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Organic Chemistry

CSIR NET Chemical Science — Reagents, Named and Pericyclic Reactions previous year questions

77 questions · 2011–2019 · all with verified answer · last checked 2026-11-10

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Q2 · 2019 · 2 marks

The major product in A and B in the following reaction sequence is: Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (d)

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Q3 · Dec 2019 · 2 marks

E1cb mechanism is followed in the reaction of:
  • (a) 2-bromopentane with t-BuOK to give pent-2-ene.
  • (b) Nitromethane with benzaldehyde in the presence of KOH to give \beta-styrene.
  • (c) Bromobenzene with NaNH 2 to give aniline.
  • (d) P-chloronitrobenzene with NaOMe to give p -nitroanisole.
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Answer: (b)

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Q6 · Dec 2019 · 2 marks

The major product A and the byproducts B formed in the following reaction are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question\mathrm{B}=\mathrm{O}=\mathrm{C}=\mathrm{S}, \mathrm{S}=\mathrm{P}(\mathrm{OMe})_{3}
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Answer: (a)

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Q7 · Dec 2019 · 2 marks

In the following transformation, the enantiomerically pure lactone A is Structure for this questionStructure for this question
  • (a) Equimolar amounts of syn and anti diastereomers of B , both of which are racemic.
  • (b) Equimolar amounts of syn and anti diastereomers of B , both of which are enantiomerically pure.
  • (c) Only syn diasteroeomer of B, which is racemic.
  • (d) Only anti diasteromer of B , which is enantiomerically pure.
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Answer: (c)

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Q9 · Dec 2019 · 2 marks

The correct sequence of reactions involved in the following transformation is: Structure for this questionStructure for this questionStructure for this question
  • (a) Aldol condensation, Michael addition, aldol reaction
  • (b) Aldol condensation, aldol reaction, Michael addition
  • (c) Michael addition, Aldol condensation, aldol reaction
  • (d) Aldol condensation, Michael addition, Michael addition
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Answer: (a)

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Q10 · June 2018 · 2 marks

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

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Q11 · June 2018 · 2 marks

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

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Q12 · June 2018 · 2 marks

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

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Q13 · Dec 2018 · 2 marks

Correct sequence of reagents to be used for the following conversion is- Structure for this questionStructure for this question
  • (a) I) NaH, 1-fluoronaphthalene; II) NaBH4; III) i(CH2O)n, Me2NH.HCl; ii. 5 N NaOH
  • (b) I) NaBH4; II) NaH, 1-fluoronaphthalene; III) i(CH2O)n, Me2NH.HCl; ii. 5N NaOH
  • (c) I) (CH2O)n, Me2NH.HCl; ii. 5N NaOH; II) NaBH4; III) NaH, 1-fluoronaphthalene
  • (d) I) i(CH2O)n, Me2NH.HCl; ii. 5N NaOH; II) NaH, 1-fluoronaphthalene
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Answer: (c)

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Q15 · Dec 2018 · 2 marks

The correct sequence of reagents to be used for the following conversion is- Structure for this questionStructure for this question
  • (a) I) \mathrm{LDA}, \mathrm{EtBr}; II) EtLi ; III) \mathrm{H}_{3} \mathrm{O}^{+}
  • (b) I) EtLi ; II) \mathrm{LDA}, \mathrm{EtBr}; III) \mathrm{H}_{3} \mathrm{O}^{+}
  • (c) I) \mathrm{H}_{3} \mathrm{O}^{+}; II) EtLi ; III) LDA, EtBr
  • (d) I) EtLi ; II) \mathrm{H}_{3} \mathrm{O}^{+}; III) \mathrm{LDA}, \mathrm{EtBr}
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Answer: (a)

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Q16 · Dec 2018 · 2 marks

Both 1-chloro-1-phenylpropan-2-one and 1-chloro-3-phenylpropan-2-one give same product A when heated in presence of NaOMe. The product A is
  • (a) Methyl 3-phenylpropanoate
  • (b) Methyl 2- phenylpropanoate
  • (c) Methyl 2-methoxy-2-phenylacetate
  • (d) 1-methoxy-3-phenylpropan-2-one
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Answer: (a)

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Q17 · June 2017 · 2 marks

The major product formed in the sodium ethoxide mediated reaction between benzophenone and chloroacetate is
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this question
  • (d) Structure for this question
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Answer: (c)

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Q18 · June 2017 · 2 marks

The correct combination of reagents to effect the following reaction is: Structure for this questionStructure for this question
  • (a) i) \mathrm{POCl}_{3}, pyridine; ii) AgoAc ; iii) \mathrm{LiAlH}_{4}
  • (b) i) \mathrm{NaBH}_{4}; ii) \mathrm{Ph}_{3} \mathrm{P}, DEAD, \mathrm{PhCO}_{2} \mathrm{H}
  • (c) i) \mathrm{Ph}_{3} \mathrm{P}, \mathrm{DEAD}, \mathrm{PhCO}_{2} \mathrm{H}; ii) \mathrm{LiAlH}_{4}
  • (d) i) PCC; ii) L-selectride
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Answer: (c)

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Q19 · Dec 2017 · 2 marks

Correct sequence of steps involved in the following transformation is Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Michael addition, aldol condensation, syn elimination, keto-enol tautomerism
  • (b) aldol condensation, electrocyclic ring closing, syn elimination, dehydrogenation
  • (c) Michael addition, Claisen condensation, anti-elimination, keto-enol tautomerism
  • (d) Robinson annulation, dehydrogenation, anti-elimination
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Answer: (a)

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Q20 · June 2017 · 2 marks

Following reaction is an example of Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Ramberg-Backlund reaction
  • (b) [2, 3]-sigmatropic shift
  • (c) [3, 3]-sigmatropic shift
  • (d) Pummerer rearrangement
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Answer: (b)

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Q21 · Dec 2017 · 2 marks

The following reaction involves Structure for this questionStructure for this questionStructure for this question
  • (a) [1, 2] sigmatropic rearrangement
  • (b) [2, 3] sigmatropic rearrangement
  • (c) [3, 3] sigmatropic rearrangement
  • (d) C-H insertion reaction
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Answer: (b)

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Q22 · June 2016 · 2 marks

The major products A and B formed in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (c)

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Q23 · June 2016 · 2 marks

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

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Q24 · June 2016 · 2 marks

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

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Q25 · June 2016 · 2 marks

The correct reagent combination to effect the following reaction is: Structure for this questionStructure for this question
  • (a) (i) \mathrm{NaBH}_{4}, \mathrm{CeCl}_{3}, \mathrm{MeOH}, 0^{\circ} \mathrm{C} (ii) \mathrm{H}_{2},\left[\operatorname{Ir}(\mathrm{COD})(\mathrm{py}) \mathrm{P}(\mathrm{Cy})_{3}\left[\mathrm{PF}_{6}\right]\right. (iii) \mathrm{Ph}_{3} \mathrm{P}, \mathrm{PhCO}_{2} \mathrm{H}, \mathrm{DEAD} (iv) \mathrm{LiAlH}_{4}
  • (b) i) Li, liquid \mathrm{NH}_{3} ii) \mathrm{H}_{2},\left[\operatorname{Ir}[\mathrm{COD})(\mathrm{py}) \mathrm{P}(\mathrm{Cy})_{3}\right] \mathrm{PF}_{6} iii) \mathrm{Ph}_{3} \mathrm{P}, \mathrm{PhCO}_{2} \mathrm{H}, \mathrm{DEAD} iv) \mathrm{NaBH}_{4}, \mathrm{CeCl}_{3}, \mathrm{MeOH}, 0^{\circ} \mathrm{C}
  • (c) i) \mathrm{H}_{2}, \mathrm{Pd} / \mathrm{C} ii) \mathrm{LiAlH}_{4},-78^{\circ} \mathrm{C}
  • (d) i) \mathrm{H}_{2}, Pd/C ii) Li , liquid \mathrm{NH}_{3}
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Answer: (a)

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Q26 · Dec 2016 · 2 marks

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

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Q29 · June 2016 · 2 marks

The frontier orbital interactions involved in the formation of the carbocation intermediate in the reaction of isobutylene with HCl are
  • (a) \pi of olefin and \sigma^* of HCl
  • (b) \pi of olefin and \sigma of HCl
  • (c) \pi^* of olefin and \sigma^* of HCl
  • (d) \pi^* of olefin and \sigma of HCl
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Answer: (a)

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Q30 · June 2016 · 2 marks

The following transformation proceeds through two consecutive electrocyclic processes, which are Structure for this questionStructure for this question
  • (a) 4 \pi conrotatory and 6 \pi conrotatory
  • (b) 4 \pi disrotatory and 6 \pi conrotatory
  • (c) 4 \pi conrotatory and 6 \pi disrotatory
  • (d) 4 \pi disrotatory and 6 \pi disrotatory
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Answer: (c)

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Q31 · Dec 2016 · 2 marks

The correct sequence of pericyclic reactions involved in the following transformation is Structure for this questionStructure for this questionStructure for this question
  • (a) (i) ene reaction, (ii) [2,3]-sigmatropic shift, (iii) [3,3]-sigmatropic shift
  • (b) (i) ene reaction, (ii) [3,3]-sigmatropic shift, (iii) [1,3]-sigmatropic shift
  • (c) (i) [2,3]-sigmatropic shift, (ii) ene reaction, (iii) [1,3]-sigmatropic shift
  • (d) (i) [1,3]-sigmatropic shift, (ii) [2,3]-sigmatropic shift, (iii) [3,3]-sigmatropic shift
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Answer: (a)

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Q34 · June 2015 · 2 marks

The structures of A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this questionA =
  • (d) Structure for this question
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Answer: (b)

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Q36 · Dec 2015 · 2 marks

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

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Q37 · Dec 2015 · 2 marks

The major structures of A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this questionA = Structure for this question
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Answer: (c)

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Q38 · Dec 2015 · 2 marks

The major structures of A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (a)

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Q39 · Dec 2015 · 2 marks

The major structures of A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (a)

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Q40 · Dec 2015 · 2 marks

The major product formed by photochemical reaction of (2E, 4Z, 6E)-decatriene is
  • (a) Structure for this question
  • (b) Structure for this question
  • (c) Structure for this question
  • (d) Structure for this question
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Answer: (a)

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Q42 · June 2014 · 2 marks

The products A and B in the following reaction sequence are: Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionA =
  • (c) Structure for this questionStructure for this questionStructure for this question
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Answer: (a)

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Q43 · June 2014 · 2 marks

The products A and B in the following reaction sequence are: Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (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 question
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Answer: (a)

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Q44 · Dec 2014 · 2 marks

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

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Q46 · Dec 2014 · 2 marks

The products A and B in the following reaction sequence are: Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (a)

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Q47 · Dec 2014 · 2 marks

The products A and B in the following reaction sequence are: Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (a)

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Q49 · Dec 2014 · 2 marks

The products A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionStructure for this question
  • (c) Structure for this questionStructure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (c)

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Q50 · June 2014 · 2 marks

In a Diels-Alder reaction, the most reactive diene amongst the following is
  • (a) (4E)-1, 4-hexadiene
  • (b) (4Z)-1, 4-hexadiene
  • (c) (2E, 4E)-2, 4-hexadiene
  • (d) (2Z, 4Z)-2, 4-hexadiene
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Answer: (c)

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Q51 · June 2014 · 2 marks

Pericyclic reaction involved in one of the steps of the following reaction sequence is Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) [1, 3] sigmatropic shift
  • (b) [3, 3] sigmatropic shift
  • (c) [1, 5] sigmatropic shift
  • (d) [2, 3] sigmatropic shift
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Answer: (d)

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Q53 · June 2013 · 2 marks

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

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Q54 · June 2013 · 2 marks

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

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Q57 · Dec 2013 · 2 marks

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

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Q58 · Dec 2013 · 2 marks

In the following transformation, the reagent A and the major product B , respectively, are Structure for this questionStructure for this questionStructure for this questionand Structure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionand
  • (b) Structure for this questionand
  • (c) Structure for this questionand
  • (d) Structure for this question
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Answer: (d)

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Q59 · Dec 2013 · 2 marks

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

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Q60 · Dec 2013 · 2 marks

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

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Q61 · June 2012 · 2 marks

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

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Q62 · June 2012 · 2 marks

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

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Q63 · June 2012 · 2 marks

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

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Q65 · Dec 2012 · 2 marks

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

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Q66 · Dec 2012 · 2 marks

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

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Q67 · Dec 2012 · 2 marks

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

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Q69 · Dec 2012 · 2 marks

The following transformation involves
  • (a) an iminium ion, [3, 3]-sigmatropic shift and Mannich reaction.
  • (b) a nitrenium ion, [3, 3]-sigmatropic shift and Michael reaction.
  • (c) an iminium ion, [1, 3]-sigmatropic shift and Mannich reaction.
  • (d) a nitrenium ion, [1,3]-sigmatropic shift and Michael reaction.
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Answer: (a)

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Q70 · Dec 2011 · 2 marks

The major products A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this questionStructure for this question
  • (b) Structure for this questionStructure for this questionA = B =
  • (c) Structure for this questionB =
  • (d) Structure for this questionStructure for this question
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Answer: (b)

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Q72 · June 2011 · 2 marks

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

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Q73 · June 2011 · 2 marks

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

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Q74 · June 2011 · 2 marks

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

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Q76 · Dec 2011 · 2 marks

The major products A and B in the following reaction sequence are Structure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this questionStructure for this question
  • (a) Structure for this questionStructure for this question
  • (b) Structure for this questionStructure for this questionA =
  • (c) Structure for this question
  • (d) Structure for this questionStructure for this question
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Answer: (b)

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Q77 · Dec 2011 · 2 marks

In the following concerted reaction, the product is formed by a Structure for this questionStructure for this question
  • (a) 6 \pi - disrotatory electrocyclisation
  • (b) 4 \pi - disrotatory electrocyclisation
  • (c) 6 \pi - conrotatory electrocyclisation
  • (d) 4 \pi - conrotatory electrocyclisation
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Answer: (a)

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