Draw the structures of all the eight structural isomers that have the molecular formula `C_(5)H_(11)` Br. Name each isomer according to IUPAC system and classify them as primary, secondary or tertiary bromide.

Explanation

Eight isomers are possible.
`underset("1-Bromopentane"(1^(@)))(CH_(3)CH_(2)CH_(2)CH_(2)CH_(2)Br)` `underset("2-Bromopentane" (2^(@)))(CH_(3)CH_(2)CH_(2)underset(Br)underset(|)(CH)CH_(3))` `underset("3-Bromopentane"(3^(@)))(CH_(3)CH_(2)underset(Br)underset(|)(CH)-CH_(2)CH_(3))` `underset("1-Bromo-3-methylbutane" (1^(@)))(CH_(3)underset(CH_(3))underset(|)C CHCH_(2)Br)`
`underset("2-Bromo-3-methylbutane" (2^(@)))(CH_(3)underset(CH_(3))underset(|)(CH)-underset(Br)underset(|)(CH)CH_(3))` `underset("2-Bromo-2-methylbutane" (3^(@)))(CH_(3)-underset(CH_(3))underset(|)overset(Br)overset(|)C-CH_(2)-CH_(3))` `underset("1-Bromo-2-methylbutane" (1^(@)))(CH_(3)CH_(2)underset(CH_(3))underset(|)(CH)CH_(2)Br)` `underset("1-Bromo-2, 2-dimethylpropane" (1^(@)))(CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C CH_(2)Br)`