Q 14-14-55 E

Question


Aldrin, a chlorinated insecticide now banned from use in the United

States, can be made by Diels–Alder reaction of hexachloro-1,3-cyclopentadiene with norbornadiene. What is the structure of aldrin?



Step-by-Step Solution

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Answer


The structure of aldrin is:



1Diels-Alder reaction


The Diels-Alder reaction is an important organic chemical reaction discovered by German chemists Otto Diels and Kurt Alder in the year 1928. 

It is type of reaction in which the reactant include a substituted alkene and conjugated diene. This substituted alkene commonly referred to as dienophile.

The Diels-Alder reaction proceed via concerted mechanism in which bond breakage and bond formation occurs in a single step.



                    Diene                                             dienophile

2Formation of aldrin by Diels-Alder reaction


Diels–Alder reaction of hexachloro-1,3-cyclopentadiene with norbornadiene to give Aldrin, a chlorinated insecticide now banned from use in the United States.



Diels–Alder reaction of hexachloro-1,3-cyclopentadiene with norbornadiene

3Proposed a structure of aldrin


The structure of aldrin is: