MHT CET202519 Apr 2025Evening ShiftChemistryHaloalkanes and HaloarenesActual
When tert butyl bromide is heated with silver fluoride the major product obtained is
Options
- A1-Fluoro-2-methylpropane
- B2-Fluoro-2-methylpropane
- C1-Flurobutane
- D2-Flurobutane
Correct answer
B. 2-Fluoro-2-methylpropane
Step-by-step solution
Halogen exchange via the Swarts reaction converts tert-butyl bromide to the corresponding fluoride through an S_N1 mechanism, favored by the stability of the tertiary carbocation intermediate. Ionization yields the tertiary carbocation: (CH₃)₃CBr (CH₃)₃C^+ + Br^- . Nucleophilic attack by fluoride ( F^- from AgF) gives the product: (CH₃)₃C^+ + F^- (CH₃)₃CF . The systematic name for (CH₃)₃CF is 2-fluoro-2-methylpropane . Among the options, only 2-fluoro-2-methylpropane corresponds to the tertiary structure formed fro