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🧪 Organic Reactions — Practice Worksheet

Chemistry | JEE · NEET | FirstInTest

📋 30 Questions ⏱ Suggested time: 60 minutes 📊 Difficulty: Hard

Section A — Multiple Choice (1–18)

Q1. The IUPAC name of CH₃CH(OH)CH₃ is:

  1. 1-Propanol
  2. 2-Propanol
  3. Propan-1-ol
  4. Isopropyl alcohol

Q2. Markovnikov's rule is applicable to the addition of HBr to:

  1. Ethene
  2. Propene
  3. Ethyne
  4. Methane

Q3. The product of Wurtz reaction between CH₃Br and C₂H₅Br (with Na) includes:

  1. Only propane
  2. Ethane, propane, and butane
  3. Only ethane and butane
  4. Only butane

Q4. Which reagent is used in the Friedel-Crafts alkylation?

  1. AlCl₃
  2. FeCl₃
  3. ZnCl₂
  4. BF₃

Q5. The reaction of toluene with KMnO₄ gives:

  1. Benzyl alcohol
  2. Benzaldehyde
  3. Benzoic acid
  4. Phenol

Q6. SN1 reaction proceeds through:

  1. Carbanion intermediate
  2. Carbocation intermediate
  3. Free radical intermediate
  4. Concerted mechanism

Q7. The order of reactivity of alkyl halides in SN2 reactions is:

  1. 3° > 2° > 1° > CH₃X
  2. CH₃X > 1° > 2° > 3°
  3. 1° > 2° > 3° > CH₃X
  4. 2° > 1° > 3° > CH₃X

Q8. Grignard reagent (RMgX) reacts with formaldehyde to give:

  1. Primary alcohol
  2. Secondary alcohol
  3. Tertiary alcohol
  4. Aldehyde

Q9. The product of aldol condensation of acetaldehyde is:

  1. Acetone
  2. 3-Hydroxybutanal
  3. Butanal
  4. Acetic acid

Q10. Which of the following undergoes Cannizzaro reaction?

  1. Acetaldehyde
  2. Formaldehyde
  3. Acetone
  4. Propanal

Q11. Dehydration of ethanol with concentrated H₂SO₄ at 170°C gives:

  1. Ethane
  2. Ethene
  3. Diethyl ether
  4. Acetaldehyde

Q12. The Kolbe reaction involves the treatment of sodium phenoxide with:

  1. CO₂ under pressure
  2. CHCl₃ + NaOH
  3. CH₃Cl + AlCl₃
  4. HNO₃

Q13. Which test distinguishes between aldehydes and ketones?

  1. Tollen's test
  2. Lucas test
  3. Lassaigne's test
  4. Beilstein test

Q14. The product of Clemmensen reduction of acetophenone is:

  1. 1-Phenylethanol
  2. Ethylbenzene
  3. Styrene
  4. Benzaldehyde

Q15. Aniline reacts with bromine water to give:

  1. o-Bromoaniline
  2. p-Bromoaniline
  3. 2,4,6-Tribromoaniline
  4. m-Bromoaniline

Q16. The Hofmann bromamide reaction converts an amide to:

  1. An amine with one more carbon
  2. An amine with one less carbon
  3. A nitrile
  4. An isocyanate only

Q17. Which of the following is the strongest acid?

  1. CH₃COOH
  2. ClCH₂COOH
  3. Cl₂CHCOOH
  4. Cl₃CCOOH

Q18. Ozonolysis of 2-butene gives:

  1. Two moles of formaldehyde
  2. Two moles of acetaldehyde
  3. One mole each of formaldehyde and acetaldehyde
  4. One mole of acetone and one mole of formaldehyde

Section B — Numerical / Short Answer (19–30)

Q19. Write the mechanism of SN1 reaction of tert-butyl bromide with water. Identify the rate-determining step.

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Q20. Predict the major product when HBr is added to propene (a) without peroxide, (b) with peroxide (anti-Markovnikov). Explain the difference.

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Q21. An organic compound A (C₃H₆O) gives a positive iodoform test and does not reduce Tollen's reagent. Identify A and write the iodoform reaction.

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Q22. Convert: (a) Ethanol to ethanoic acid (b) Benzene to acetophenone. Write reagents and conditions for each step.

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Q23. Arrange the following in decreasing order of basic strength: CH₃NH₂, (CH₃)₂NH, C₆H₅NH₂, NH₃. Give reasons.

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Q24. Write the products of the reaction of phenol with (a) dilute HNO₃, (b) bromine water, (c) Zn dust. Name each reaction type.

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Q25. An organic compound with molecular formula C₄H₈O₂ on hydrolysis with NaOH gives a sodium salt and an alcohol. The alcohol gives iodoform test. Identify the compound and write the hydrolysis reaction.

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Q26. Explain why vinyl chloride (CH₂=CHCl) is less reactive than ethyl chloride (C₂H₅Cl) towards nucleophilic substitution.

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Q27. Write the Reimer-Tiemann reaction of phenol. What is the product and what conditions are required?

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Q28. Give the products of the following reactions: (a) CH₃CHO + HCN → ? (b) Product of (a) + H₃O⁺ → ? Identify the final product.

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Q29. Compound X (C₂H₅Br) is treated with alcoholic KOH to give Y, which on treatment with HBr in the presence of peroxide gives Z. Identify X, Y, Z and write all reactions.

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Q30. Explain the directing effects of —OH and —NO₂ groups in electrophilic aromatic substitution. Why is —OH ortho/para directing while —NO₂ is meta directing?

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