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Unit 16: Organic Compounds Containing Halogens — Online MCQ Test

CHEMISTRY · NEET (All) · NEET
Practice Unit 16: Organic Compounds Containing Halogens with a free chapter-wise online MCQ test. This chapter covers: General methods of preparation properties and reactions; Nature of C-X bond; Mechanisms of substitution reactions. Uses; Environmental effects of chloroform iodoform freons and DDT.... AI-generated questions from basic to board-exam level, with instant results and explanations.

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Unit 16: Organic Compounds Containing Halogens — Important Questions & Answers

Given below are two statements: Assertion (A): R-I undergoes SN2 reaction faster than R-Cl. Reason (R): Iodine is a better leaving group because of its large size.
  • A. Both A and R are true and R is the correct explanation of A.
  • B. Both A and R are true but R is not the correct explanation of A.
  • C. A is true but R is false.
  • D. A is false but R is true.
Answer: A. Both A and R are true and R is the correct explanation of A.
Larger halides (I-) have weaker C-X bonds and are more stable anions, making them better leaving groups for SN2.
Given below are two statements: one is labelled as Assertion (A) and the other is labelled as Reason (R): Assertion (A): RI undergoes SN2 reaction faster than RCl. Reason (R): Iodine is a better leaving group because of its large size. In the light of the above statements, choose the correct answer from the options given below:
  • A. Both A and R are true and R is the correct explanation of A.
  • B. Both A and R are true but R is not the correct explanation of A.
  • C. A is true but R is false.
  • D. A is false but R is true.
Answer: A. Both A and R are true and R is the correct explanation of A.
Iodide is a weaker base than chloride, making it a better leaving group. Higher reactivity in SN2 is directly proportional to the leaving group ability.
Given below are two statements: Statement I: Aniline does not undergo Friedel-Crafts alkylation reaction. Statement II: Aniline cannot be prepared through Gabriel synthesis. In the light of the above statements, choose the correct answer from the options given below:
  • A. Statement I is correct but Statement II is false.
  • B. Statement I is incorrect but Statement II is correct.
  • C. Both Statement I and Statement II are correct.
  • D. Both Statement I and Statement II are incorrect.
Answer: C. Both Statement I and Statement II are correct.
Aniline does not undergo Friedel-Crafts alkylation because the amino group forms a complex with Lewis acid catalysts such as AlCl3. Gabriel synthesis is used for preparing primary aliphatic amines, not aniline, so aniline cannot be prepared by Gabriel synthesis.
The products A and B obtained in the following reactions, respectively, are: 3ROH + PCl3 → 3RCl + A ROH + PCl5 → RCl + HCl + B
  • A. H3PO4 and POCl3
  • B. H3PO3 and POCl3
  • C. POCl3 and H3PO3
  • D. POCl3 and H3PO4
Answer: B. H3PO3 and POCl3
Alcohol with PCl3 gives phosphorous acid H3PO3. With PCl5, the by-product is phosphoryl chloride POCl3.
Identify A and predict the type of reaction: OCH3-substituted bromobenzene reacts with NaNH2 to give A.
  • A. Unchanged bromomethoxybenzene; cine substitution reaction
  • B. Methoxybenzene; cine substitution reaction
  • C. Methoxyaniline; substitution reaction
  • D. Methoxyaniline; elimination-addition reaction
Answer: C. Methoxyaniline; substitution reaction
NaNH2 converts aryl halide to aniline derivative via the benzyne mechanism. The product is methoxyaniline, and the reaction is an elimination-addition substitution, not cine substitution.
The reaction R-ONa + Me-I -> R-O-Me + NaI can be classified as :-
  • A. Williamson ether synthesis reaction
  • B. Alcohol formation reaction
  • C. Dehydration reaction
  • D. Williamson alcohol synthesis reaction
Answer: A. Williamson ether synthesis reaction
Williamson ether synthesis involves the nucleophilic substitution of an alkyl halide by an alkoxide ion to form an ether.
Consider the reaction CH3CH2CH2Br + NaCN → CH3CH2CH2CN + NaBr. This reaction will be the fastest in :
  • A. N, N’-dimethylformamide (DMF)
  • B. Water
  • C. Ethanol
  • D. Methanol
Answer: A. N, N’-dimethylformamide (DMF)
This reaction proceeds via an SN2 mechanism, which is significantly accelerated in polar aprotic solvents like DMF because they do not solvate the nucleophile (CN-) as strongly as protic solvents.
The compound C7H8 undergoes a series of reactions (Chlorination/Fe, Zn/HCl). The product 'C' is
  • A. m-bromotoluene
  • B. p-bromotoluene
  • C. 3-bromo-2,4,6-trichlorotoluene
  • D. o-bromotoluene
Answer: A. m-bromotoluene
The reaction sequence on toluene leads to side-chain chlorination followed by bromination and final reduction, directing the bromine to the meta position due to the trichloromethyl group.
In the reaction shown, the electrophile involved is
  • A. dichlorocarbene (:CCl2)
  • B. dichloromethyl anion (CHCl2−)
  • C. formyl cation (CHO+)
  • D. dichloromethyl cation (CHCl2+)
Answer: A. dichlorocarbene (:CCl2)
The reaction likely involves generation of dichlorocarbene (:CCl2), the reactive electrophile in such transformations.
Identify compound X in the following sequence of reactions: Toluene → (Cl₂/hν) → X → (H₂O, 373 K) → CHO (benzaldehyde)
  • A. C₆H₅CHCl₂ (benzal chloride)
  • B. C₆H₅CCl₃ (benzotrichloride)
  • C. C₆H₄Cl–CH₃ (chlorotoluene)
  • D. C₆H₅CH₂Cl (benzyl chloride)
Answer: A. C₆H₅CHCl₂ (benzal chloride)
Toluene reacts with Cl₂ under UV light (hν) to give benzal chloride (C₆H₅CHCl₂, i.e., dichloromethyl benzene) as X. Benzal chloride on hydrolysis with water at 373 K gives benzaldehyde (CHO).