Organic Chemistry - Some Basic Principles and Techniques appeared 93 times across 3 years — 10.8% of Chemistry.
This question is from Acidity of Organic Compounds.
The compounds that produce CO₂$\mathrm{CO}_{2}$ with aqueous NaHCO₃$\mathrm{NaHCO}_{3}$ solution are:
A. The prompt lists five structures labeled A through E evaluating structural acidities.
B. The prompt lists five structures labeled A through E evaluating structural acidities.
C. The prompt lists five structures labeled A through E evaluating structural acidities.
D. The prompt lists five structures labeled A through E evaluating structural acidities.
E. The prompt lists five structures labeled A through E evaluating structural acidities.
Choose the correct answer from the options given below:
A.A and C only$\text{A and C only}$
B.A, B and E only$\text{A, B and E only}$
C.A, C and D only$\text{A, C and D only}$
D.A and B only$\text{A and B only}$
Solution & Explanation
Core Logic
Organic compounds react with sodium bicarbonate (NaHCO₃$\mathrm{NaHCO}_3$) to liberate CO₂$\mathrm{CO}_2$ gas if they are stronger acids than carbonic acid (H₂CO₃$\mathrm{H}_2\mathrm{CO}_3$).
Evaluating the structures:
A: Benzoic acid, which is significantly more acidic than carbonic acid.
C: Picric acid (2,4,6-trinitrophenol). Due to three strong electron-withdrawing nitro groups, its acidity exceeds typical carboxylic acids and H₂CO₃$\mathrm{H}_2\mathrm{CO}_3$.
D: Benzenesulfonic acid, a highly strong mineral-like organic acid.
B & E: Standard phenols or weakly substituted phenols, which are less acidic than carbonic acid and do not liberate CO₂$\mathrm{CO}_2$.
Therefore, structures A, C, and D give a positive test result.
Pattern Recognition
Sees: Sodium bicarbonate test for organic systems.
Shortcut: Only carboxylic acids, sulfonic acids, and highly nitrated phenols like picric acid possess sufficient proton acidity to displace CO₂$\mathrm{CO}_2$ from bicarbonate ions.
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Keywords:#produce CO2 with aqueous NaHCO3 solution#JEE Main 2025 Morning Q43#Qualitative Organic Analysis JEE Main 2025#Acidity Trends JEE Main 2025#Picric acid#Phenol derivative#Bicarbonate test
More Organic Chemistry - Some Basic Principles and Techniques Previous-Year Questions — Page 10
Qjee_main_2025_03_april_morningQuantitative Analysis - Estimation of Carbon
0.5 g of an organic compound on combustion gave 1.46 g of CO₂$CO_{2}$ and 0.9 g of H₂O$H_{2}O$. The percentage of carbon in the compound is _____. (Nearest integer)
[Given: Molar mass (in g mol⁻¹$\text{g mol}^{-1}$) C: 12, H: 1, O: 16]
Numerical Answer.Answer: 80 to 80
Solution
Related Formula
The percentage of carbon via combustion analysis is given by:
% C = (12)/(44) × Mass of CO₂Mass of organic compound × 100$$\%\text{ C} = \frac{12}{44} \times \frac{\text{Mass of }\text{CO}_2}{\text{Mass of organic compound}} \times 100$$
Core Logic
Let us substitute the given parameters:
Mass of organic compound = 0.5 g$= 0.5\text{ g}$
Mass of CO₂$\text{CO}_2$ collected = 1.46 g$= 1.46\text{ g}$
Shortcut: (12)/(44) ≈ 0.2727$\frac{12}{44} \approx 0.2727$. Multiply 0.2727 × 1.46$0.2727 \times 1.46$ to find the mass of carbon (≈ 0.398 g$\approx 0.398\text{ g}$). Since 0.398 g$0.398\text{ g}$ out of 0.5 g$0.5\text{ g}$ is roughly (4)/(5)$\frac{4}{5}$, the value is right around 80%$80\%$.
Evaluation Rubric / Model Answer
80
Chapter Mix
Class 11 Chemistry: Organic Chemistry - Some Basic Principles and Techniques
Qjee_main_2025_04_april_eveningBasicity of Organic Bases
The correct order of basicity for the following molecules is:
The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.
A.P > Q > R$P > Q > R$
B.R > P > Q$R > P > Q$
C.Q > P > R$Q > P > R$
D.R > Q > P$R > Q > P$
Solution
Related Formula
Basicity ∝ Availability of lone pair of electrons on Nitrogen$$\text{Basicity} \propto \text{Availability of lone pair of electrons on Nitrogen}$$
Core Logic
Analyzing the molecules:
In molecule (R), according to Bredt's rule, the bridgehead nitrogen has a localized lone pair which cannot participate in resonance. Thus, it is highly available and most basic.
In molecule (Q), the nitrogen lone pair is involved in cross-conjugation with the carbonyl group, reducing its availability.
In molecule (P), the lone pair on nitrogen is directly conjugated with the carbonyl group (amide resonance), making it the least available.
Therefore, the correct basicity order is:
R > Q > P$R > Q > P$
Step 1: Final Identification
The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.
The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.
The diagram displays three nitrogen-containing organic structures labeled P, Q, and R for basicity comparison.
Comparing availability, structure R has localized electrons, Q has cross-conjugation, and P has standard amide resonance. Hence, option (4) is correct.
Pattern Recognition
Look for localized vs delocalized lone pairs on nitrogen. Bridgehead nitrogen lone pairs that violate Bredt's rule for double bond formation remain strictly localized, drastically increasing basicity compared to conjugated amides.
Chapter Mix
Class 11 Chemistry: Some Basic Principles of Organic Chemistry
Qjee_main_2025_04_april_eveningCarbocation and Carbanion Stability
In which pairs, the first ion is more stable than the second?
The prompt displays visual comparisons of organic ionic species to judge the relative stability within pairs (A), (B), (C), and (D).The prompt displays visual comparisons of organic ionic species to judge the relative stability within pairs (A), (B), (C), and (D).The prompt displays visual comparisons of organic ionic species to judge the relative stability within pairs (A), (B), (C), and (D).The prompt displays visual comparisons of organic ionic species to judge the relative stability within pairs (A), (B), (C), and (D).The prompt displays visual comparisons of organic ionic species to judge the relative stability within pairs (A), (B), (C), and (D).The prompt displays visual comparisons of organic ionic species to judge the relative stability within pairs (A), (B), (C), and (D).
A. (B) & (D) only
B. (A) & (B) only
C. (B) & (C) only
D. (A) & (C) only
Solution
Related Formula
Stability ∝ Delocalization of charge via resonance, mesomeric, and back-bonding effects$$\text{Stability} \propto \text{Delocalization of charge via resonance, mesomeric, and back-bonding effects}$$
Core Logic
Evaluating each specific structural pair:
Pair (A): The first carbocation is stabilized by strong +M$+M$ back-bonding from the methoxy (-OMe$-OMe$) oxygen lone pair, making it significantly more stable than the second.
Pair (B): The first carbanion is strongly stabilized by the -M$-M$ and -I$-I$ electronic effects of the nitro (-NO₂$-NO_2$) group situated at the ortho position, whereas a carbocation in that spot would be destabilized. Thus, the first ion is more stable.
Pair (C): The second cation has extended allylic resonance stabilization, meaning the first is less stable.
Pair (D): Cation with -OMe$-OMe$ backbonding is more stable than tertiary aliphatic carbocation, making the first less stable than the second.
Thus, only in (A) & (B) is the first ion more stable than the second.
Pattern Recognition
Back-bonding from an adjacent oxygen lone pair always triumphs over standard inductive or hyperconjugative alkyl stability templates. For carbanions, ensure electron-withdrawing groups like -NO₂$-NO_2$ match the sign of the charge.
Chapter Mix
Class 11 Chemistry: Some Basic Principles of Organic Chemistry
Qjee_main_2025_04_april_eveningOrganic Reactions and Mechanisms
Consider the following molecule (X).
The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.
The structure of X is
The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.
A. Structure (1)
B. Structure (2)
C. Structure (3)
D. Structure (4)
Solution
Core Logic
Analyzing the mechanism:
Protonation (H^+$H^+$ attack) on the double bond occurs to generate the most stable intermediate carbocation.
The system forms a highly stable tertiary (3^°$3^\circ$) carbocation at the bridge junction ring site.
Nucleophilic attack by bromide ion (Br^-$Br^-$) captures this bridge junction center selectively, yielding the major brominated structure designated as Structure (2).
Step 1: Mechanism Breakdown
The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.
The prompt visually depicts a polycyclic unsaturated hydrocarbon system reacting to form compound X.
Electrophilic addition follows Markovnikov-like stability rules, directing the halide specifically to the bridgehead junction carbocation position.
Pattern Recognition
Whenever adding hydrohalic acids across cyclic non-conjugated dienes or isolated double bonds, always convert the alkene into the most stable, un-strained tertiary carbocation before attaching the nucleophile.
Chapter Mix
Class 11 Chemistry: Some Basic Principles of Organic Chemistry
Class 11 Chemistry: Hydrocarbons
The IUPAC name of the following compound is -
arrayc O H H C ≡ C - C H _ 2 - C H - C H _ 2 - C H = C H _ 2 array$$\begin{array}{c} \mathrm {O H} \\ \mid \\ \mathrm {H C} \equiv \mathrm {C} - \mathrm {C H} _ {2} - \mathrm {C H} - \mathrm {C H} _ {2} - \mathrm {C H} = \mathrm {C H} _ {2} \end{array}$$
A. 4-Hydroxyhept-1-en-6-yne
B. 4-Hydroxyhept-6-en-1-yne
C. Hept-6-en-1-yn-4-ol
D. Hept-1-en-6-yn-4-ol
Solution
Related Formula
Principal Functional Group Priority: -OH > Double bond (=) ≥ Triple bond (≡)$$\text{Principal Functional Group Priority: } -OH > \text{Double bond (=)} \ge \text{Triple bond (}\equiv\text{)}$$
Core Logic
Number the seven-carbon parent chain from the side that gives the principal functional group (-OH$-OH$) and double bond the lowest locants:
Numbering from right-to-left gives locants: alkene at position 1, alcohol at 4, and alkyne at 6.
Numbering from left-to-right gives locants: alkyne at 1, alcohol at 4, alkene at 6.
According to IUPAC rules, when choices are symmetric for the principal group, the lower locant is given to the double bond over the triple bond. Hence, right-to-left numbering is correct:
When terminal unsaturations are tied symmetrically (positions 1 and 6), the alkene ('en') takes prefix allocation priority over the alkyne ('yn'). The secondary alcohol suffix '-ol' forms the principal name ending.
Chapter Mix
Class 11 Chemistry: Some Basic Principles of Organic Chemistry
More Organic Chemistry - Some Basic Principles and Techniques Questions — jee_main_2025_28_jan_morning
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