What will be the product when C6H6Cl6 is heated with alc. KOH? Please explain the mechanim too.

1 Answer
Mar 7, 2018

The reaction will occur if all the Cl atoms are in same side ie syn and
the reaction will not occur if the Cl atoms are alternate syn and anti. Explanation is given below :-

Explanation:

NOTE :-

E_2 reaction is Anti-elimination reaction so see in the picture given below :-

1) in first case the reaction will occur because the adjacent Cl and H atoms are Anti, so elimination is possible.

2) in the second case the reaction will not occur because the adjacent Cl and H atoms are Syn so elimination is not possible there in second case.

My own diagram

The reaction of Alkyl halide (RX) with Strong base like alc. KOH in the presence of heat is Elimination reaction and it follows the E_2 mechanism and this reaction gives Alkene as the final product along with the corresponding Hydrogen halide (HX).

General E_2 reaction in the Presence of Heat :-

RX + alc KOH rarr Alkene + HX

Organic Chemistry book by Solomons (10th edition)

Organic Chemistry book by Solomons (10th edition)