Which of the following is not formed by the addition of 1 mole of HCl to 2-methyl-1,3cyclohexadiene?

Which of the following is not formed by the addition of 1 mole of HCl

1.	Which of the following is not formed by the addition of 1 mole of HCl to 2-methyl-1,3cyclohexadiene?
Answer» 3-chloro-1-methylcyclohexene 1-chloro-6-methylcylohexene 3-chloro-3-methylcyclohexene 6-chloro-l-methylcyclohexene Solution :1-Chloro-6-methylcylohexene is not a product obtained from the addition of HCl to 2-methyl-1,3-cyclohexadiene. To answer this question, DRAW the two resonance STRUCTURES of both of the allylic CARBOCATIONS formed by protonation of the DOUBLE bonds of the starting material (i.e., a total of four resonance structures). Nucleophilic addition of chloride to these carbocations will give the products of this reaction, which will all be allylic chlorides. 1-Chloro-6-methylcylohexene is 6 not an allylic chloride