5. Draw the structures of the product of the reaction of an excess of each of the organometallics below with benzoic acid (C,H5COOH) (you may need to look up the reaction in the chapter on carboxylic acids). a. butyllithium b. phenylmagnesium bromide c. lithium dicyclohexylcuprate(1) 6. In the MS spectrum of the product of this experiments (benzaldehyde + allylzinc bromide) identify the fragments at m/e = 148, 130, 107. %3D 7. The reaction of allyllithium with the aldehyde shown gives the indicated product. Show how the observed product was formed (mechanism). CO2CH3 1. Allyllithium O. 2. H', Н,О CНО 12

5. Draw the structures of the product of the reaction of an excess of each of the organometallics below with benzoic acid (C,H5COOH) (you may need to look up the reaction in the chapter on carboxylic acids). a. butyllithium b. phenylmagnesium bromide c. lithium dicyclohexylcuprate(1) 6. In the MS spectrum of the product of this experiments (benzaldehyde + allylzinc bromide) identify the fragments at m/e = 148, 130, 107. %3D 7. The reaction of allyllithium with the aldehyde shown gives the indicated product. Show how the observed product was formed (mechanism). CO2CH3 1. Allyllithium O. 2. H', Н,О CНО 12

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.48P

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