NUMS — Medical & Dental Entry Test
Take the NUMS Chemistry — Inorganic and Organic Chemistry (Set 7): 30 multiple-choice questions (40 minutes) with instant scoring and a full answer…
What this test covers
The first 5 questions of this test, with the correct answer and explanation.
Q1. How many structural isomers are possible for dichloropropane, C₃H₆Cl₂ (stereoisomers are not counted separately)?
Answer: A. 4
Explanation: The two Cl atoms can be placed on C1,C1 (1,1-), C1,C2 (1,2-), C1,C3 (1,3-) or C2,C2 (2,2-): four structural isomers.
Q2. What is the IUPAC name of CH₃CH₂CH(CH₃)CH₂CH₂OH?
Answer: B. 3-Methylpentan-1-ol
Explanation: The longest chain carrying –OH has 5 carbons; –OH gets locant 1, so the methyl group is on C3: 3-methylpentan-1-ol.
Q3. Ozonolysis of 2-methylbut-2-ene followed by reductive work-up (Zn/H₂O) gives which products?
Answer: A. Propanone and ethanal
Explanation: (CH₃)₂C=CHCH₃ is cleaved at the double bond: (CH₃)₂C=O (propanone) from the disubstituted carbon and CH₃CHO (ethanal) from the other.
Q4. Which alcohol is NOT oxidised by warm acidified potassium dichromate(VI) under normal conditions?
Answer: B. 2-Methylpropan-2-ol
Explanation: A tertiary alcohol has no hydrogen on the carbon bearing –OH, so it resists oxidation without breaking C–C bonds. Primary alcohols give aldehydes/acids, secondary alcohols give ketones.
Q5. In the Lucas test (anhydrous ZnCl₂ in concentrated HCl) at room temperature, which alcohol gives a turbidity most quickly?
Answer: B. 2-Methylpropan-2-ol
Explanation: Reaction proceeds through a carbocation; the tertiary cation from 2-methylpropan-2-ol is most stable, so the insoluble chloride appears immediately.
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Q6. What is the major product when benzoic acid is nitrated with a mixture of concentrated nitric and sulphuric acids?
Q7. What volume of hydrogen at STP (22.4 dm³ mol⁻¹) is released when 2.3 g of sodium reacts completely with excess water? (Na = 23)
Q8. Which aldehyde does NOT give a red precipitate of copper(I) oxide when warmed with Fehling's solution?
Q9. Which compound gives a yellow precipitate of iodoform (CHI₃) on warming with iodine and sodium hydroxide?
Q10. Which aldehyde cannot undergo aldol condensation in dilute alkali?
Q11. Which compound is the strongest base in aqueous solution?
Q12. Which compound gives the carbylamine reaction (a foul-smelling isocyanide on heating with chloroform and alcoholic KOH)?
Q13. Which of the following sugars does NOT reduce Fehling's solution?
Q14. Glycine, alanine and serine are each used exactly once to build a tripeptide. How many different tripeptides can be formed?
Q15. Which of the following is a condensation polymer?
Q16. Aqueous copper(II) sulphate is pale blue, but it turns deep blue on adding excess ammonia. What is the best explanation?
Q17. Excess aqueous silver nitrate is added to a solution of [Co(NH₃)₅Cl]Cl₂. How many moles of AgCl precipitate per mole of the complex?
Q18. What is the IUPAC name of K₄[Fe(CN)₆]?
Q19. Which Group 2 carbonate decomposes at the lowest temperature on heating?
Q20. Chlorine is passed into hot, concentrated sodium hydroxide solution. Which pair of chlorine-containing products forms?
Q21. Sulphur dioxide decolourises acidified potassium permanganate solution. What does this show about SO₂?
Q22. Copper turnings are added to dilute nitric acid (about 6 mol dm⁻³). Which gas is evolved, and what happens to it in air?
Q23. A sample of water contains 3.24 g of calcium hydrogencarbonate, Ca(HCO₃)₂. Temporary hardness is removed by boiling: Ca(HCO₃)₂ → CaCO₃ + H₂O + CO₂. What mass of CaCO₃ is precipitated? (Ca = 40, C = 12, O = 16, H = 1)
Q24. In the Solvay process, why does sodium hydrogencarbonate precipitate from the ammoniacal brine saturated with CO₂?
Q25. How many different monochloro structural isomers can form when 2-methylbutane undergoes free-radical chlorination?
Q26. Pent-3-en-2-ol, CH₃–CH(OH)–CH=CH–CH₃, has how many stereoisomers in total?
Q27. Propyne and but-2-yne are both colourless gases at room temperature. Which test distinguishes them?
Q28. Butan-2-ol is heated with concentrated sulphuric acid. Which is the major alkene formed, according to Saytzeff's rule?
Q29. Benzoic acid and phenol are separately shaken with aqueous sodium hydrogencarbonate. What is observed?
Q30. Which alkali metal burns in excess oxygen to form the normal oxide (M₂O) as its main product?