Haloalkanes and Haloarenes Chapter-Wise Test 6

Correct answer Carries: 4.

Wrong Answer Carries: -1.

What is the byproduct when \( \ce{CH3CH2CH2Cl} \) reacts with \( \ce{NaI} \) in acetone to form \( \ce{CH3CH2CH2I} \)?

In the Finkelstein reaction, \( \ce{NaI} \) displaces Cl, forming \( \ce{NaCl} \) as a precipitate byproduct.

\( \ce{NaBr} \)
\( \ce{NaCl} \)
\( \ce{I2} \)
\( \ce{HCl} \)
2

What is the order of reactivity of alkyl halides with \( \ce{AgNO3} \) in ethanol?

\( \ce{AgNO3} \) in ethanol tests \( \ce{S_N1} \) reactivity, which depends on carbocation stability: tertiary > secondary > primary.

Primary > Secondary > Tertiary
Secondary > Primary > Tertiary
Tertiary > Secondary > Primary
Primary > Tertiary > Secondary
3

Which halide produces a tertiary alcohol when reacted with \( \ce{KOH} \) in water?

\( \ce{(CH3)2CHCH2C(CH3)2Cl} \) undergoes \( \ce{S_N1} \) with \( \ce{KOH} \) in water, forming \( \ce{(CH3)2CHCH2C(CH3)2OH} \), a tertiary alcohol.

\( \ce{CH3CH2CH2Cl} \)
\( \ce{CH3CHClCH2CH3} \)
\( \ce{(CH3)2CHCH2C(CH3)2Cl} \)
\( \ce{CH3CH2CH2CH2Br} \)
3

Which reagent converts 2-methyl-2-propanol to 2-chloro-2-methylpropane?

\( \ce{HCl} \) reacts with 2-methyl-2-propanol (\( \ce{(CH3)3COH} \)) to form 2-chloro-2-methylpropane (\( \ce{(CH3)3CCl} \)) via \( \ce{S_N1} \) substitution.

\( \ce{HCl} \)
\( \ce{HBr} \)
\( \ce{PBr3} \)
\( \ce{SOCl2} \)
1

How many monochloro isomers are possible for \( \ce{CH3CH(CH3)CH2CH3} \)?

2-Methylbutane has four distinct carbon positions for Cl substitution: C1, C2 (with methyl), C3, and C4, yielding 4 isomers.

2
3
4
5
3

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

The Swarts reaction with \( \ce{AgF} \) substitutes Br in \( \ce{CH3CH2CH2Br} \) to form \( \ce{CH3CH2CH2F} \) (1-fluoropropane).

\( \ce{CH3CH2CH3} \)
\( \ce{CH3CH2CH2F} \)
\( \ce{CH3CH2CH2OH} \)
\( \ce{CH3CH=CH2} \)
2

Which halide undergoes elimination most readily with alcoholic \( \ce{KOH} \)?

Tertiary halides favor elimination (E2) due to steric hindrance and stable alkene formation. \( \ce{(CH3)2CHCH2CH2C(CH3)2Br} \) reacts most readily.

\( \ce{CH3CH2CH2Br} \)
\( \ce{(CH3)2CHCH2CH2C(CH3)2Br} \)
\( \ce{CH3CHBrCH2CH3} \)
\( \ce{CH3CH2Br} \)
2

What is the bond angle around the carbon attached to chlorine in \( \ce{CH3CH2Cl} \)?

In \( \ce{CH3CH2Cl} \), the carbon attached to Cl is tetrahedral (sp³ hybridized), with a bond angle of approximately 109.5°.

120°
109.5°
180°
90°
2

What is the order of dipole moments of \( \ce{CH3F} \), \( \ce{CH3Cl} \), \( \ce{CH3Br} \), and \( \ce{CH3I} \)?

Dipole moment decreases with lower electronegativity difference: \( \ce{CH3F} \) > \( \ce{CH3Cl} \) > \( \ce{CH3Br} \) > \( \ce{CH3I} \).

\( \ce{CH3I} \) > \( \ce{CH3Br} \) > \( \ce{CH3Cl} \) > \( \ce{CH3F} \)
\( \ce{CH3Br} \) > \( \ce{CH3I} \) > \( \ce{CH3F} \) > \( \ce{CH3Cl} \)
\( \ce{CH3F} \) > \( \ce{CH3Cl} \) > \( \ce{CH3Br} \) > \( \ce{CH3I} \)
\( \ce{CH3Cl} \) > \( \ce{CH3F} \) > \( \ce{CH3Br} \) > \( \ce{CH3I} \)
3

Which halide is most reactive towards \( \ce{S_N2} \) substitution?

\( \ce{S_N2} \) reactivity is highest for primary halides due to less steric hindrance. \( \ce{CH3CH2CH2I} \) (primary iodide) is most reactive.

\( \ce{(CH3)3CCl} \)
\( \ce{CH3CH2CH2I} \)
\( \ce{CH3CHClCH3} \)
\( \ce{C6H5Cl} \)
2

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