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

`CH_(3)CH_(2)CH_(2)CH_(2)CH_(2)Br " " ` 1-Bromopentane (`1^(@)`)
`CH_(3)CH_(2)CH_(2)CH(Br)CH_(3) " " ` 2-Bromopentane(`2^(@)`)
`CH_(3)CH_(2)CH(Br)CH_(2)CH_(3) " " ` 3-Bromopentane (`2^(@)`)
`(CH_(3))_(2)CHCH_(2)CH_(2)Br " " ` 1-Bromo-3-methylbutane (`1^(@)`)

`(CH_(3))_(2)CHCHBrCH_(3) " " ` 2-Bromo-3-methylbutane(`2^(@)`)
`(CH_(3))_(2)CBrCH_(2)CH_(3) " " ` 2-Bromo-2-methylbutane (`3^(@)`)
`CH_(3)CH_(2)CH(CH_(3))CH_(2)Br " " ` 1-Bromo-2-methylbutane(`1^(@)`)
`(CH_(3))_(3)C CH_(2)Br" " ` 1-Bromo-2,2-dimethylpropane (`1^(@)`)