Haloalkanes and Haloarenes Chapter-Wise Test 2

Correct answer Carries: 4.

Wrong Answer Carries: -1.

What is the hybridization of the carbon attached to bromine in \( \ce{CH2=CHCH2Br} \)?

In \( \ce{CH2=CHCH2Br} \), the carbon attached to Br has four single bonds (to Br, H, H, and \( \ce{CH=CH2} \)), making it sp³ hybridized.

sp
sp²
sp³
sp³d
3

Which halide reacts fastest with \( \ce{NaOH} \) in aqueous medium?

\( \ce{S_N2} \) substitution with \( \ce{NaOH} \) favors primary halides. \( \ce{CH3CH2I} \) (iodide) reacts fastest due to the best leaving group.

\( \ce{(CH3)3CCl} \)
\( \ce{CH3CH2I} \)
\( \ce{CH3CHClCH3} \)
\( \ce{C6H5Cl} \)
2

What is the major product when \( \ce{CH2=CHCH2CH3} \) reacts with \( \ce{HBr} \) without peroxides?

For 1-butene (\( \ce{CH2=CHCH2CH3} \)), \( \ce{HBr} \) adds via Markovnikov’s rule, forming \( \ce{CH3CHBrCH2CH3} \) (2-bromobutane).

\( \ce{CH3CHBrCH2CH3} \)
\( \ce{CH2BrCH2CH2CH3} \)
\( \ce{CH3CH2CH2CH2Br} \)
\( \ce{CH3CH2CHBrCH3} \)
1

Which reagent converts 1-butanol to 1-chlorobutane with gaseous byproducts?

\( \ce{SOCl2} \) reacts with 1-butanol (\( \ce{CH3CH2CH2CH2OH} \)) to form 1-chlorobutane (\( \ce{CH3CH2CH2CH2Cl} \)), producing \( \ce{SO2} \) and \( \ce{HCl} \) gases.

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

What is the order of reactivity of alkyl halides towards \( \ce{S_N1} \) mechanism?

\( \ce{S_N1} \) reactivity depends on carbocation stability: tertiary > secondary > primary.

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

What happens when \( \ce{CH3CH2Cl} \) is treated with sodium in dry ether?

This is a Wurtz reaction, where two alkyl halides couple to form an alkane. \( \ce{CH3CH2Cl} \) forms \( \ce{CH3CH2CH2CH3} \) (butane).

\( \ce{CH3CH3} \)
\( \ce{CH3CH2OH} \)
\( \ce{CH3CH=CH2} \)
\( \ce{CH3CH2CH2CH3} \)
4

How many carbon atoms are in the longest chain of the compound formed when \( \ce{CH3CH2Cl} \) reacts with \( \ce{Na} \) in ether?

Wurtz reaction couples two \( \ce{CH3CH2Cl} \) (2 carbons each) to form butane (\( \ce{CH3CH2CH2CH3} \)), with a 4-carbon chain.

2
3
4
6
3

What is the product when benzene reacts with \( \ce{CH3CH2Cl} \) in the presence of \( \ce{AlCl3} \)?

This is a Friedel-Crafts alkylation. Benzene reacts with \( \ce{CH3CH2Cl} \) and \( \ce{AlCl3} \) to form \( \ce{C6H5CH2CH3} \) (ethylbenzene).

\( \ce{C6H5Cl} \)
\( \ce{C6H5CH2CH3} \)
\( \ce{C6H6} \)
\( \ce{C6H5CH3} \)
2

Which reagent is preferred for converting a primary alcohol to an alkyl chloride with gaseous byproducts?

Thionyl chloride (\( \ce{SOCl2} \)) reacts with alcohols to form alkyl chlorides, producing \( \ce{SO2} \) and \( \ce{HCl} \), both gases, making it preferred for pure product formation.

\( \ce{SOCl2} \)
\( \ce{PCl5} \)
\( \ce{HCl} \)
\( \ce{PBr3} \)
1

Which of the following is prepared by the reaction of an alkene with \( \ce{HX} \)?

Alkenes react with hydrogen halides (e.g., \( \ce{HBr} \)) via electrophilic addition to form alkyl halides. \( \ce{CH3CH2CH2Br} \) can be made from \( \ce{CH3CH=CH2} \) with \( \ce{HBr} \) (peroxide conditions).

\( \ce{CH3CH2CH2Br} \)
\( \ce{C6H5Cl} \)
\( \ce{CH2=CHCl} \)
\( \ce{C6H5CH2Cl} \)
1

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