Integrated SequencePhysics Chemistry Organic Biology

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Module 9 in the Syllabus

Conjugated Species Mechanisms
Mechanisms and explanations from the Organic Mechanisms Pocketbook

Reactions of Conjugated Species Images
Image gallery for study with links to larger teaching JPEGs for classroom presentation

Question Drill for Reactions of Conjugated Species
Conceptual Vocabulary Self-Test

Basic Terms Crossword Puzzle

Basic Puzzle Solution

Conceptual Vocabulary
AllylAn allyl group is an alkene hydrocarbon group made up of a vinyl group attached to a methylene group.
ResonanceResonance is a tool used to represent and model certain types of non-classical molecular structures arising when no single conventional model showing electrons shared exclusively by two atoms can actually represent the observed molecule.
1,3-Butadiene1,3-Butadiene is a simple conjugated diene with four carbon atoms. It is an important industrial chemical used in the production of synthetic rubber.
Allylic rearrangementAn allylic rearrangement or shift is an organic reaction in which the double bond shifts by means of a resonant intermediate to the next carbon atom.
Allyl chlorideAllyl chloride is a colorless liquid featuring an alkene group next to a methyl chloride group.
BenzylBenzyl is the term for the radical, ion or functional group which can be obtained formally by removing a hydrogen atom from toluene's methyl group.
Nucleophilic conjugate additionNucleophilic conjugate addition occurs by reaction of a nucleophile at the beta position of alpha-beta unsaturated carbonyl compounds.
Allyl alcoholAllyl alcohol is a colorless liquid featuring an alkene group next to a methyl hydroxyl group.
Diels-Alder reactionThe Diels-Alder reaction is an cycloaddition reaction between a conjugated diene and a substituted alkene, the dienophile, to form a substituted cyclohexene system.
IsopreneIsoprene is a common synonym for the chemical compound 2-methylbuta-1,3-diene, which is the basic building block of the family of biomolecules known as the terpenes.
Alder-ene reactionThe Alder-ene reaction is a group transfer reaction which occurs between an alkene with an allylic hydrogen and compound with a multiple bond (the enophile).
Advanced terms that may appear in context in MCAT passages
Trost asymmetric allylic alkylationThe Trost asymmetric allylic alkylation is a reaction used in asymmetric synthesis in which an allylic leaving group in an organic compound is displaced by a nucleophile facillitated by palladium coordination to the allyl double bond.
Ferrier rearrangementThe Ferrier rearrangement is an organic reaction that involves a nucleophilic substitution reaction combined with an allylic shift in a 2,3-unsaturated glycoside.
Cumene processThe cumene process is an industrial process for developing phenol and acetone from benzene and propylene.
Meyer-Schuster rearrangementThe Meyer-Schuster rearrangement is the chemical reaction described as an acid-catalyzed rearrangement of propargyl alcohols to alpha-beta-unsaturated ketones.

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