The reactivity of haloalkanes toward nucleophilic substitution generally follows the order
A$\mathrm{R{-}F} > \mathrm{R{-}Cl} > \mathrm{R{-}Br} > \mathrm{R{-}I}$
Ball four are equally reactive
C$\mathrm{R{-}Cl} > \mathrm{R{-}I} > \mathrm{R{-}Br} > \mathrm{R{-}F}$
D$\mathrm{R{-}I} > \mathrm{R{-}Br} > \mathrm{R{-}Cl} > \mathrm{R{-}F}$
Answer & Solution
Correct answer: D. $\mathrm{R{-}I} > \mathrm{R{-}Br} > \mathrm{R{-}Cl} > \mathrm{R{-}F}$
1. Your syllabus: nucleophilic substitution requires the C-X bond to BREAK as a new bond forms.
2. The C-X BOND STRENGTH decreases down the halogen group: C-F > C-Cl > C-Br > C-I.
3. WEAKER bonds break MORE EASILY, so reactivity is INVERSELY related to bond strength.
4. Result: R-I > R-Br > R-Cl > R-F (iodides most reactive).
5. Additional factor: C-I has the LARGEST polarisability — its electron cloud distorts most easily under nucleophilic attack, further favouring its reactivity.
6. Option A reverses the trend (it would be the bond-strength order, not reactivity). Option C breaks the trend midway. Option D ignores bond strength.
_Source: syllabus Chemistry Part 2, Ch 6, §6.5 (Reactivity vs C-X bond strength), p. 14._
Keep practising Haloalkanes, Alcohols and Ethers
Browse all Haloalkanes, Alcohols and Ethers questions for AP Intermediate 2nd Year, or explore more Chemistry topics.
Related questions
The KOLBE reaction converts phenol (in the form of sodium phenoxide) into salicylic acid. Ethanol reacts with $\mathrm{PCl_5}$ to give which set of products?NEET · Chemistry · Primary or Secondary AlcoholA GRIGNARD REAGENT is formed by reacting an alkyl halide withThe IUPAC name of $\mathrm{(CH_3)_2CH{-}CH_2Br}$ isThe reaction of ethanol with sodium metal producesThe REIMER-TIEMANN reaction converts phenol to salicylaldehyde. The reagents areAn ALCOHOL in which the $\mathrm{-OH}$ group is attached to a carbon bonded to ONE other a