Predict the product and draw a stepwise mechanism for the following reaction:Part 1HBrBrview structurePart 2HBrH,OH.HOBRBrview structureview structureHOPart 3НоH,OH.HBrНОВГview structureview structureBrPart 4其Brview structure

1-phenylethan-1-ol reacts with HBr to give (1-bromoethyl) benzene. The given chemical reaction:

Predict the product and draw a stepwise mechanism for the following reaction: Part 1 HBr Br view structure Part 2 HBr H. H,0 H. НОBГ Br view structure view structure HO Part 3 Но H,0 HBr НОBr view structure view structure Br Part 4 Br view structure

Predict the product and draw a stepwise mechanism for the following reaction: Part 1 HBr Br view structure Part 2 HBr H. H,0 H. НОBГ Br view structure view structure HO Part 3 Но H,0 HBr НОBr view structure view structure Br Part 4 Br view structure

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

Chapter15: An Introduction To Organometallic Compounds

Section: Chapter Questions

Problem 15.19P: We now continue the introduction of organic chemistry reaction roadmaps. Because of the many new...

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

Predict the product and draw a stepwise mechanism for the following reaction:
Part 1
HBr
Br
view structure
Part 2
HBr
H,O
H.
HOBR
Br
view structure
view structure
HO
Part 3
Но
H,O
H.
HBr
НОВГ
view structure
view structure
Br
Part 4
其
Br
view structure

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We now continue the introduction of organic chemistry reaction roadmaps. Because of the many new functional groups that will be introduced in coming chapters, we recommend that you make a new roadmap to accommodate the reactions in Chapters 1518. To make your own reaction roadmap for Chapters 1518, take a blank sheet of paper and write the following functional groups in the orientations shown. Fill the entire sheet of paper and leave plenty of room between functional groups. Most students find it helpful to use a poster-sized piece of paper filled out in landscape orientation. Refer to the Study Guide section of this chapter. Draw arrows between functional groups to account for each reaction. Write the reagents required to bring about each reaction next to the arrow. Then record any regiochemistry or stereochemistry considerations relevant to the reaction. You should also record any key aspects of the mechanism, such as formation of a carbocation intermediate, as a helpful reminder. It is important to keep track of all reactions that make carbon-carbon bonds, because these will help you build large molecules from smaller fragments. On the above organic chemistry reaction roadmap template, the information for the Simmons-Smith reaction, the seventh reaction in the Study Guide section has been added to help you get started. For this reaction roadmap, do not write an arrow for reactions 1, 2, and 4 explicitly, because these are considered reagents, which are prepared immediately prior to use. A reaction roadmap is used to indicate interconversion of molecules with more stable functional groups. Appendix 10 contains a series of roadmaps for different sections of the book, but you should use those for reference only after you have completed your own.
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