Haloalkanes and Haloarenes Chapter-Wise Test 5

Correct answer Carries: 4.

Wrong Answer Carries: -1.

Which halide on reaction with \( \ce{KOH} \) in water forms \( \ce{CH3CH(OH)CH2CH2CH3} \)?

Aqueous \( \ce{KOH} \) substitutes Cl in \( \ce{CH3CHClCH2CH2CH3} \) (2-chloropentane) via \( \ce{S_N2} \) to form 2-pentanol (\( \ce{CH3CH(OH)CH2CH2CH3} \)).

\( \ce{CH3CHClCH2CH2CH3} \)
\( \ce{CH3CH2CH2CH2CH2Cl} \)
\( \ce{CH3CH2CHClCH2CH3} \)
\( \ce{CH2ClCH2CH2CH2CH3} \)
1

Which of the following is a secondary alkyl halide?

A secondary alkyl halide has the halogen on a carbon bonded to two other carbons. \( \ce{CH3CHClCH2CH3} \) (2-chlorobutane) is secondary.

\( \ce{CH3CH2CH2Cl} \)
\( \ce{(CH3)3CCl} \)
\( \ce{CH3CHClCH2CH3} \)
\( \ce{CH3Cl} \)
3

How many monobromo derivatives are possible for \( \ce{CH3CH2CH2CH3} \)?

Butane (\( \ce{CH3CH2CH2CH3} \)) has two types of hydrogens: 6 primary (terminal) and 4 secondary (middle). Bromination gives 1-bromobutane and 2-bromobutane, so 2 isomers.

1
3
2
4
3

How many structural isomers are possible for \( \ce{C4H9Cl} \)?

For \( \ce{C4H9Cl} \), the isomers are 1-chlorobutane, 2-chlorobutane, 1-chloro-2-methylpropane, and 2-chloro-2-methylpropane, totaling 4.

2
3
4
5
3

Which of the following undergoes \( \ce{S_N2} \) substitution most readily?

\( \ce{S_N2} \) favors primary halides due to less steric hindrance. \( \ce{CH3CH2CH2Cl} \) (1-chloropropane) is most reactive among the options.

\( \ce{CH3CH2CH2Cl} \)
\( \ce{CH3CHClCH3} \)
\( \ce{(CH3)3CCl} \)
\( \ce{C6H5Cl} \)
1

Which reaction produces a mixture of 1-chloropropane and 2-chloropropane?

Free radical chlorination of propane (\( \ce{CH3CH2CH3} \)) with \( \ce{Cl2} \) in light substitutes Cl at C1 or C2, forming \( \ce{CH3CH2CH2Cl} \) and \( \ce{CH3CHClCH3} \).

\( \ce{CH3CH2CH3} \) with \( \ce{Cl2} \) in light
\( \ce{CH3CH=CH2} \) with \( \ce{HCl} \)
\( \ce{CH3CH2CH2OH} \) with \( \ce{SOCl2} \)
\( \ce{CH3CH2Cl} \) with \( \ce{Cl2} \) and \( \ce{FeCl3} \)
1

What is the product when \( \ce{CH3CH2OH} \) reacts with \( \ce{PBr3} \)?

\( \ce{PBr3} \) converts ethanol to ethyl bromide (\( \ce{CH3CH2Br} \)) by replacing the \( \ce{OH} \) group with Br.

\( \ce{CH3CH3} \)
\( \ce{CH3CH2Cl} \)
\( \ce{CH3CH2Br} \)
\( \ce{CH3Br} \)
3

Which compound is formed when benzene reacts with \( \ce{Cl2} \) in sunlight?

In sunlight, \( \ce{Cl2} \) adds to benzene via free radical mechanism, forming \( \ce{C6H6Cl6} \) (hexachlorocyclohexane).

\( \ce{C6H5Cl} \)
\( \ce{C6H4Cl2} \)
\( \ce{C6H6Cl6} \)
\( \ce{C6H5CH2Cl} \)
3

What is the product when \( \ce{CH3CH2CH2Br} \) reacts with \( \ce{NH3} \) (excess)?

Excess \( \ce{NH3} \) reacts with \( \ce{CH3CH2CH2Br} \) via nucleophilic substitution to form the primary amine \( \ce{CH3CH2CH2NH2} \) (propylamine).

\( \ce{CH3CH2NH2} \)
\( \ce{(CH3CH2CH2)2NH} \)
\( \ce{CH3CH2CH3} \)
\( \ce{CH3CH2CH2NH2} \)
4

Which of the following is a benzylic halide?

A benzylic halide has the halogen on a carbon directly attached to a benzene ring. \( \ce{C6H5CH2Cl} \) (benzyl chloride) fits this definition.

\( \ce{CH2=CHCH2Cl} \)
\( \ce{C6H5CH2Cl} \)
\( \ce{C6H5Cl} \)
\( \ce{CH3CH2Cl} \)
2

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