Question
Question: \[Propene+ICl\to ?\] a) 2- Chloro 1- iodopropane b) \[(\pm )2-Chloro-1-iodopropane\]...
Propene+ICl→?
a) 2- Chloro 1- iodopropane
b) (±)2−Chloro−1−iodopropane
Solution
Propene is the alkene which contains double bonds. It is an unsaturated organic compound. The compound of propene is made up of three carbon atoms and six hydrogen atoms. It has eight sigma bonds and one pi bond. The chemical formula of propene is C3H6.
Complete step-by-step answer:
Propene will react with ICl under electrophilic addition reaction. As we know that chlorine is more electronegative as compared to iodine so the ICl will polarize by giving the partial positive charge to the iodine. So here the ICl will act as the source of iodine. So the reaction for propene with inter halogen compound called iodine chloride is the following:
As iodine have partial positive charge and chlorine have partial negative charge. So as the propene has a double bond with it so it will break from that side from where a stable carbocation will be made. the stability of the carbocation is tertiary>secondary>primary. So if the double bond will break from CH2then a primary structure will be formed which will be unstable. But if the double bond is broken from CH then it will form secondary carbocation which is stable.
So the double bond will break from CH. So CH will have a positive charge and CH2will attain a negative charge. So the positive iodide ion will bonded to negative CH and negative chlorine will be bonded to positive CH2
Now the product formed is a chiral compound because the second carbon atom has four different groups attached to it. So it will show optical isomerism so the symbol for the compound that shows optical isomerism is (±). And the name of the compound is 2 chloro 1- iodopropane. On combining both the symbol and the name we get (±)2−Chloro−1−iodopropane.
So the correct answer is option ‘b’.
Note: The word chiral or chirality is defined as the object which has asymmetricity in it and does not have the ability to be superimposed on its mirror image. And the object which can superimpose its mirror image and is symmetric is called achiral. The chirality depends on the three dimensional arrangement or the molecules spatial arrangement.