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)Br:,1-"bromopentane" (1^(@))),(CH_(3)CH_(2)CH(2)CH(Br)CH_(3):, 2-"bromopentane"(2^@)),(CH_(3)-underset(CH_3)underset(|)(C)H-CH_(2)CH_(2)Br:, 1-"bromo"-3-"methyl-butane"(1^@)),(CH_(3)CH_(2)CH(Br)CH_(2)CH_(3):, 3-"bromopentane" (2^@)),(CH_(3)-underset(CH_3)underset(|)(C)H underset(Br)underset(|)(C)H-CH_(3):, 2-"brome"-3-"methyl-butane" (2^@)),(CH_(3)-underset(CH_3)underset(|)(C)Br-CH_(2)CH_(3):, 2-"bromo"-2-"methyl-butane"(3^@)),(BrCH_(2)-underset(CH_3)underset(|)(C)H-CH_(2)CH_(3):, 1-"bromo"-2-"methyl-butane"(1^@)),(CH_(3)-underset(CH_3)underset(|)overset(CH_3)ov erset(|)(C)-CH_(2)Br:, 1-"brome"-2","2-"dimethyl-prppane"(1^@)):}`