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Pericyclic reactions : a mechanistic and problem solving approach

Sunil Kumar, Vinod Kumar, S. P Singh

Chapter 6

Group Transfer, Elimination, and Related Reactions - all with Video Answers

Educators


Chapter Questions

Problem 1

Rationalize the following reactions:
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
(FIGURE CAN'T COPY)
FIGURE 6.6 Analysis of elimination reactions in cyclohexadienes by PMO approach.

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Problem 1

i-Pr substituted trans (I) and cis (V) β-lactones undergo Type I dyotropic shifts to give different products as shown below. Explain the mechanism of their formation.
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
III. (DIAGRAM CAN'T COPY)
IV. (DIAGRAM CAN'T COPY)
V. (DIAGRAM CAN'T COPY)
VI. (DIAGRAM CAN'T COPY)

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01:05

Problem 1

Diols (I-IV), which react with $\mathrm{CrO}_3$ in aqueous $\mathrm{H}_2 \mathrm{SO}_4$ and yield products that readily undergo decarboxylation on heating, are:
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
III. (DIAGRAM CAN'T COPY)
IV. (DIAGRAM CAN'T COPY)
(a) I and II
(b) II and III
(c) II and IV
(d) I and IV

Hast Aggarwal
Hast Aggarwal
Numerade Educator

Problem 1

Give the major products of the following reactions.
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
III. (DIAGRAM CAN'T COPY)
IV. (DIAGRAM CAN'T COPY)
V. (DIAGRAM CAN'T COPY)
VI. (DIAGRAM CAN'T COPY)
VII. (DIAGRAM CAN'T COPY)

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Problem 1

Explain the mechanism of the following reactions:
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
III. (DIAGRAM CAN'T COPY)
IV. (DIAGRAM CAN'T COPY)
V. (DIAGRAM CAN'T COPY)

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13:41

Problem 1

Predict the products of the following reactions under thermal conditions.
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
(FIGURE CAN'T COPY)
FIGURE 6.3 PMO approach for a group transfer reaction when both the R groups migrate suprafacially.

Zubair Abdulla
Zubair Abdulla
Numerade Educator

Problem 1

In the given reaction, the major product is:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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Problem 2

Outline the mechanism of the following reaction and also account for the fact that when cyclohexane is used as the solvent in this reaction the product yield is only $20 \%$.
(DIAGRAM CAN'T COPY)

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01:01

Problem 2

Name the dicarboxylic acid that on strong heating produces acetic acid.
(a) Succinic acid
(b) Malonic acid
(c) Oxalic acid
(d) Glutaric acid

Narayan Hari
Narayan Hari
Numerade Educator

Problem 2

Identify the product of the reaction:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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Problem 2

Give the products of the following reactions:
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)

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Problem 2

Give the mechanism of the following reactions:
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)

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Problem 3

The major product formed in the reaction sequence is:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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Problem 3

Explain the yield of the products obtained in the following ene reactions under thermal and Lewis acid-catalyzed conditions.
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)

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02:22

Problem 3

Identify the products obtained when erythro and threo isomers of 1-acetoxy-2-deutero-1,2-diphenylethane are subjected to pyrolysis. Justify your answer.

Mikayla Stephens
Mikayla Stephens
Numerade Educator
01:11

Problem 4

Explain the mechanism of the following reaction:
(DIAGRAM CAN'T COPY)

Grigoriy Sereda
Grigoriy Sereda
Numerade Educator
09:10

Problem 4

Citronellol $\mathbf{I}$ on oxidation with pyridinium chlorochromate (PCC) followed by treatment with aq. sodium hydroxide gives the product II (IR: $1680 \mathrm{~cm}^{-1}$ ); whereas oxidation with PCC in the presence of sodium acetate gives product III (IR: $1720 \mathrm{~cm}^{-1}$ ). Compounds II and III are:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

Ian Kaigh
Ian Kaigh
Numerade Educator

Problem 4

Give the major products of the following reactions.
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
III. (DIAGRAM CAN'T COPY)
IV. (DIAGRAM CAN'T COPY)

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12:16

Problem 5

Rationalize the following transformations:
I. (DIAGRAM CAN'T COPY)
II. (DIAGRAM CAN'T COPY)
III. (DIAGRAM CAN'T COPY)
IV. (DIAGRAM CAN'T COPY)
V. (DIAGRAM CAN'T COPY)
VI. (DIAGRAM CAN'T COPY)
VII. (DIAGRAM CAN'T COPY)
VIII. (DIAGRAM CAN'T COPY)
IX. (DIAGRAM CAN'T COPY)

Arpit Gupta
Arpit Gupta
Numerade Educator

Problem 5

The major product formed in the following reaction is:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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Problem 6

Pyrolysis of (DIAGRAM CAN'T COPY) would give
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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02:59

Problem 7

Rationalize the following transformations:
(DIAGRAM CAN'T COPY)

Shazia Naz
Shazia Naz
Numerade Educator

Problem 8

The major product formed in the following reaction is:
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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Problem 9

In the reaction sequence given below, the major products I and II, respectively, are:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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Problem 10

The major product of the following reaction is:
(DIAGRAM CAN'T COPY)
(a). (DIAGRAM CAN'T COPY)
(b). (DIAGRAM CAN'T COPY)
(c). (DIAGRAM CAN'T COPY)
(d). (DIAGRAM CAN'T COPY)

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