Chemistry · General Principles Of Organic Chemistry · NEET
NCERT lists exactly four: (i) substitution, (ii) addition, (iii) elimination, and (iv) rearrangement. Learn these four names first — almost every NEET GOC reaction fits into one of them. Substitution swaps a group, addition puts two groups onto a multiple bond, elimination removes a small molecule to form a multiple bond, and rearrangement moves atoms within the same molecule.
In a substitution reaction one atom or group replaces another, so the total number of groups on the carbon stays the same (example: R-Br + OH- gives R-OH + Br-). In an addition reaction two new groups add across a C=C or C=C double/triple bond and nothing leaves, so the molecule gets bigger and loses one degree of unsaturation (example: alkene + Br2 gives a dibromide). Quick test: if the double bond disappears and nothing leaves, it is addition.
They are opposites. Addition destroys a multiple bond (two groups add on). Elimination creates a multiple bond (a small molecule like HBr or H2O is removed from two neighbouring carbons). If a C=C forms and a small molecule leaves, it is elimination; if a C=C is used up, it is addition.
It is elimination. Dehydrohalogenation means removing H and a halogen (like HBr) from adjacent carbons of an alkyl halide, using alcoholic KOH, to form an alkene. Because a small molecule leaves and a new double bond forms, it is an elimination reaction, not substitution. This is a very common NEET trap.
In a beta-elimination, the leaving group (like Br) goes from one carbon and a hydrogen goes from the neighbouring (beta) carbon, forming a double bond between them. Zaitsev's rule says the more substituted alkene (the one with more carbon groups on the C=C) is the major product because it is more stable. Example: 2-bromopentane with base gives mainly pent-2-ene, not pent-1-ene.
In a rearrangement the atoms within a single molecule shift their positions to give a structural isomer — the molecular formula stays the same but the arrangement changes. A common example is a carbocation rearranging by a 1,2-hydride or 1,2-methyl shift to become more stable. Keto-enol tautomerism is also a type of intramolecular rearrangement.
Both are substitutions, but the attacking species differs. In nucleophilic substitution an electron-rich nucleophile attacks an electron-poor carbon (common in alkyl halides, sp3 carbon). In electrophilic substitution an electron-poor electrophile attacks an electron-rich site (common in benzene, aromatic rings). Example: benzene + Cl2 with AlCl3 is electrophilic aromatic substitution.
For the following reactions: (a) CH3CH2CH2Br + KOH -> CH3CH=CH2 + KBr + H2O; (b) a bromo-dimethylcyclohexane + KOH gives the corresponding hydroxy-dimethylcyclohexane (Br replaced by OH); (c) cyclohexene + Br2 -> 1,2-dibromocyclohexane. Which statement is correct?
Among the following, the reaction that proceeds through an electrophilic substitution is:
For the elimination reaction of 2-bromopentane to form pent-2-ene, consider the statements: (a) It is a beta-elimination reaction. (b) It follows Zaitsev's rule. (c) It is a dehydrohalogenation reaction. Which are correct?
Try the real previous-year questions from this chapter — each with the answer and a full solution.
Count atoms and watch the multiple bonds. If one group is swapped for another and the count stays same, it is substitution. If two groups add onto a C=C or triple bond (bond disappears), it is addition. If a small molecule leaves and a new double bond forms, it is elimination. If atoms just move inside the same molecule to form an isomer, it is rearrangement.
Yes. Elimination removes a small molecule to create a multiple bond, while addition consumes a multiple bond by adding groups across it. They are opposite processes, and many reactions can go either way depending on conditions.
Alcoholic KOH provides ethoxide/alkoxide, a strong base that pulls off a beta-hydrogen and favours elimination to form an alkene. Aqueous KOH provides OH-, a good nucleophile that attacks the carbon and favours substitution, replacing the halogen with -OH.
Classifying a given reaction as substitution, addition or elimination is a repeat favourite (2016, 2020). Electrophilic vs nucleophilic substitution (2019) is also common. Practising atom-counting on real reactions is the fastest way to score these marks.