The number of structural isomers that can be obtained theoretically on monochlorination of 2-methylbutane is:

Options

A. 2
B. 3
C. 4
D. 5

Answer

D

Explanation

Number of mono cloro iscmers depends upon the types of hydrogen atoms present in the substrate alkane. The structure of 2-methaylbuitane is
`overset(d) (CH _(3) ) - overset( c ) (CH _(2)) - underset( a )underset( CH _(3)) underset(|) (C) - overset(a) (CH _(3))`
Beacuse of the presence of four type of hydrogens, it gies four + two (d and I forms) = six monochloro products on monochlorination as
`CH _(3) - CH _(2) underset( CH _(3)) underset(|) (CH) - CH _(3) overset( CL _(2)) underset( hv) to underset("1- chloro-2-methyl butane") underset("d and l forms") ( CH _(3) CH _(2) CH- CH _(2) Cl)`
` underset("2-chloro-2-methyl butane 2-chloro-3-methyl butane") ( "CH _(3) - CH _(2) - overset( Cl ) overset(|) underset(CH _(3)) underset(|) (C) - CH _(3) + CH _(3) - underset(Cl) underset(|) overset(**) (CH) - CH (CH _(3))_(2))`
`underset("1-chloro-3-methyl butane")(+ CH _(2) Cl CH _(2) - underset(CH _(3)) underset(|) (CH)- CH _(3))`