UPSC Combined Geo-Scientist, Mains · 2019 · Mains Paper III
Q6(f). Benzyne substitution of p-iodotoluene
Question
p-Iodotoluene is heated with aqueous NaOH at 340°C. Give the products.
Answer in brief
Both p-cresol and m-cresol form after protonation/workup.
Part of VKC Basic
Read the key points and the full model answer with VKC Basic
VKC Basic (₹999 for 6 months) opens every solved answer, the notes, the handbook and the daily answer archive. Every Mains test series includes it.
The full model answer
As written for the answer booklet: the diagram carries the working, the lines stay short. Read here only; it is not offered as a download.
The handwritten model answer pages open with the VKC plan.
CoversBenzyne substitution of p-iodotolueneAromatic substitution
All parts of Question 6
- 6(a) Ozonolysis of an exocyclic alkene4 marks
- 6(b) Stability of primary carbocations4 marks
- 6(c) Dehydration of pentan-2-ol4 marks
- 6(d) Peroxide effect4 marks
- 6(e) Fused cyclobutene opening4 marks
- 6(f) Benzyne substitution of p-iodotoluene4 marks
- 6(g) Inductive ether fragmentation4 marks
- 6(h) Schmidt reaction of cinnamic acid4 marks
- 6(i) Heterocycle aromaticity4 marks
- 6(j) Cyanohydrin acyl-anion equivalent4 marks