Question

1. Molecule A is a primary amine that was subjected to Hofmann Elimination conditions to produce an alkene. The alkene was then subjected to ozonolysis to produce pentanal and hexanal. Draw the structure of molecule A. No partial credit will be given for this question. 2. Provide a detailed explanation for the observation below. Use drawing and words in your explanation. No partial credit will be given for this question. NH2 H2SO4 SO3 SOZH

Answer 1

1. To find out the sancture from the ozonolysis pat. of the reaction is shown of a Finst of below - you have to start all, the scheme А 16 m hунак сле elimination - Pentanal d henenat ozonolysis Zn, tho Penkanal alrene i henanal Agro Code (5) NHL w (5-amino undecone)

MA soy ng Ason 02 g Mig son or loy NH H50 Tson 02 table Pd2 (+) Ф, J, NH₂4504 y unstable due to sake SOFT tipolo oti Change repusion
In presence of sulfuric acid, firs the aniline molecule (amine group has +R-effect) converted to aniliniumhydrogensulphate salt. Due to the formation of this aromatic nucleus become electron deficient that is ammonium salt acts as a electron withdrawing group(-R effect) and destabilise the attack at para position due to same charge repulsion.