Chapter 12

10/11/99


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Chapter 12

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Conjugated Unsaturated Systems

Types of Conjugated Unsaturated Systems

Propene: Addition vs Substitution

Allylic vs Vinyl Positions of Substitution

Allylic Free Radical Substitution

Allylic Chlorination (High Temperature)

Allylic Bromination At Room Temperature Using NBS

Allyl Free Radical Stability

Net Reaction for Substituted Allylic Substitution

Mechanism For Substituted Allylic Free Radical Substitution

Allylic Carbocation

Net Reaction of Acid Catalyzed Halogenation of Allyl Alcohol

Mechanism of Acid Catalyzed Halogenation of Allyl Alcohol

Rules For Writing Resonance Structures

Rules For Writing Resonance Structures (Continued)

Estimating Relative Stability Of Resonance Structures

Poly Unsaturated Compounds

Types of Polyunsaturated Compounds

Cummulated Dienes

Conjugated Dienes

Isolated Dienes

Cis-Trans(E/Z) Isomerism of Polyenes

Cis-Trans (E/Z) Isomerism of Polyenes (Continued)

IUPAC Name of Polyene Exhibiting E-Z Isomerism

1,3 Butadiene:Example of Conjugated Diene

Relative Stability of Dienes

Reason For Stability of Conjugated Polyenes

1,2 and 1,4 Addition of 1,3-Butadiene

Mechanism for 1,2 and 1,4 Addition of 1,3-Butadiene

Temperature Dependence of 1,2 and 1,4 Addition of 1,3-Butadiene

Diels Alder 1,4 Cycloaddition of Dienes

Prerequisites For Diels Alder Reaction: 1,4 cycloaddition

Effect of Groups Attached to Diene and Dienophile

Author: Ralph Logan Jr.

Email: RHL7460@dcccd.edu

Home Page: http://edie.cprost.sfu.ca/~rhlogan

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