Haloalkanes and Haloarenes Chapter-Wise Test 10

Correct answer Carries: 4.

Wrong Answer Carries: -1.

Which compound corresponds to the IUPAC name 1-bromo-2,2-dimethylpropane?

1-Bromo-2,2-dimethylpropane is a three-carbon chain (propane) with two methyl groups on C2 and Br on C1: \( \ce{CH2BrC(CH3)2CH3} \).

\( \ce{CH2BrC(CH3)2CH3} \)
\( \ce{CH3CHBrCH(CH3)CH3} \)
\( \ce{CH3C(CH3)2CH2Br} \)
\( \ce{CH3CH2CBr(CH3)2} \)
1

Which halide reacts with \( \ce{AgNO3} \) in ethanol slowest due to its stable C-X bond?

\( \ce{C6H5Cl} \) (chlorobenzene) has a strong C-Cl bond due to sp² hybridization and resonance, making it unreactive in \( \ce{S_N1} \) with \( \ce{AgNO3} \).

\( \ce{C6H5Cl} \)
\( \ce{CH3CH2CH2I} \)
\( \ce{(CH3)3CCl} \)
\( \ce{C6H5CH2Cl} \)
1

Which of the following has the lowest C-X bond enthalpy?

Bond enthalpy decreases as the halogen size increases due to weaker overlap. \( \ce{CH3-I} \) has the weakest C-X bond among F, Cl, Br, and I.

\( \ce{CH3-F} \)
\( \ce{CH3-Cl} \)
\( \ce{CH3-Br} \)
\( \ce{CH3-I} \)
4

What is the product when \( \ce{CH3CH2CH2I} \) reacts with \( \ce{NaOCH3} \) in methanol?

\( \ce{NaOCH3} \) substitutes I in \( \ce{CH3CH2CH2I} \) via \( \ce{S_N2} \), forming \( \ce{CH3CH2CH2OCH3} \) (methyl propyl ether).

\( \ce{CH3CH2CH3} \)
\( \ce{CH3CH=CH2} \)
\( \ce{CH3CH2CH2OH} \)
\( \ce{CH3CH2CH2OCH3} \)
4

Which of the following has the highest C-X bond enthalpy?

Bond enthalpy increases with smaller halogen size due to stronger overlap. \( \ce{CH3F} \) has the highest C-X bond enthalpy.

\( \ce{CH3I} \)
\( \ce{CH3F} \)
\( \ce{CH3Br} \)
\( \ce{CH3Cl} \)
2

Which halide reacts with \( \ce{AgNO3} \) in ethanol to form a precipitate instantly due to benzylic stabilization?

\( \ce{C6H5CH2Cl} \) (benzyl chloride) forms a stable benzylic carbocation via \( \ce{S_N1} \), reacting instantly with \( \ce{AgNO3} \) to form \( \ce{AgCl} \).

\( \ce{C6H5CH2Cl} \)
\( \ce{CH3CH2CH2Cl} \)
\( \ce{CH3CHClCH3} \)
\( \ce{C6H5Cl} \)
1

What is the product when \( \ce{CH3CH2CH2I} \) reacts with excess \( \ce{NH3} \)?

Excess \( \ce{NH3} \) substitutes I in \( \ce{CH3CH2CH2I} \) to form \( \ce{CH3CH2CH2NH2} \) (propylamine) via \( \ce{S_N2} \).

\( \ce{CH3CH2CH3} \)
\( \ce{CH3CH=CH2} \)
\( \ce{(CH3CH2CH2)3N} \)
\( \ce{CH3CH2CH2NH2} \)
4

What is the product when \( \ce{CH3CH=CHCH3} \) reacts with \( \ce{HBr} \) in the presence of benzoyl peroxide?

With peroxide, \( \ce{HBr} \) adds to 2-butene anti-Markovnikov, forming \( \ce{CH3CH2CH2CH2Br} \) (1-bromobutane).

\( \ce{CH3CHBrCH2CH3} \)
\( \ce{CH3CH2CHBrCH3} \)
\( \ce{CH2BrCH=CHCH3} \)
\( \ce{CH3CH2CH2CH2Br} \)
4

Which compound reacts faster in an \( \ce{S_N2} \) reaction with \( \ce{OH^-} \): \( \ce{CH3Br} \) or \( \ce{CH3I} \)?

In \( \ce{S_N2} \) reactions, the rate depends on the leaving group. Iodide is a better leaving group than bromide due to its larger size and weaker C-X bond, so \( \ce{CH3I} \) reacts faster.

\( \ce{CH3Br} \)
\( \ce{CH3I} \)
Both react at the same rate
Neither reacts
2

What is the product when \( \ce{CH3CH2CHOHCH3} \) reacts with \( \ce{SOCl2} \) in pyridine?

\( \ce{SOCl2} \) with pyridine converts 2-butanol (\( \ce{CH3CH2CHOHCH3} \)) to 2-chlorobutane (\( \ce{CH3CH2CHClCH3} \)) via substitution.

\( \ce{CH3CH2CH2CH3} \)
\( \ce{CH3CH=CHCH3} \)
\( \ce{CH3CH2CHClCH3} \)
\( \ce{CH3CH2CH2CH2Cl} \)
3

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