1. Predicting the product of a chemical reaction is a valuable skill to learn so the time does not have to be taken to writethe full mechanism of each reaction. Each type of reaction has a slightly different approach to predicting the productdue to the different mechanism. Here is a plan of action for predicting the outcome of elimination reactions.E2 predicting the products:a. Identify the ß-hydrogens and leaving group.i. If the base is small, use the B-hydrogen in the more substituted position.ii. If the base is bulky, use the B-hydrogen in the less substituted position.LGCIb Orient the B-hydrogen anti to the leaving group.E1 predicting the products:Hc. Remove the B-hydrogen and leaving group, replacing it with a x-bond between a and B.BrBrHHHHB-hydrogensBuOHrefluxa. Remove the leaving group to form a carbocation and investigate for carbocation rearrangements.NaNH,DMSO45 °Cb. Identify the ß-hydrogens and leaving group.i. If the base is small, use the B-hydrogen in the more substituted position.ii. If the base is bulky, use the B-hydrogen in the less substituted position.NaOCH3CH₂OHrefluxH₂OAsmall baseNaOHheatLioxacetoneELGCIBrmajor organic productd. Remove the B-hydrogen, replacing it with a -bond between a (where the carbocation is located) and B. If E or Zalkenes could be made, E is preferred.DBUacetonitrilebulky baseUsing the method noted on the previous page, predict the major organic product of the following eliminationreactions. Think through if they are unimolecular or bimolecular based on the a-carbon, base strength, andsolvent.HHHHmajor organic productHHB-hydrogensH

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Answered: Br NINH, DMSO 45 °C NaOCH₂ CH₂OH reflux…

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Chemistry

Br NINH, DMSO 45 °C NaOCH₂ CH₂OH reflux H₂O A

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter24: Carboxylic Acids & Derivatives

Section: Chapter Questions

Problem 10CTQ

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