JEE Chemistry Purification And Characterisation Of Organic Compounds MCQs Set 02

Practice MCQs for JEE Chemistry Purification And Characterisation Of Organic Compounds

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Multiple Choice Questions

Question 1: An organic compound contains 52.20% carbon and 13.04% hydrogen, the rest being oxygen. Its vapour density is 23. The molecular formula is
(a) \( \ce{C2H6O} \)
(b) \( \ce{C3H8O} \)
(c) \( \ce{C4H10O} \)
(d) \( \ce{C5H10O} \)
Show Answer & Explanation

Answer: (a) \( \ce{C2H6O} \)

Explanation:
1. % O = 34.76; moles C = 4.35, H = 13.04, O = 2.17, ratio 2 : 6 : 1
2. Empirical mass 46 = 2 x 23, so the molecular formula is \( \ce{C2H6O} \)

Teacher's Note:
1. Use the standard factor method: the fraction of the element in the weighed product times its mass gives the mass of the element.
2. Divide by the mass of the sample and multiply by 100 for the percentage.

Question 2: The empirical formula of a compound is \( \ce{CH2O} \) and its molecular weight is 120. The molecular formula is
(a) \( \ce{C2H4O2} \)
(b) \( \ce{C3H6O3} \)
(c) \( \ce{C4H8O4} \)
(d) \( \ce{CH2O} \)
Show Answer & Explanation

Answer: (c) \( \ce{C4H8O4} \)

Explanation:
1. n = 120/30 = 4
2. Molecular formula = \( \ce{C4H8O4} \)

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Question 3: In Victor Meyer's method, 0.2 g of a substance displaced 56 mL of air at STP. The molecular weight of the compound is
(a) 56
(b) 112
(c) 80
(d) 28
Show Answer & Explanation

Answer: (c) 80

Explanation:
1. 56 mL of vapour at STP has mass 0.2 g
2. M = 0.2 x 22400/56 = 80

Teacher's Note:
1. Write the working as mass of element, then moles, then ratio. This avoids slips with atomic masses.
2. Round only when a ratio is within about 0.1 of a whole number.

Question 4: Which reagent is used to detect unsaturation in alkenes?
(a) \( \ce{NaOH + CaO} \)
(b) Cold dilute alkaline \( \ce{KMnO4} \)
(c) \( \ce{Cl2/hv} \)
(d) \( \ce{KOH/C2H5OH} \)
Show Answer & Explanation

Answer: (b) Cold dilute alkaline \( \ce{KMnO4} \)

Explanation:
1. Baeyer's reagent (cold dilute alkaline \( \ce{KMnO4} \)) loses its purple colour with a C=C bond
2. The alkene is converted to a diol and brown \( \ce{MnO2} \) forms

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 5: Which of the following is the latest technique for the purification of organic compounds?
(a) Fractional distillation
(b) Chromatography
(c) Vacuum distillation
(d) Crystallisation
Show Answer & Explanation

Answer: (b) Chromatography

Explanation:
1. Chromatography is the most modern of the listed methods
2. It separates even very similar compounds from tiny samples

Teacher's Note:
1. Learn each test with its observation and the compound responsible for the colour or precipitate.
2. Remember which method suits which kind of sample (volatile, non-volatile, heat-sensitive).

Question 6: p-Nitrophenol and o-nitrophenol are separated by
(a) Crystallisation
(b) Distillation
(c) Fractional crystallisation
(d) Steam distillation
Show Answer & Explanation

Answer: (d) Steam distillation

Explanation:
1. o-Nitrophenol has intramolecular H-bonding and is steam volatile
2. p-Nitrophenol has intermolecular H-bonding and is not, so steam distillation separates them

Teacher's Note:
1. Learn each test with its observation and the compound responsible for the colour or precipitate.
2. Remember which method suits which kind of sample (volatile, non-volatile, heat-sensitive).

Question 7: The nitrating mixture is
(a) Fuming nitric acid
(b) A mixture of conc. \( \ce{H2SO4} \) and conc. \( \ce{HNO3} \)
(c) A mixture of nitric acid and anhydrous zinc chloride
(d) None of these
Show Answer & Explanation

Answer: (b) A mixture of conc. \( \ce{H2SO4} \) and conc. \( \ce{HNO3} \)

Explanation:
1. Conc. \( \ce{H2SO4} \) protonates \( \ce{HNO3} \) to give the nitronium ion \( \ce{NO2^+} \)
2. This electrophile attacks the benzene ring

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 8: Which kind of fission is favoured by sunlight?
(a) Heterolytic fission
(b) Homolytic fission
(c) Both (a) and (b)
(d) None of these
Show Answer & Explanation

Answer: (b) Homolytic fission

Explanation:
1. Light supplies energy that splits a bond evenly
2. Each atom keeps one electron, giving free radicals (homolytic fission)

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 9: 0.30 g of an organic compound was treated for nitrogen estimation and the ammonia was passed into 100 mL of 0.1 M sulphuric acid. The excess acid needed 20 mL of 0.5 M NaOH for neutralisation. The compound is
(a) Urea
(b) Benzamide
(c) Acetamide
(d) Thiourea
Show Answer & Explanation

Answer: (a) Urea

Explanation:
1. Acid taken = 100 x 0.1 x 2 = 20 meq; NaOH used = 20 x 0.5 = 10 meq
2. Acid used by ammonia = 10 meq, so N = 10 x 14 = 140 mg and % N = 0.14/0.30 x 100 = 46.7
3. Urea (46.7% N) matches; the others are lower

Teacher's Note:
1. Use the standard factor method: the fraction of the element in the weighed product times its mass gives the mass of the element.
2. Divide by the mass of the sample and multiply by 100 for the percentage.

Question 10: A compound has the empirical formula \( \ce{C2H4O} \). An independent analysis gave a molecular mass of 132.16. The molecular formula is
(a) \( \ce{C4H4O5} \)
(b) \( \ce{C10H12} \)
(c) \( \ce{C7O3} \)
(d) \( \ce{C6H12O3} \)
Show Answer & Explanation

Answer: (d) \( \ce{C6H12O3} \)

Explanation:
1. Empirical mass = 44, and 132/44 = 3
2. Molecular formula = \( \ce{C6H12O3} \)

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Question 11: An organic compound has the empirical formula \( \ce{CH2O} \) and a vapour density of 45. The molecular formula is
(a) \( \ce{CH2O} \)
(b) \( \ce{C2H5O} \)
(c) \( \ce{C2H2O} \)
(d) \( \ce{C3H6O3} \)
Show Answer & Explanation

Answer: (d) \( \ce{C3H6O3} \)

Explanation:
1. Molecular mass = 90 and empirical mass = 30
2. n = 3, so \( \ce{C3H6O3} \)

Teacher's Note:
1. Write the working as mass of element, then moles, then ratio. This avoids slips with atomic masses.
2. Round only when a ratio is within about 0.1 of a whole number.

Question 12: Which pair of species has the same percentage of carbon?
(a) \( \ce{CH3COOH} \) and \( \ce{C2H5OH} \)
(b) \( \ce{C6H12O6} \) and \( \ce{C12H22O11} \)
(c) \( \ce{HCOOCH3} \) and \( \ce{C12H22O11} \)
(d) \( \ce{CH3COOH} \) and \( \ce{C6H12O6} \)
Show Answer & Explanation

Answer: (d) \( \ce{CH3COOH} \) and \( \ce{C6H12O6} \)

Explanation:
1. Both \( \ce{CH3COOH} \) (24/60) and \( \ce{C6H12O6} \) (72/180) contain 40% carbon
2. In the other pairs the values differ: ethanol 52.2%, sucrose 42.1%

Teacher's Note:
1. Use the standard factor method: the fraction of the element in the weighed product times its mass gives the mass of the element.
2. Divide by the mass of the sample and multiply by 100 for the percentage.

Question 13: An organic compound of molecular mass 60 contains C = 20%, H = 6.67% and N = 46.67%, the rest being oxygen. On heating it gives \( \ce{NH3} \) and a solid residue which gives a violet colour with alkaline copper sulphate (biuret test). The compound is
(a) \( \ce{CH3NCO} \)
(b) \( \ce{CH3CONH2} \)
(c) \( \ce{(NH2)2CO} \)
(d) \( \ce{CH3CH2CONH2} \)
Show Answer & Explanation

Answer: (c) \( \ce{(NH2)2CO} \)

Explanation:
1. O = 26.67%; moles C = 1.67, H = 6.67, N = 3.33, O = 1.67 give \( \ce{CH4N2O} \) (60)
2. This is urea, which on heating gives biuret and \( \ce{NH3} \), and biuret gives the violet colour

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Question 14: A mixture of camphor and benzoic acid can be separated by
(a) Chemical method
(b) Sublimation
(c) Fractional distillation
(d) Extraction with a solvent
Show Answer & Explanation

Answer: (a) Chemical method

Explanation:
1. Both solids sublime, so sublimation does not separate them cleanly
2. Adding aqueous NaOH converts benzoic acid to water-soluble sodium benzoate, leaving camphor behind

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 15: Dumas' method for estimating nitrogen involves determining the nitrogen content of the organic compound in the form of
(a) \( \ce{NH3} \)
(b) \( \ce{N2} \)
(c) \( \ce{NaCN} \)
(d) \( \ce{(NH4)2SO4} \)
Show Answer & Explanation

Answer: (b) \( \ce{N2} \)

Explanation:
1. The compound is heated with \( \ce{CuO} \) and nitrogen oxides are reduced over hot copper
2. Free \( \ce{N2} \) is collected over KOH solution and its volume is measured

Teacher's Note:
1. Learn each test with its observation and the compound responsible for the colour or precipitate.
2. Remember which method suits which kind of sample (volatile, non-volatile, heat-sensitive).

Question 16: 0.53 g of an organic compound gave 1.158 g of \( \ce{BaSO4} \) on analysis. The percentage of sulphur in the compound is
(a) 10
(b) 20
(c) 25
(d) 30
Show Answer & Explanation

Answer: (d) 30

Explanation:
1. S in 1.158 g \( \ce{BaSO4} \) = 32/233 x 1.158 = 0.159 g
2. % S = 0.159/0.53 x 100 = 30

Teacher's Note:
1. Use the standard factor method: the fraction of the element in the weighed product times its mass gives the mass of the element.
2. Divide by the mass of the sample and multiply by 100 for the percentage.

Question 17: Which compound formed in the positive Lassaigne test for nitrogen (with \( \ce{FeSO4} \) and \( \ce{FeCl3} \)) is responsible for the Prussian blue colour?
(a) \( \ce{Fe(CN)3} \)
(b) \( \ce{Na3[Fe(CN)6]} \)
(c) \( \ce{Fe4[Fe(CN)6]3} \)
(d) \( \ce{Na4[Fe(CN)5NOS]} \)
Show Answer & Explanation

Answer: (c) \( \ce{Fe4[Fe(CN)6]3} \)

Explanation:
1. NaCN in the extract gives \( \ce{Na4[Fe(CN)6]} \) with \( \ce{FeSO4} \)
2. Adding \( \ce{Fe^{3+} \)} then forms ferric ferrocyanide \( \ce{Fe4[Fe(CN)6]3} \), Prussian blue

Teacher's Note:
1. Learn each test with its observation and the compound responsible for the colour or precipitate.
2. Remember which method suits which kind of sample (volatile, non-volatile, heat-sensitive).

Question 18: 116 mg of a compound on vaporisation in a Victor Meyer's apparatus displaces 44.8 mL of air measured at STP. The molecular weight of the compound is
(a) 116
(b) 232
(c) 58
(d) 44.8
Show Answer & Explanation

Answer: (c) 58

Explanation:
1. 44.8 mL at STP corresponds to 44.8/22400 = 0.002 mol
2. M = 0.116 g / 0.002 mol = 58

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Question 19: 0.228 g of the silver salt of a dibasic organic acid left a residue of 0.162 g of silver on ignition. The molecular weight of the acid is
(a) 70
(b) 80
(c) 90
(d) 100
Show Answer & Explanation

Answer: (c) 90

Explanation:
1. Ag = 0.162/108 = 0.0015 mol; a dibasic acid gives \( \ce{Ag2A} \), so the salt is 0.00075 mol
2. M(salt) = 0.228/0.00075 = 304; acid = 304 - 2 x 108 + 2 = 90

Teacher's Note:
1. Use the standard factor method: the fraction of the element in the weighed product times its mass gives the mass of the element.
2. Divide by the mass of the sample and multiply by 100 for the percentage.

Question 20: 0.0833 mol of a carbohydrate of empirical formula \( \ce{CH2O} \) contains 1 g of hydrogen. The molecular formula of the carbohydrate is
(a) \( \ce{C5H10O5} \)
(b) \( \ce{C3H4O3} \)
(c) \( \ce{C12H22O11} \)
(d) \( \ce{C6H12O6} \)
Show Answer & Explanation

Answer: (d) \( \ce{C6H12O6} \)

Explanation:
1. 1 g of H per 0.0833 mol means 12 g (12 atoms) of H per mole
2. \( \ce{(CH2O)n} \) with 2n = 12 gives n = 6, so \( \ce{C6H12O6} \)

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Question 21: 0.5 g of a hydrocarbon gave 0.9 g of water on combustion. The percentage of carbon in the hydrocarbon is
(a) 75.8
(b) 80.0
(c) 56.6
(d) 28.6
Show Answer & Explanation

Answer: (b) 80.0

Explanation:
1. H = 0.9 x 2/18 = 0.1 g
2. C = 0.5 - 0.1 = 0.4 g, so % C = 0.4/0.5 x 100 = 80

Teacher's Note:
1. Use the standard factor method: the fraction of the element in the weighed product times its mass gives the mass of the element.
2. Divide by the mass of the sample and multiply by 100 for the percentage.

Question 22: Lassaigne's test for the detection of nitrogen fails in
(a) \( \ce{NH2CONHNH2.HCl} \)
(b) \( \ce{NH2NH2.HCl} \)
(c) \( \ce{NH2CONH2} \)
(d) \( \ce{C6H5NHNH2.HCl} \)
Show Answer & Explanation

Answer: (b) \( \ce{NH2NH2.HCl} \)

Explanation:
1. In Lassaigne's test sodium fusion must form NaCN, which needs carbon in the compound
2. Hydrazine hydrochloride has no carbon, so no cyanide forms and the test fails

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 23: How many hydrogen atoms are present in 0.046 g of ethanol?
(a) \( \ce{6 x 10^{20} \)}
(b) \( \ce{1.2 x 10^{21} \)}
(c) \( \ce{3 x 10^{21} \)}
(d) \( \ce{3.6 x 10^{21} \)}
Show Answer & Explanation

Answer: (d) \( \ce{3.6 x 10^{21} \)}

Explanation:
1. Moles of \( \ce{C2H5OH} \) = 0.046/46 = 0.001
2. H atoms = 0.001 x 6 x 6.022 x 10^23 = 3.6 x 10^21

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Question 24:
Assertion (A): A mixture of plant pigments can be separated by chromatography.
Reason (R): Chromatography is used for the separation of coloured substances into individual components.
(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.
Show Answer & Explanation

Answer: (a) Both A and R are true, and R is the correct explanation of A.

Explanation:
1. Plant pigments are coloured substances that move at different rates over the adsorbent
2. So the reason states the very principle that makes the separation possible

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 25:
Assertion (A): During digestion with concentrated \( \ce{H2SO4} \) (Kjeldahl's method), the nitrogen of the organic compound is converted into \( \ce{(NH4)2SO4} \).
Reason (R): \( \ce{(NH4)2SO4} \) on heating with alkali liberates \( \ce{NH3} \).
(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.
Show Answer & Explanation

Answer: (b) Both A and R are true, but R is not the correct explanation of A.

Explanation:
1. Both statements are true
2. The liberation of ammonia is the next step of the estimation and does not explain why nitrogen becomes ammonium sulphate

Teacher's Note:
1. Match the technique to the property that differs between the components: boiling point, solubility, volatility or adsorption.
2. Questions often ask why one method is chosen over another.

Question 26:
Assertion (A): Thiophene present in commercial benzene as an impurity can be removed by shaking the mixture with cold concentrated \( \ce{H2SO4} \).
Reason (R): Thiophene is a heterocyclic aromatic compound.
(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.
Show Answer & Explanation

Answer: (b) Both A and R are true, but R is not the correct explanation of A.

Explanation:
1. Thiophene is sulphonated more easily than benzene and dissolves in the acid layer
2. Both statements are true, but being heterocyclic and aromatic does not itself explain this greater reactivity

Teacher's Note:
1. Learn each test with its observation and the compound responsible for the colour or precipitate.
2. Remember which method suits which kind of sample (volatile, non-volatile, heat-sensitive).

Question 27: Accurate determination of atomic masses is done with the instrument called a
(a) Spectrophotometer
(b) Mass spectrometer
(c) Atomic absorption spectrometer
(d) Calorimeter
Show Answer & Explanation

Answer: (b) Mass spectrometer

Explanation:
1. A mass spectrometer measures the mass-to-charge ratio of ions very precisely
2. This gives accurate isotopic and atomic masses

Teacher's Note:
1. Learn each test with its observation and the compound responsible for the colour or precipitate.
2. Remember which method suits which kind of sample (volatile, non-volatile, heat-sensitive).

Question 28: In a compound, C, H and N atoms are present in the ratio 9 : 1 : 3.5 by weight. The molecular weight is 108. The molecular formula is
(a) \( \ce{C2H6N2} \)
(b) \( \ce{C3H4N} \)
(c) \( \ce{C6H8N2} \)
(d) \( \ce{C9H12N3} \)
Show Answer & Explanation

Answer: (c) \( \ce{C6H8N2} \)

Explanation:
1. Moles: C = 0.75, H = 1, N = 0.25, ratio 3 : 4 : 1
2. Empirical formula \( \ce{C3H4N} \) (54), and 108/54 = 2 gives \( \ce{C6H8N2} \)

Teacher's Note:
1. Write the working as mass of element, then moles, then ratio. This avoids slips with atomic masses.
2. Round only when a ratio is within about 0.1 of a whole number.

Question 29: 58 mL of N/5 \( \ce{H2SO4} \) is used to neutralise the ammonia given by 1 g of an organic compound. The percentage of nitrogen is
(a) 34.3
(b) 82.7
(c) 16.2
(d) 21.6
Show Answer & Explanation

Answer: (c) 16.2

Explanation:
1. % N = 1.4 x normality x volume / mass = 1.4 x 0.2 x 58 / 1
2. = 16.2

Teacher's Note:
1. Convert every percentage or mass to moles first and divide by the smallest value to get the simplest ratio.
2. Check the answer by recomputing the formula mass and comparing it with the given molecular mass.

Practice MCQs for JEE Chemistry Purification And Characterisation Of Organic Compounds

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