Concept explainers
Interpretation:
The cycloaddition reaction involving two molecules of cyclopentene is as follows:
Whether the transition state is
Concept introduction:
The Diels-Alder reaction is a single step concerted reaction, whereby all of the bonds are formed and broken simultaneously. Thus, the reaction proceeds through a cyclic transition state, which makes it a pericyclic reaction. All Diels-Alder reactions involve the cyclic flow of six π electrons. The number of electrons is important because these electrons are delocalized over a complete ring in the transition state. Six electrons is a Hückel number of electrons (i.e., an odd number of pairs), and the species is aromatic when the electrons are delocalized over an entire ring. Thus, Diels-Alder reaction proceeds through an aromatic transition state.

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Chapter 24 Solutions
EBK GET READY FOR ORGANIC CHEMISTRY
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- Part I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone and (3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forwardShow the mechanism for these reactionsarrow_forwardDraw the stepwise mechanismarrow_forward
- Draw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardDraw stepwise mechanismarrow_forward
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