Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides:

(i) (CH₃)₂CHCH(Cl)CH₃

(ii) CH₃CH₂CH(CH₃)CH(C₂H₅)Cl

(iii) CH₃CH₂C(CH₃)₂CH₂I

(iv) (CH₃)₃CCH₂CH(Br)C₆H₅

(v) CH₃CH(CH₃)CH(Br)CH₃

(vi) CH₃C(C₂H₅)₂CH₂Br

(vii) CH₃C(Cl)(C₂H₅)CH₂CH₃

(viii) CH₃CH=C(Cl)CH₂CH(CH₃)₂

(ix) CH₃CH=CHC(Br)(CH₃)₂

(x) p-ClC₆H₄CH₂CH(CH₃)₂

(xi) m-ClCH₂C₆H₄CH₂C(CH₃)₃

(xii) o-Br-C₆H₄CH(CH₃)CH₂CH₃CH₃

(i) 2-chloro-3-methylbutane, (2^◦ alkyl halide)

Explanation: The Cl atom is attached with two alkyl groups therefore 2^◦ alkyl halide.

(ii) 3-chloro-4-methylhexane (2^◦ alkyl halide)

Explanation: The Cl atom is attached with two alkyl groups therefore 2^◦ alkyl halide.

(iii) 1-iodo-2,2-dimethylbutane (1^◦ alkyl halide)

Explanation: The atom I is attached with one alkyl group therefore 1^◦ alkyl halide.

(iv) 1-bromo-3,3-dimethyl-1-phenylbutane (2^◦ benzylic halide)

Explanation: The atom Br is attached with two alkyl groups with the benzene group therefore 2^◦ benzylic halide.

(v) 2-bromo-3-methylbutane (2^◦ alkyl halide)

Explanation: The atom Br is attached with two alkyl groups therefore 2^◦ alkyl halide.

(vi) 1-bromo-2-ethyl-2-methylbutane (1^◦ alkyl halide)

Explanation: The atom Br is attached with one alkyl group therefore 1^◦ alkyl halide.)

(vii) 3-chloro-3-methylpentane (3^◦ alkyl halide)

Explanation: The atom Cl is attached with three alkyl groups therefore 3^◦ alkyl halide.

(viii) 3-chloro-5-methylhex-2-ene (vinylic halide)

Explanation: The atom Cl is attached with the double bond i.e. at vinyllic position ∴ vinylic halide.)

(ix) 4-bromo-4-methylpent-2-ene (allylic halide)

Explanation: The Br atom is attached with the carbon next to the double bond i.e. at allylic position therefore allylic halide.

(x) 1-chloro-4-(2-methylpropyl)benzene (aryl halide)

Explanation: The Cl atom is attached with the benzene i.e. at aryl position therefore aryl halide.

(xi) 1-chloro-3-(2,2-dimethylpropyl)benzene (1^◦ benzylic halide)

Explanation: The Cl is attached with one alkyl group at the benzene carbon therefore 1^◦ benzylic halide.

(xii) 1-bromo-2-(1-methylpropyl)benzene (aryl halide)

Explanation: The Br is attached with the benzene i.e. at aryl position therefore aryl halide.