Classification of hydrocarbons
Saturated (alkanes, single C-C). Unsaturated (alkenes C=C; alkynes C≡C). Aromatic (cyclic with delocalized π electrons obeying Hückel's 4n+2 rule).
-- NCERT Class 11 Chemistry, Ch. 9, p. 296The classification of hydrocarbons is the structural foundation of organic chemistry in NEET. The high-frequency trap here: confusing the criteria that separate one class from another — particularly misclassifying cycloalkenes as aromatic, or forgetting that aromaticity requires more than just a ring.
Hydrocarbons are compounds of carbon and hydrogen only. The primary split is between open-chain (acyclic/aliphatic) and closed-chain (cyclic) hydrocarbons (NCERT Class 11 Chemistry, Chapter 9, page 295).
Open-chain hydrocarbons subdivide by bond type:
Cyclic hydrocarbons subdivide into:
The trap that costs marks: a cyclic compound with alternating double bonds is NOT automatically aromatic. Cyclooctatetraene (8 π electrons, non-planar) is NOT aromatic despite appearing conjugated. The solvent/conditions trap also appears at this classification level — the same hydrocarbon behaves differently in polar protic vs polar aprotic media, affecting whether substitution or elimination dominates when the hydrocarbon acts as substrate.
Watch-out for NEET: Classification questions test whether you can assign a given structure to the correct family using general formula + bond analysis + aromaticity check. Don't rush — count carbons, count hydrogens, check the formula, then verify aromaticity criteria separately.
Select an option to see the explanation. Wrong answers show why your choice was tempting — and name the exact trap it exploits.
The general formula of acyclic alkenes is:
Answer: C. Acyclic alkenes have one degree of unsaturation (one C=C double bond), giving the general formula CₙH₂ₙ. This is directly stated in NCERT Class 11 Chemistry, Chapter 9.
Why A is wrong: A (CₙH₂ₙ₊₂) is the general formula for saturated acyclic hydrocarbons (alkanes), not alkenes. The presence of a double bond reduces the hydrogen count by 2.
Why B is wrong: B (CₙH₂ₙ₋₂) is the general formula for alkynes (one triple bond) or alkadienes (two double bonds), not alkenes with a single double bond.
Why D is wrong: D (CₙH₂ₙ₋₆) corresponds to aromatic hydrocarbons (benzene series), not acyclic alkenes.
Which of the following is an alicyclic hydrocarbon?
Answer: A. Cyclopentane is a cyclic, non-aromatic hydrocarbon — it has a ring but no (4n+2) π electron system. It is therefore alicyclic by definition (NCERT Class 11 Chemistry, Chapter 9, page 295).
Why B is wrong: B is wrong because benzene is aromatic (6 π electrons, planar, fully conjugated), not alicyclic.
Why C is wrong: C is wrong because ethene (CH₂=CH₂) is an open-chain (acyclic) hydrocarbon, not cyclic at all.
Why D is wrong: D is wrong because naphthalene is a polycyclic aromatic hydrocarbon with 10 π electrons satisfying aromaticity.
A hydrocarbon with molecular formula C₅H₈ and no ring can be classified as:
Answer: B. For an acyclic hydrocarbon with formula CₙH₂ₙ₋₂: n=5 gives C₅H₈. This matches the alkyne (or alkadiene) general formula. Since the question says no ring, it is an acyclic alkyne (NCERT Class 11 Chemistry, Chapter 9).
Why A is wrong: A is wrong because alkanes follow CₙH₂ₙ₊₂; for n=5 that would be C₅H₁₂, not C₅H₈.
Why C is wrong: C is wrong because alkenes follow CₙH₂ₙ; for n=5 that would be C₅H₁₀, not C₅H₈.
Why D is wrong: D is wrong because the question specifies no ring; aromatic hydrocarbons require a cyclic conjugated system.
The degree of unsaturation (index of hydrogen deficiency) in cyclohexene is:
Answer: D. Cyclohexene (C₆H₁₀) — using the formula: DoU = (2×6 + 2 − 10)/2 = 4/2 = 2. One degree from the ring, one from the double bond. Total = 2.
Why A is wrong: A (DoU = 1) counts only the double bond but ignores that forming a ring also contributes one degree of unsaturation.
Why B is wrong: B (DoU = 0) would imply a saturated open-chain compound (CₙH₂ₙ₊₂), but cyclohexene has both a ring and a double bond.
Why C is wrong: C (DoU = 3) overcounts — cyclohexene has only one ring and one double bond, not three elements of unsaturation.
A compound has molecular formula C₄H₆. It decolourises bromine water and gives a precipitate with ammoniacal silver nitrate. The compound is classified as:
Answer: D. C₄H₆ has DoU = 2. Decolourising Br₂ water confirms unsaturation. Precipitate with ammoniacal AgNO₃ (silver acetylide test) is specific to terminal alkynes. But-1-yne (CH≡C–CH₂–CH₃) is a terminal alkyne fitting both tests (NCERT Class 11 Chemistry, Chapter 9).
Why A is wrong: A is wrong because cyclobutene would decolourise Br₂ water but would NOT give a silver acetylide precipitate — that test is specific to terminal C≡C–H, which cyclobutene lacks.
Why B is wrong: B is wrong because but-1,3-diene has no triple bond and no terminal acetylenic hydrogen; it cannot form a silver acetylide precipitate.
Why C is wrong: C is wrong because but-2-yne (CH₃–C≡C–CH₃) is an internal alkyne with no terminal hydrogen; it does NOT give a positive silver acetylide test.
Which of the following molecular formulae corresponds to an aromatic hydrocarbon?
Answer: A. C₆H₆ gives DoU = (2×6 + 2 − 6)/2 = 4. Benzene (the simplest aromatic hydrocarbon) has formula C₆H₆ with 3 double bonds + 1 ring = 4 degrees of unsaturation, consistent with aromaticity.
Why B is wrong: B (C₆H₁₂) has DoU = 1, corresponding to cyclohexane (one ring, no double bonds) — this is alicyclic, not aromatic.
Why C is wrong: C (C₆H₁₀) has DoU = 2, corresponding to cyclohexene (one ring + one double bond) — insufficient unsaturation for aromaticity.
Why D is wrong: D (C₆H₁₄) has DoU = 0, corresponding to hexane — a fully saturated acyclic alkane with no possibility of aromaticity.
Cyclooctatetraene (COT, C₈H₈) has four alternating double bonds in an eight-membered ring. It is classified as:
Answer: B. COT has 8 π electrons. For aromaticity: 4n+2 rule requires 2, 6, 10, 14… π electrons. 8 ≠ 4n+2 for any integer n. Additionally, COT adopts a tub-shaped (non-planar) geometry to avoid anti-aromaticity. Since it is non-planar, it is neither aromatic nor anti-aromatic — it is non-aromatic (alicyclic). (Trap: assuming all conjugated cyclic systems are aromatic.)
Why A is wrong: A is wrong because aromaticity requires 4n+2 π electrons in a planar ring. COT has 8 π electrons (= 4×2, which is 4n not 4n+2) and is non-planar — it fails both criteria.
Why C is wrong: C is wrong because anti-aromaticity requires planarity with 4n π electrons. COT avoids anti-aromaticity by adopting a non-planar tub shape — it is non-aromatic, not anti-aromatic.
Why D is wrong: D is wrong because 'aliphatic alkene' implies an open-chain compound. COT is cyclic — it is correctly termed alicyclic (non-aromatic cyclic).
A hydrocarbon X has molecular formula C₇H₈. It does NOT decolourise bromine water in the dark but undergoes nitration to give ortho, meta, and para isomers. X is classified as:
Answer: C. Step 1: C₇H₈ has DoU = (2×7 + 2 − 8)/2 = 4. Step 2: Does not decolourise Br₂ water → no reactive C=C or C≡C exposed to electrophilic addition (aromatic C=C requires catalyst, not simple Br₂ water). Step 3: Undergoes nitration giving positional isomers → electrophilic aromatic substitution, confirming an aromatic ring. C₇H₈ with DoU = 4 is toluene (methylbenzene) — an aromatic hydrocarbon (NCERT Class 11 Chemistry, Chapter 9).
Why A is wrong: A is wrong because an alicyclic unsaturated hydrocarbon (e.g. cycloheptene) WOULD decolourise Br₂ water due to its reactive C=C double bond. The compound in question does not react with Br₂ water.
Why B is wrong: B is wrong because an open-chain alkyne with C₇H₈ doesn't exist (alkynes are CₙH₂ₙ₋₂; for n=7 that gives C₇H₁₂). Also, alkynes decolourise Br₂ water.
Why D is wrong: D is wrong because a cyclic non-aromatic diene would decolourise Br₂ water (localised double bonds react with Br₂ by addition). Also, non-aromatic dienes don't undergo electrophilic aromatic substitution.
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Given
A hydrocarbon has molecular formula C₆H₆. It does not decolourise acidified KMnO₄ under mild conditions. On catalytic hydrogenation (H₂/Ni, high temperature and pressure), it absorbs 3 moles of H₂ per mole of compound.
Required
Classify the hydrocarbon and identify it.
Concept
Classification uses: (1) molecular formula to calculate degree of unsaturation, (2) chemical tests to distinguish saturated/unsaturated/aromatic behaviour, (3) hydrogenation data to confirm the number of π bonds.
Formula
Degree of Unsaturation (DoU) = (2C + 2 − H) / 2, where C = number of carbons, H = number of hydrogens.
Substitution
DoU = (2 × 6 + 2 − 6) / 2 = (14 − 6) / 2 = 8 / 2 = 4
Calculation
DoU = 4. This means 4 degrees of unsaturation. Absorbs 3 mol H₂ → 3 C=C equivalents reduced. The fourth degree of unsaturation is a ring. Does NOT decolourise KMnO₄ → resistant to mild oxidation (characteristic of aromatic C=C, not isolated alkene C=C).
Note on exact values: the integers (6 carbons, 6 hydrogens, 3 moles H₂) are exact counting numbers and do not affect any significant-figure consideration.
Final answer
The compound is benzene — an aromatic hydrocarbon. Classification: cyclic, aromatic, with 3 C=C in a planar ring satisfying Hückel's rule (6 π electrons = 4(1) + 2).
Common trap
Seeing 3 double bonds and classifying as "cyclohexatriene" (non-aromatic). The key distinguishing evidence is the failure to decolourise KMnO₄ — true isolated alkenes WOULD react. Aromatic stability prevents this.
Similar NEET-style question
"A compound C₅H₆ absorbs 2 moles of H₂ and gives a positive test with ammoniacal Cu₂Cl₂. Classify the compound." (Answer: a CYCLIC terminal alkyne — for example ethynylcyclopropane. DoU = (2×5 + 2 − 6)/2 = 3, and the Cu₂Cl₂ test fixes one terminal C≡C, which accounts for 2 of them and absorbs 2 mol H₂. Since only 2 mol are absorbed, the third degree of unsaturation takes up no hydrogen at all — so it is a RING, not another π bond. An open-chain pent-1-en-4-yne has C=C plus C≡C and would absorb 3 mol, which contradicts the data given.)
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Saturated (alkanes, single C-C). Unsaturated (alkenes C=C; alkynes C≡C). Aromatic (cyclic with delocalized π electrons obeying Hückel's 4n+2 rule).
-- NCERT Class 11 Chemistry, Ch. 9, p. 296These are the exact patterns that cause wrong answers in NEET. Each trap includes when it triggers and how to avoid it.
Category: Organic Reaction Conditions
Same starting materials give different products depending on solvent. Polar protic (water, alcohols): SN1/E1 favoured. Polar aprotic (DMSO, DMF): SN2 favoured. Affects substitution vs elimination.
Question contrasts product when solvent is changed; or specifies solvent type.
Polar protic stabilises carbocation → SN1/E1 (3° preferred). Polar aprotic doesn't solvate nucleophile → strong SN2 nucleophile (1°/2° preferred). Bulky base (t-BuOK) favours E2 over SN2.
More in Hydrocarbons: 3 exam traps and mistakes · 1 formula · 2 question patterns from its other lessons.
3 questions from NEET 2020, 2023, 2024. Answers verified against NTA official keys.
Which of the following alkane cannot be made in good yield by Wurtz reaction ?
Page numbers are the ones printed in the current NCERT textbook (2023 rationalised edition), unless marked pre-2023. The books are free at ncert.nic.in.
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