symmetrical (at position 2$2$ in a 4$4$-carbon chain), use the substituent positions to break the tie, choosing lowest possible locants (1$1$ and 2$2$ vs 3$3$ and 4$4$).
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Class 12 Chemistry: Haloalkanes and Haloarenes
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