Question

Please show your work

The reaction of 1,3-pentadiene with hydrogen chloride (HCI) gives the product shown below (as a racemate). However, the reaction with deuterium chloride (DCI) produces two products, A and B (also as racemates), and the ratio of these is temperature dependent. Which product, A or B is favored at low temperatures (0°C) and What happens to the ratio at higher temperatures (40°C)? Explain these in terms of kinetic vs thermodynamic control. (20 points d. How might you measure (or determine) the ratio of A and B produced in the reaction below (10 EC point HCI DC w akilan

Answer 1

Solution:

The addition of DCl on diene completed via both 1,2- and 1,4-addition mechanism. The complete explanation is given below.

<A> At low Del temperative matcr product is A. bel. + m . mator product (A) mafor el A (15%) B (85%) → At nighen teup (400) mayor product is B. product A is kmeticale controlled product. et is formed at lower temperature, while product B is thermodyname controlled, at is formed at higher teuperature. rey DY me tako ich preduels A and B are measured cut different temperatures. Pwelvet & is more Gleble at high temperature, while product A is stable at 100 teuperature. The stability of product increases with temperature, while et se decreases for Product A.