Organic Synthesis (Edexcel International A Level Chemistry): Exam Questions

Ketones are useful starting compounds in organic synthesis.

This question is about butanone.

The mass spectrum of butanone has significant peaks at m/ z = 43 and at m/ z = 57.

i) Give the structures of the species responsible for these two peaks.

(2)

ii) Give the structure of one other species that you would expect to produce a peak at a different m/ z value in the mass spectrum of butanone.

(1)

Devise a reaction scheme to prepare propan-1-ol from butanone, using no more than four steps.

Identify the reagents and essential conditions for each step and give the name or structure of each of the intermediate compounds.

Devise a reaction scheme to prepare 2-methylbut-2-ene from butanone, using no more than four steps.

Identify the reagents and essential conditions for each step and give the name or structure of each of the intermediate compounds.