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  4. Haloalkanes and Haloarenes Chapter-Wise Test 3

Haloalkanes and Haloarenes Chapter-Wise Test 3

Correct answer Carries: 4.

Wrong Answer Carries: -1.

Which halide reacts fastest with \( \ce{NaOH} \) in water due to resonance stabilization of the carbocation?

\( \ce{C6H5CH2CH2Cl} \) forms a benzylic carbocation stabilized by resonance, reacting fastest via \( \ce{S_N1} \) with \( \ce{NaOH} \).

\( \ce{CH3CH2CH2Cl} \)
\( \ce{CH3CHClCH3} \)
\( \ce{C6H5CH2CH2Cl} \)
\( \ce{CH3CH2CH2CH2Br} \)
3

Which reagent is used to convert an alkyl chloride to an alkyl fluoride?

The Swarts reaction uses a metallic fluoride like \( \ce{AgF} \) to convert an alkyl chloride or bromide to an alkyl fluoride.

\( \ce{NaI} \)
\( \ce{AgF} \)
\( \ce{HCl} \)
\( \ce{KCN} \)
2

Which of the following is a vinylic halide?

A vinylic halide has the halogen directly attached to a carbon in a C=C bond. \( \ce{CH2=CHCl} \) (vinyl chloride) is a vinylic halide.

\( \ce{CH2=CHCl} \)
\( \ce{CH3CH2Cl} \)
\( \ce{CH2=CHCH2Cl} \)
\( \ce{C6H5CH2Cl} \)
1

What is the major product when \( \ce{(CH3)3CBr} \) reacts with alcoholic \( \ce{KOH} \)?

Tertiary alkyl halides like \( \ce{(CH3)3CBr} \) undergo elimination (E2) with alcoholic \( \ce{KOH} \), forming the alkene \( \ce{(CH3)2C=CH2} \) (2-methylpropene).

\( \ce{CH3CH=CH2} \)
\( \ce{CH3CH2CH=CH2} \)
\( \ce{(CH3)3COH} \)
\( \ce{(CH3)2C=CH2} \)
4

Which of the following gives a precipitate with \( \ce{AgNO3} \) fastest?

Tertiary halides ionize fastest via \( \ce{S_N1} \). \( \ce{(CH3)2CHC(CH3)2I} \) (iodide) forms a precipitate with \( \ce{AgNO3} \) most rapidly.

\( \ce{CH3CH2Cl} \)
\( \ce{CH3CH2CH2Br} \)
\( \ce{CH3CHClCH3} \)
\( \ce{(CH3)2CHC(CH3)2I} \)
4

What is the IUPAC name of \( \ce{CH3CH(CH2Cl)CH3} \)?

The longest chain is three carbons (propane), with a chloromethyl group on the second carbon. The name is 1-chloro-2-methylpropane.

1-Chloro-2-methylpropane
2-Chloromethylpropane
3-Chlorobutane
1-Chlorobutane
1

Which compound is formed when ethylbenzene reacts with \( \ce{Cl2} \) and \( \ce{FeCl3} \)?

Ethylbenzene (\( \ce{C6H5CH2CH3} \)) undergoes electrophilic substitution with \( \ce{Cl2} \) and \( \ce{FeCl3} \), forming \( \ce{C6H4(CH2CH3)Cl} \) (chloroethylbenzene, mainly para).

\( \ce{C6H5CH2Cl} \)
\( \ce{C6H5Cl} \)
\( \ce{C6H4(CH2CH3)Cl} \)
\( \ce{C6H6} \)
3

Which of the following can be prepared by reacting an alkene with \( \ce{HBr} \) in the presence of peroxides?

\( \ce{CH3CH2CH2CH2Br} \) (1-bromobutane) is formed by anti-Markovnikov addition of \( \ce{HBr} \) to 1-butene (\( \ce{CH2=CHCH2CH3} \)) with peroxides.

\( \ce{CH3CH2CH2CH2Br} \)
\( \ce{CH3CHBrCH2CH3} \)
\( \ce{C6H5Br} \)
\( \ce{CH3CH2OCH3} \)
1

Which of the following is a tertiary alkyl halide?

A tertiary alkyl halide has the halogen attached to a carbon bonded to three other carbons. \( \ce{(CH3)3CBr} \) (2-bromo-2-methylpropane) is tertiary.

\( \ce{CH3CH2Br} \)
\( \ce{CH3CHBrCH3} \)
\( \ce{(CH3)3CBr} \)
\( \ce{CH3CH2CH2Cl} \)
3

How many monochloro isomers are formed by free radical chlorination of \( \ce{CH3CH2CH3} \)?

Propane has two types of hydrogens: 6 primary (on terminal carbons) and 2 secondary (on the middle carbon). Chlorination gives \( \ce{CH3CH2CH2Cl} \) and \( \ce{CH3CHClCH3} \), so 2 isomers.

1
3
2
4
3

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