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

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(N/A) $1$. $CH_{3}CH_{2}CH_{2}CH_{2}CH_{2}Br$: $1-$Bromopentane $(1^{\circ})$
$2$. $CH_{3}CH_{2}CH_{2}CH(Br)CH_{3}$: $2-$Bromopentane $(2^{\circ})$
$3$. $CH_{3}CH_{2}CH(Br)CH_{2}CH_{3}$: $3-$Bromopentane $(2^{\circ})$
$4$. $(CH_{3})_{2}CHCH_{2}CH_{2}Br$: $1-$Bromo$-3-$methylbutane $(1^{\circ})$
$5$. $(CH_{3})_{2}CHCH(Br)CH_{3}$: $2-$Bromo$-3-$methylbutane $(2^{\circ})$
$6$. $(CH_{3})_{2}C(Br)CH_{2}CH_{3}$: $2-$Bromo$-2-$methylbutane $(3^{\circ})$
$7$. $CH_{3}CH_{2}CH(CH_{3})CH_{2}Br$: $1-$Bromo$-2-$methylbutane $(1^{\circ})$
$8$. $(CH_{3})_{3}CCH_{2}Br$: $1-$Bromo$-2,2-$dimethylpropane $(1^{\circ})$

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Match the structures in Column-$I$ with their common names in Column-$II$ and $IUPAC$ names in Column-$III$.
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In halide compounds,when the carbon atom bonded to the halogen atom is $sp^2$ hybridized,the types of such compounds are respectively .....

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