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Organic Chemistry

GATE Chemistry (CY) — Stereochemistry previous year questions

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

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Q1 · 2000-2022 · 2 marks

Amongst the following amino acids, the (R)-enantiomer is represented by
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this question
  • (d) Structure for this questionGATE 2002
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Answer: (b)

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Q2 · 2000-2022 · 2 marks

The configurations at the three chiral centres in the bicyclodecanol given below, are
  • (a) 1S, 2S, 6R
  • (b) 1S, 2S, 6S
  • (c) Structure for this question1R, 2S, 6R
  • (d) 1R, 2S, 6R GATE 2003
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Answer: (a)

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Q3 · 2000-2022 · 2 marks

The absolute configurations of the two chiral centers in the following molecule are
  • (a) 2(R), 3(S)
  • (b) 2(R), 3(R)
  • (c) Structure for this question2(S), 3(S)
  • (d) 2(S), 3 (R)
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Answer: (a)

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Q4 · 2000-2022 · 2 marks

Esterification of the acid P with the alcohol Q will give (S)-P ( \pm)-\mathrm{Q}
  • (a) Structure for this questionOnly one enantiomer
  • (b) Structure for this questionA mixture of diastereomers
  • (c) Amixture of enantiomers
  • (d) Only one diastereomers
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Answer: (b)

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Q5 · 2000-2022 · 2 marks

Among the following compounds, the one that is non-aromatic, is
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this question
  • (d) Structure for this questionGATE 2020
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Answer: (a)

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Q6 · 2000-2022 · 2 marks

Bridge-head hydrogen of the conformer of cis-decalin is positioned as
  • (a) a, a
  • (b) e, e
  • (c) a, e
  • (d) pseudo-a, pseudo-e
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Answer: (c)

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Q7 · 2000-2022 · 2 marks

Identify the correct stereochemical relationship amongst the hydrogen atoms \mathrm{H}_{\mathrm{a}}, \mathrm{H}_{\mathrm{b}} and \mathrm{H}_{\mathrm{c}} in the following molecule:
  • (a) \mathrm{H}_{\mathrm{a}} and \mathrm{H}_{\mathrm{b}} : enantiotopic
  • (b) Structure for this question\mathrm{H}_{\mathrm{a}} and \mathrm{H}_{\mathrm{b}} : diastereotopic
  • (c) \mathrm{H}_{\mathrm{a}} and \mathrm{H}_{\mathrm{c}} : enantiotopic
  • (d) \mathrm{H}_{\mathrm{b}} and \mathrm{H}_{\mathrm{c}} : diastereotopic GATE 2007
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Answer: (b)

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Q8 · 2000-2022 · 2 marks

Match the entries a-d with their corresponding structures \mathrm{P}-\mathrm{S} Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) bridged system (P) A - S, B - R, C - Q, D - P
  • (b) atropisometric system (Q) A - P, B - S, C - Q, D - R
  • (c) spiro system (R) A - Q, B - P, C - S, D - R
  • (d) Fused system (S) A - S, B - R, C - P, D - Q GATE 2009
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Answer: (d)

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Q9 · 2000-2022 · 2 marks

The maximum number of stereoisomers possible for the compound given below is Structure for this questionGATE 2015
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Answer: 4

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Q10 · 2000-2022 · 2 marks

The absolute of C2 and C3 in the following compound is
  • (a) 2 \mathrm{R}, 3 \mathrm{~S}
  • (b) 2 \mathrm{~S}, 3 \mathrm{R}
  • (c) Structure for this question2 \mathrm{~S}, 3 \mathrm{~S}
  • (d) 2R, 3R
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Answer: (d)

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Q11 · 2000-2022 · 2 marks

The number of possible stereoisomers obtained in the following reaction is ____ Structure for this questionStructure for this questionGATE 2016
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Answer: 8

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Q12 · 2000-2022 · 2 marks

The specific rotation of optically pure (R)-2-bromobutane is-112.00. Agiven sample of 2-bromobutne exhibited a specific rotation of-82.88. The percentage of (S)-(+)-enantiomer present in this sample is ____
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Answer: 13

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Q13 · 2000-2022 · 2 marks

Among the following compounds, the number of compounds that DO NOT exhibit optical activity at room temperature is ____ . Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question30. Absolute stereochemistry of the given compound is:
  • (a) Structure for this question4 \mathrm{a}-\mathrm{S}, 8 \mathrm{a}-\mathrm{R}
  • (b) 4a-R, 8a-S
  • (c) 4a-S, 8a-S
  • (d) 4a-R, 8a-R
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Answer: 4

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Q14 · 2000-2022 · 2 marks

Absolute stereochemistry of the given compound is:
  • (a) Structure for this question4a-S, 8a-R
  • (b) 4a-R, 8a-S
  • (c) 4a-S, 8a-S
  • (d) 4a-R, 8a-R
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Answer: (a)

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Q15 · 2000-2022 · 2 marks

Among the following eight compounds, Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question\left(\mathrm{H}_{3} \mathrm{C}\right)_{2} \mathrm{C}=\mathrm{C}=\mathrm{CHBr} Structure for this questionThe number of compound(s) which can exhibit stereoisomerism is ____ .
1.(b)2.(a)3.(a)4.(a)5.(b)6.(b)7.(d)
8.(b)9.(d)10.(d)11.(a)12.(a)13.(c)14.(c)
15.(c)16.(b)17.(c)18.(a)19.(d)20.(d)21.(b)
22.(4)23.(d)24.(8)25.(a)26.(b)27.(d)28.(13)
29.(4)30.(a)31.(4)32.(6)
2 GOC GATE 2000
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Answer: 6

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