The major 1, 2-addition and 1, 4-addition product of the given reaction are to be drawn. Concept introduction: The electrophilic addition reaction in a case of conjugated diene system leads to the formation of a mixture of the isomeric products that are 1, 2-addition and 1, 4-addition products. The major products in 1, 2-addition and 1, 4-addition depend on the stability of the carbocation formed as the reaction intermediate. The most stable carbocation gives the major 1, 2-addition and 1, 4-addition products. The stability order for carbocation is Secondary benzylic > Tertiary > Primary benzylic, allylic > Secondary > Primary > Methyl etc. The 1, 2-addition occurs according to the Markovnikov rule, where the electrophile and a nucleophile get attached to C1 and C2 carbon atoms of an alkene (double bonded carbon atoms). In the 1, 4-addition, an electrophile and a nucleophile get added to C1 and C4 carbon atoms in the alkene. 1, 4-addition results when the carbocation intermediate is resonance stabilized.

Question

Please help me figure out the mechanism with arrows of the following reaction

Answer 1

Question

Chapter 11, Problem 11.16P

Interpretation Introduction

Interpretation:

The major 1, 2-addition and 1, 4-addition product of the given reaction are to be drawn.

Concept introduction:

The electrophilic addition reaction in a case of conjugated diene system leads to the formation of a mixture of the isomeric products that are 1, 2-addition and 1, 4-addition products. The major products in 1, 2-addition and 1, 4-addition depend on the stability of the carbocation formed as the reaction intermediate. The most stable carbocation gives the major 1, 2-addition and 1, 4-addition products. The stability order for carbocation is Secondary benzylic > Tertiary > Primary benzylic, allylic > Secondary > Primary > Methyl etc. The 1, 2-addition occurs according to the Markovnikov rule, where the electrophile and a nucleophile get attached to C1 and C2 carbon atoms of an alkene (double bonded carbon atoms). In the 1, 4-addition, an electrophile and a nucleophile get added to C1 and C4 carbon atoms in the alkene. 1, 4-addition results when the carbocation intermediate is resonance stabilized.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Please help me figure out the mechanism with arrows of the following reaction

Organic Functional Groups Predicting the reactants or products of acetal hydrolysis termine the structures of the missing organic molecules in the following reaction: H* H* + H₂O Y ☑ Note: Molecules that share the same letter have the exact same structure. In the drawing area below, draw the skeletal ("line") structures of the missing organic molecules X, Y, and Z. You may draw that you like, so long as they aren't touching. Molecule X shows up in multiple steps, but you only have to draw its structure Explanation Check @2 W Click and drag to start drawing a structure. #4 # 3 LU E % 67 olo 5 66 R T Y & 7 AcGraw Hill LLC. All Rights R X

8. (16 pts) Provide the stepwise mechanism for the synthesis of the following compound via an enamine