Which compound in each of the following pairs will react faster in SN2 reaction with HO–?
(a) CH3—Br or CH3I
(b) (CH3)3 Cl or CH3Cl2
(c) CH2=CHBr or CH2 = CH—CH2Br.
(ii) CH3CHCH2CH3
(iii) CH3CH2CH2CH2Br
(iv) (CH3)3 C—Cl
In the given compound, there are two different sets of equivalent b -hydrogen atoms. Thus, dehydrohalogenation of the compound yields two alkenes.
According to saytzeff’s rule in dehydrohalogenation reaction, the alkene having a greater number of alkyl groups attached to the doubly bonded carbon atom is preferably formed. Hence, alkene 3,4,4-trimethylpent-2-ene is the major product in this reaction.