EAPCET Chemistry · Intermediate first year
Organic Chemistry
Organic Chemistry covers the basic principles of organic chemistry — nomenclature, isomerism, electronic effects and reaction intermediates — together with hydrocarbons and their reactions.
- Subject
- Chemistry
- Taught in
- Intermediate first year
- Chemistry in the paper
- 40 of 160 questions
Key formulas and results
- Carbocation stability: 3° > 2° > 1° > methyl
- Markovnikov’s rule for addition of HX to alkenes; HBr with peroxide adds the other way (anti-Markovnikov)
- Aromaticity requires π electrons in a planar ring (Hückel’s rule)
- Ozonolysis cleaves C=C bonds into carbonyl compounds
- Wurtz reaction joins alkyl halides with sodium; Friedel–Crafts adds alkyl or acyl groups to benzene
- Tollens’ test: (silver mirror)
- Fehling’s test: (red precipitate)
- Rosenmund reduction:
- Stephen reduction: imine, then
- Clemmensen reduction (Zn–Hg/conc. HCl) and Wolff–Kishner reduction (, then KOH/ethylene glycol) both convert into
- General formulae of open-chain hydrocarbons: alkanes , alkenes , alkynes
- Number of structural (chain) isomers of alkanes: , , , ,
- Optical isomers for chiral carbons: unsymmetrical molecule (no meso form); symmetrical molecule with even optically active meso forms
- Partial reduction of alkynes: with Lindlar catalyst ( or poisoned with quinoline) gives the cis-alkene; Na in liquid (Birch reduction) gives the trans-alkene
- Kolbe electrolysis: (alkane and at the anode, at the cathode)
What this chapter covers
- IUPAC nomenclature
- Isomerism
- Inductive, resonance and hyperconjugation effects
- Reaction intermediates
- Alkanes, alkenes and alkynes
- Aromatic hydrocarbons
How it is usually asked
- IUPAC names
- Reaction products
- Stability order of intermediates
- Counting isomers
Understanding Organic Chemistry
IUPAC naming follows fixed steps: find the longest chain containing the principal functional group, number it to give that group (and then multiple bonds and substituents) the lowest locants, and list substituents alphabetically. Isomers share a molecular formula but differ in structure (chain, position, functional group, metamerism) or in spatial arrangement (geometrical and optical isomerism). Geometrical isomerism needs restricted rotation and two different groups on each carbon of the double bond.
Electronic effects decide where and how reactions happen. The inductive effect is a permanent pull or push of electrons through sigma bonds; resonance spreads π electrons or lone pairs over several atoms; hyperconjugation involves C–H sigma bonds next to a carbocation, radical or double bond. These explain why carbocation and free-radical stability follow 3° > 2° > 1° > methyl, and why more substituted alkenes are more stable.
Alkenes undergo electrophilic addition: HX adds by Markovnikov’s rule, with H going to the carbon that already has more hydrogens. Only HBr, in the presence of a peroxide, adds the other way through a free-radical path. Alkynes add reagents twice, and terminal alkynes are weakly acidic. Benzene, with 6 π electrons, prefers substitution to addition; existing groups direct new ones to ortho/para or meta positions. EAPCET tests names, products, isomer counts and stability orders.
Worked example
EAPCET-style question
Propene reacts with HBr in the presence of benzoyl peroxide. The major product is:
- (1)1-Bromopropane
- (2)2-Bromopropane
- (3)1,2-Dibromopropane
- (4)Propane
Solution
- With a peroxide present, HBr adds by a free-radical mechanism (the peroxide or Kharasch effect).
- The peroxide generates Br•, which adds first to the C=C bond.
- Br• adds to the terminal CH₂ so that the more stable secondary radical CH₃–ĊH–CH₂Br forms.
- This radical takes H from HBr, giving CH₃CH₂CH₂Br (1-bromopropane) — anti-Markovnikov addition.
- Without peroxide, the carbocation path gives 2-bromopropane instead.
Answer: 1-Bromopropane
Shortcuts and results to remember
- Lucas test (conc. HCl + anhydrous ZnCl₂): 3° alcohols turn turbid at once, 2° in about 5 minutes, and 1° only on heating.
- Victor Meyer test: 1° alcohols give a blood-red colour, 2° alcohols blue, and 3° alcohols stay colourless.
- Tollens’ reagent oxidises both aliphatic and aromatic aldehydes but not ketones, while Fehling’s and Benedict’s solutions do not react with aromatic aldehydes such as benzaldehyde.
- PCC stops at the aldehyde for 1° alcohols and gives ketones from 2° alcohols; hot copper at 573 K gives aldehyde from 1°, ketone from 2° and alkene from 3° alcohols.
- NaBH₄ and LiAlH₄ reduce C=O but not an isolated C=C; Lindlar’s catalyst turns alkynes into cis-alkenes while Na in liquid NH₃ gives trans-alkenes; DIBAL-H reduces nitriles and esters to aldehydes.
- Lucas test (conc. HCl + anhydrous ZnCl₂): 3° alcohols turn turbid at once, 2° alcohols in about 5 minutes, 1° alcohols show no turbidity at room temperature.
More practice questions
Practice question 1
Which reagent converts acetone () directly into propane?
- (1)
- (2)
- (3)Zn–Hg / conc. HCl
- (4)PCC
Solution
- Converting to needs Clemmensen or Wolff–Kishner reduction
- Zn–Hg/conc. HCl is the Clemmensen reagent, giving
- and stop at the alcohol (propan-2-ol)
- PCC is an oxidising agent and does not reduce ketones
Answer: Zn–Hg / conc. HCl
Practice question 2
With Lucas reagent at room temperature, which alcohol produces turbidity immediately?
- (1)Butan-1-ol
- (2)Butan-2-ol
- (3)2-Methylpropan-2-ol
- (4)Methanol
Solution
- Lucas reagent converts alcohols into insoluble alkyl chlorides through carbocations
- Turbidity appears fastest for the most stable (3°) carbocation
- 2-Methylpropan-2-ol is a 3° alcohol, so it turns turbid at once
- Butan-2-ol (2°) takes about 5 minutes; butan-1-ol and methanol react only on heating
Answer: 2-Methylpropan-2-ol
Practice question 3
Which of the following has the highest boiling point?
- (1)n-Octane
- (2)Isooctane (2,2,4-trimethylpentane)
- (3)2,2,3,3-Tetramethylbutane
- (4)n-Butane
Solution
- Boiling point of alkanes rises with molar mass, so n-butane (C₄) is lowest.
- The other three are C₈H₁₈ isomers with the same molar mass.
- Branching makes the molecule more compact, reducing surface area and van der Waals attraction.
- The unbranched isomer, n-octane, has the largest surface contact and so the highest boiling point.
Answer: n-Octane
Common mistakes to avoid
- Applying the peroxide effect to HCl or HI — only HBr adds anti-Markovnikov in the presence of peroxide.
- Numbering a chain from the end nearest a substituent instead of the principal functional group — the principal group gets the lowest locant first.
- Assuming every compound with a C=C shows geometrical isomerism — each double-bond carbon must carry two different groups, so propene and 1-butene show none, while 2-butene does.
- Calling halogens meta-directing because they deactivate the ring — halogens are deactivating but ortho/para-directing.
How to prepare it
Named reactions are high-yield — keep a running list with one example of each.
Once the formulas feel familiar, test them the way the exam does: practise Organic Chemistry questions chapter-wise, then attempt a full previous year paper to see whether it holds up under a 3-hour timer.
Related Chemistry chapters
See every chapter in the EAPCET Chemistry syllabus.
Practise Organic Chemistry chapter-wise
Chapter-wise quizzes show exactly which topics in this chapter you still get wrong — before a full paper does.
Frequently asked questions
- Is Organic Chemistry part of the EAPCET Chemistry syllabus?
- Yes. Organic Chemistry is taught in Intermediate first year Chemistry, and the EAPCET Engineering syllabus is based on the Intermediate first- and second-year syllabus. Check the official notification each year for any changes.
- How should I prepare Organic Chemistry for EAPCET?
- Named reactions are high-yield — keep a running list with one example of each.
- How many Chemistry questions are there in EAPCET?
- 40 of the 160 questions in the Engineering paper are Chemistry, spread across 24 chapters.
- What mistakes do students make in Organic Chemistry?
- Applying the peroxide effect to HCl or HI — only HBr adds anti-Markovnikov in the presence of peroxide. Numbering a chain from the end nearest a substituent instead of the principal functional group — the principal group gets the lowest locant first. Assuming every compound with a C=C shows geometrical isomerism — each double-bond carbon must carry two different groups, so propene and 1-butene show none, while 2-butene does. Calling halogens meta-directing because they deactivate the ring — halogens are deactivating but ortho/para-directing.