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In this video, I work through 34 questions that may appear on the first exam in a second semester organic chemistry course. The major topics are as follows: Electrophilic addition to conjugated dienes Thermodynamic and kinetic products Diels-Alder cycloaddition Aromaticity Reactions of benzene Reactions of substituted benzenes Nucleophilic addition to aldehydes and ketones Wittig reaction Carbonyl protection with acetal or ketal formation Imine and enamine formation Questions begin at 0:43 1) Drawing resonance structure 0:43 2) Most stable resonance structure 3:58 3) Ranking order of diene reactivity towards Diels-Alder 7:48 Correction to number 3: The order is correct, but the sign should be greater than not less than. 4) Ranking order of dienophile reactivity towards Diels-Alder 11:47 5) Determining if molecules are aromatic 14:35 6) Ranking order of acid strength 21:52 7) Ranking order of base strength 27:58 8) Rank order of reactivity towards electrophilic aromatic substitution 31:18 9) Rank order of reactivity towards electrophilic aromatic substitution 35:21 10) Keto-enol tautomerization 38:00 11) Keto-enol tautomerization 39:25 12) Protecting group for synthesis application 40:53 Predicting products (13-28): 13) Organolithium addition to ketone 44:31 14) Ketal formation 46:40 15) Electrophilic aromatic substitution 49:47 16) Alkyl benzene with N-bromosuccinimide 51:55 17) Intramolecular Diels-Alder 53:28 18) Electrophilic addition to conjugated diene (low temperature) 58:02 19) Oxidation of alkyl benzene 1:00:15 20) Electrophilic aromatic substitution (Wolff-Kishner) 1:00:55 21) Acid/Base for use in Sn2 1:02:48 22) Wittig 1:03:46 23) Grignard addition to ketone 1:06:20 24) Electrophilic addition to conjugated diene (high temperature) 1:06:50 25) Diels-Alder cycloaddition 1:08:40 26) Electrophilic aromatic substitution 1:11:57 27) Nitrogen addition to ketone 1:12:42 28) Alkyne addition to aldehyde 1:14:17 Synthesis (29-32): 29) Synthesis of cis alkene from acetone 1:16:22 30) Synthesis of para nitro toluene from benzene 1:18:12 31) Synthesis of meta chloro ethylbenzene from benzene 1:19:35 32) Synthesis of para diacyl benzene 1:21:27 Structure prediction from NMR (33-34): 33) NMR of unknown ketone 1:23:55 34) NMR of unknown ketone 1:26:04 Additional information for specific concepts: Resonance structures: • How to Draw Resonance Structures Formal charge: • How to Determine Formal Charge Lewis Acid and base (Mechanism arrows): • Lewis Acids and Bases (Curved electron pus... Sn2 good nucleophile determination: • Pathway determination (E1, E2, SN1, SN2) Ranking molecules by acid strength: • How to Rank molecules by pKa (Acid Strength) Diels Alder: • Diels-Alder Reaction Electrophilic aromatic substitution: • Electrophilic Aromatic Substitution Nucleophilic addition to carbonyls: • Nucleophilic Addition to Aldehydes and Ket... NMR: • Chemical Equivalence: Determining the numb... • Structure Determination from Spectra (1) (...