Write the structures of the following organic halogen compounds.
2-Chloro-3-methylpentane
CH₃-CH(Cl)-CH(CH₃)-CH₂-CH₃
p-Bromochlorobenzene
Benzene ring with Br and Cl at para positions (1,4)
1-Chloro-4-ethylcyclohexane
Cyclohexane ring with Cl at position 1 and ethyl group (CH₂CH₃) at position 4
2-(2-Chlorophenyl)-1-iodooctane
I-CH₂-CH(2-chlorophenyl)-(CH₂)₅-CH₃
2-Bromobutane
CH₃-CH(Br)-CH₂-CH₃
4-tert-Butyl-3-iodoheptane
CH₃-CH₂-CH(I)-CH(C(CH₃)₃)-CH₂-CH₂-CH₃
1-Bromo-4-sec-butyl-2-methylbenzene
Benzene ring with Br at position 1, sec-butyl at position 4, and methyl at position 2
1,4-Dibromobut-2-ene
Br-CH₂-CH=CH-CH₂-Br
Explanation
This question tests the student's ability to draw structures from IUPAC names of haloalkanes and haloarenes. For each compound, identify the parent chain/ring, number it correctly, and place substituents at indicated positions. In (i) and (v), halogen and alkyl groups are on an alkyl chain. In (ii) and (vii), substituents are on a benzene ring. In (iii), the parent is a cyclohexane ring. In (iv), a 2-chlorophenyl group is attached to an octane chain. In (vi), tert-butyl is a branched alkyl group. In (viii), the double bond is between carbons 2 and 3 of butene.