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Organic Chemistry

GATE Chemistry (CY) — General Organic Chemistry and Reaction Mechanisms previous year questions

18 questions · 2000 · all with verified answer · last checked 2026-11-10

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Q1 · 2000-2022 · 2 marks

The major product obtained upon treatment of compound X with \mathrm{H}_{2} \mathrm{SO}_{4} at 80^{\circ} \mathrm{C} is:
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this question
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Answer: (c)

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Q2 · 2000-2022 · 2 marks

In the carbylamine reaction, R-X is converted to R-Y via the intermediate Z. R-X, R-Y and Z, respectively, are
  • (a) \mathrm{R}-\mathrm{NH}_{2}, \mathrm{R}-\mathrm{NC}, carbene
  • (b) \mathrm{R}-\mathrm{NH}_{2}, \mathrm{R}-\mathrm{NC}, nitrene
  • (c) \mathrm{R}-\mathrm{NC}, \mathrm{R}-\mathrm{NH}_{2}, carbene
  • (d) \mathrm{R}-\mathrm{OH}, \mathrm{R}-\mathrm{NC}, nitrene
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Answer: (a)

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Q3 · 2000-2022 · 2 marks

The photochemical reaction of 2-methylpropane with \mathrm{F}_{2} gives 2-fluoro-2-methylpropane and 1-fluoro-2-methylpropane in 14:86 ratio. The corresponding ratio of the bromo products in the above reaction using \mathrm{Br}_{2} is most likely to be
  • (a) 14:86
  • (b) 50:50
  • (c) 1:9
  • (d) 99:1
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Answer: (d)

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Q5 · 2000-2022 · 2 marks

In the reaction sequence, Structure for this questionStructure for this questionStructure for this questionthe structure of the major product Z and the overall yield for its formation from the ketone X , are
  • (a) Structure for this questionand 80\%
  • (b) Structure for this questionand 63 \%
  • (c) Structure for this questionand 63\%
  • (d) Structure for this questionand 80\% GATE-2010
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Answer: (b)

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Q7 · 2000-2022 · 2 marks

The major product formed in the following reaction is
  • (a) Structure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionGATE-2016
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Answer: (d)

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Q9 · 2000-2022 · 2 marks

Reaction of ethyl acetoacetate with one equivalent of methylmagnesium bromide gives
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this question
  • (d) Structure for this questionGATE 2005
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Answer: (a)

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Q10 · 2000-2022 · 2 marks

Which of the statement is CORRECT about the mechanism of the following reaction? Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) DMSO react with alcohol initially to give , which reacts with (\mathrm{COCl})_{2}.
  • (b) (\mathrm{COCl})_{2} reacts with the alcohol initially to give which reacts with DMSO
  • (c) DMSO reacts with (\mathrm{COCl})_{2} initially to give , which reacts with the alcohol.
  • (d) (\mathrm{COCl})_{2} react with DMSO initially to give which reacts with the alcohol.
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Answer: (c)

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Q11 · 2000-2022 · 2 marks

The reaction, Structure for this question
  • (a) Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionBirch reduction
  • (b) Structure for this questionStructure for this questionStructure for this questionClemmenson reduction
  • (c) Wolff-Kishner reduction
  • (d) hydride reduction
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Answer: (a)

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Q13 · 2000-2022 · 2 marks

In the reaction sequence the major products X and Y, respectively are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionand
  • (b) Structure for this questionStructure for this questionStructure for this questionand
  • (c) Structure for this questionand
  • (d) Structure for this questionand GATE 2010
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Answer: (c)

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Q14 · 2000-2022 · 2 marks

In the following reaction, Structure for this questionStructure for this questionthe major product [\mathrm{X}] is:
  • (a) Structure for this question
  • (b) Structure for this questionStructure for this questionStructure for this question
  • (c) Structure for this question
  • (d) Structure for this question
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Answer: (c)

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Q15 · 2000-2022 · 2 marks

The mosjt appropriate sequence of reactions for carrying out the following conversion Structure for this questionStructure for this questionStructure for this questionis
  • (a) (i) Peracid; (ii) \mathrm{H}^{+}; (iii) Zn/dil. HCl
  • (b) (i) Alkaline \mathrm{KMnO}_{4}; (ii) \mathrm{NaIO}_{4}; (iii) \mathrm{N}_{2} \mathrm{H}_{4} / \mathrm{KOH}
  • (c) (i) Alkaline \mathrm{KMnO}_{4}; (ii) \mathrm{H}^{+}; (iii) \mathrm{Zn} / dil. HCl
  • (d) (i) \mathrm{O}_{3} / \mathrm{Me}_{2} \mathrm{~S}; (ii) NaOEt ; (iii) \mathrm{N}_{2} \mathrm{H}_{4} / \mathrm{KOH}
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Answer: (d)

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Q16 · 2000-2022 · 2 marks

1(E)-3-bromo-3-hexene when trated with \mathrm{CH}_{3} \mathrm{O}^{-}in \mathrm{CH}_{3} \mathrm{OH} gives
  • (a) 3-hexyne
  • (b) 2-hexyne
  • (c) 2, 3-hexadiene
  • (d) 2, 4-hexadiene
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Answer: (c)

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Q17 · 2000-2022 · 2 marks

In the reaction, if the concentration of both the reactants is doubled, then the rate of the reaction will
  • (a) remain unchanged
  • (b) Structure for this questionStructure for this questionquadruple
  • (c) reduce to one fourth
  • (d) double GATE 2009
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Answer: (d)

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Q18 · 2000-2022 · 2 marks

The major product formed in the following reaction is
  • (a) Structure for this question
  • (b) Structure for this questionStructure for this questionStructure for this question
  • (c) Structure for this question
  • (d) Structure for this questionGATE 2020
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Answer: (b)

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