04.02A · Chapitres 3-5 — cours

Chapters 3-5 — course

Core lectures · 75 pages

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Alcohols & Phenols

17Transition to Alcohols & Phenols 18Electronegativity & Bond Polarity 19sp³ Oxygen in Methanol & Ethers

Hydrogen Bonding

20Donor & Acceptor Concept 21Effects on Solubility & Boiling Point

22Molecules That Changed Our World 23Amphotericin B — Structure & Function

Brønsted Acids & Bases

24Ka, pKa & Conjugate Pairs 25pKa Table of Common Acids 26Organic pKa Scale — N & O Groups 27Organic pKa Scale (Continued)28Amino Acid Structures 29Amino Acids at pH 7 30Lisinopril — Net Charge Exercise

31Acidity & Resonance — Phenol 32Amoxicillin & Penicillin Structures 33Molecules That Changed Our World

Oxidation & Reduction

34Redox Overview 35Full Reaction Summary Map 36Alcohol Oxidation by Class 37Primary Alcohol → Aldehyde (PCC)38Ester Reduction — HMG-CoA & Mevalonate 39Cholesterol & Lovastatin Structures 40Androgens — Steroid Redox 41Phenol–Quinone–Hydroquinone Redox 42D-Dopa vs L-Dopa (Recap)43Thiol Oxidation to Disulfides

44Acid-Base Summary Table

Oxidation & Reduction

45Thiol-Disulfide Redox (Recap)

46Summary — Alcohols & Phenols

Aldehydes & Ketones

47Transition to Aldehydes & Ketones

48Structure & Polarity

Nucleophilic Addition

49General Mechanism & Hydration 50Hydration Mechanism Detail 51Cyanide Addition Exercise 52Mechanism & Energy Diagram 53Bond & Reaction Energies Scale

54Catalyst Energy Profile 55Base Catalysis Mechanism 56Acid Catalysis Mechanism

Nucleophilic Addition

57Concept Check Quiz

58Carbonyl Reaction Summary

Hemiacetals & Sugar Cyclization

59Hemiacetal Formation Exercise 60Glucose: Open vs Cyclic Form 61Fischer to Haworth — Glucose Ring 62Open ⇌ Hemiacetal Equilibrium 63Anomers — α & β Glucopyranose 64D-Aldose Classification Recap 65Fructose — Furanose vs Pyranose 66Hemiacetal Decomposition Exercise

67Carbonyl Reaction Summary (Recap)

Acetals & Glycosides

68Glycoside Formation & Polysaccharides 69Acetal Formation Mechanism 70Sugar Methyl Glycoside Formation 71Tamiflu — Enzyme Application 72Antidiabetics — Glycosidase Inhibition 73Acetal Formation Exercise

74Protecting Groups in Synthesis 75Final Reaction Summary

04.02APage 1StereochemistryFischer Projection & Chirality

Chapitres 3-5 — cours page 1

04.02APage 2StereochemistryOptical Activity & Specific Rotation

Chapitres 3-5 — cours page 2

04.02APage 3StereochemistryAbsolute Configuration (R/S)

Chapitres 3-5 — cours page 3

04.02APage 4StereochemistryFischer Projection Rotations

Chapitres 3-5 — cours page 4

04.02APage 5StereochemistryStereoisomers in Biomolecules20 Amino Acids Overview

Chapitres 3-5 — cours page 5

04.02APage 6StereochemistryStereoisomers in BiomoleculesDiastereoisomers — Threonine

Chapitres 3-5 — cours page 6

04.02APage 7StereochemistryStereoisomers in BiomoleculesMeso Compounds — Tartaric Acid

Chapitres 3-5 — cours page 7

04.02APage 8StereochemistryStereoisomers in BiomoleculesD-Aldose Family Tree

Chapitres 3-5 — cours page 8

04.02APage 9StereochemistryIsomer Classification Map

Chapitres 3-5 — cours page 9

04.02APage 10StereochemistryStereoisomers in BiomoleculesMultiple Stereogenic Centers

Chapitres 3-5 — cours page 10

04.02APage 11StereochemistryStereoisomers in BiomoleculesD-Aldose Series Recap

Chapitres 3-5 — cours page 11

04.02APage 12StereochemistryBiological Importance of ChiralityAlpha Helix — Protein Structure

Chapitres 3-5 — cours page 12

04.02APage 13StereochemistryBiological Importance of ChiralityProtein 3D Folding (Visual)

Chapitres 3-5 — cours page 13

04.02APage 14StereochemistryBiological Importance of ChiralityD-Dopa vs L-Dopa

Chapitres 3-5 — cours page 14

04.02APage 15StereochemistryMolecules That Changed Our World

Chapitres 3-5 — cours page 15

04.02APage 16StereochemistrySummary — Stereochemistry

Chapitres 3-5 — cours page 16

04.02APage 17Course OutlineTransition to Alcohols & Phenols

Chapitres 3-5 — cours page 17

04.02APage 18Alcohols & PhenolsElectronegativity & Bond Polarity

Chapitres 3-5 — cours page 18

04.02APage 19Alcohols & Phenolssp³ Oxygen in Methanol & Ethers

Chapitres 3-5 — cours page 19

04.02APage 20Alcohols & PhenolsHydrogen BondingDonor & Acceptor Concept

Chapitres 3-5 — cours page 20

04.02APage 21Alcohols & PhenolsHydrogen BondingEffects on Solubility & Boiling Point

Chapitres 3-5 — cours page 21

04.02APage 22Alcohols & PhenolsMolecules That Changed Our World

Chapitres 3-5 — cours page 22

04.02APage 23Alcohols & PhenolsAmphotericin B — Structure & Function

Chapitres 3-5 — cours page 23

04.02APage 24Alcohols & PhenolsBrønsted Acids & BasesKa, pKa & Conjugate Pairs

Chapitres 3-5 — cours page 24

04.02APage 25Alcohols & PhenolsBrønsted Acids & BasespKa Table of Common Acids

Chapitres 3-5 — cours page 25

04.02APage 26Alcohols & PhenolsBrønsted Acids & BasesOrganic pKa Scale — N & O Groups

Chapitres 3-5 — cours page 26

04.02APage 27Alcohols & PhenolsBrønsted Acids & BasesOrganic pKa Scale (Continued)

Chapitres 3-5 — cours page 27

04.02APage 28Alcohols & PhenolsBrønsted Acids & BasesAmino Acid Structures

Chapitres 3-5 — cours page 28

04.02APage 29Alcohols & PhenolsBrønsted Acids & BasesAmino Acids at pH 7

Chapitres 3-5 — cours page 29

04.02APage 30Alcohols & PhenolsBrønsted Acids & BasesLisinopril — Net Charge Exercise

Chapitres 3-5 — cours page 30

04.02APage 31Alcohols & PhenolsAcidity & Resonance — Phenol

Chapitres 3-5 — cours page 31

04.02APage 32Alcohols & PhenolsAmoxicillin & Penicillin Structures

Chapitres 3-5 — cours page 32

04.02APage 33Alcohols & PhenolsMolecules That Changed Our World

Chapitres 3-5 — cours page 33

04.02APage 34Alcohols & PhenolsOxidation & ReductionRedox Overview

Chapitres 3-5 — cours page 34

04.02APage 35Alcohols & PhenolsOxidation & ReductionFull Reaction Summary Map

Chapitres 3-5 — cours page 35

04.02APage 36Alcohols & PhenolsOxidation & ReductionAlcohol Oxidation by Class

Chapitres 3-5 — cours page 36

04.02APage 37Alcohols & PhenolsOxidation & ReductionPrimary Alcohol → Aldehyde (PCC)

Chapitres 3-5 — cours page 37

04.02APage 38Alcohols & PhenolsOxidation & ReductionEster Reduction — HMG-CoA & Mevalonate

Chapitres 3-5 — cours page 38

04.02APage 39Alcohols & PhenolsOxidation & ReductionCholesterol & Lovastatin Structures

Chapitres 3-5 — cours page 39

04.02APage 40Alcohols & PhenolsOxidation & ReductionAndrogens — Steroid Redox

Chapitres 3-5 — cours page 40

04.02APage 41Alcohols & PhenolsOxidation & ReductionPhenol–Quinone–Hydroquinone Redox

Chapitres 3-5 — cours page 41

04.02APage 42Alcohols & PhenolsOxidation & ReductionD-Dopa vs L-Dopa (Recap)

Chapitres 3-5 — cours page 42

04.02APage 43Alcohols & PhenolsOxidation & ReductionThiol Oxidation to Disulfides

Chapitres 3-5 — cours page 43

04.02APage 44Alcohols & PhenolsAcid-Base Summary Table

Chapitres 3-5 — cours page 44

04.02APage 45Alcohols & PhenolsOxidation & ReductionThiol-Disulfide Redox (Recap)

Chapitres 3-5 — cours page 45

04.02APage 46Alcohols & PhenolsSummary — Alcohols & Phenols

Chapitres 3-5 — cours page 46

04.02APage 47Course OutlineTransition to Aldehydes & Ketones

Chapitres 3-5 — cours page 47

04.02APage 48Aldehydes & KetonesCarbonyl GroupStructure & Polarity

Chapitres 3-5 — cours page 48

04.02APage 49Aldehydes & KetonesNucleophilic AdditionGeneral Mechanism & Hydration

Chapitres 3-5 — cours page 49

04.02APage 50Aldehydes & KetonesNucleophilic AdditionHydration Mechanism Detail

Chapitres 3-5 — cours page 50

04.02APage 51Aldehydes & KetonesNucleophilic AdditionCyanide Addition Exercise

Chapitres 3-5 — cours page 51

04.02APage 52Aldehydes & KetonesNucleophilic AdditionMechanism & Energy Diagram

Chapitres 3-5 — cours page 52

04.02APage 53Aldehydes & KetonesNucleophilic AdditionBond & Reaction Energies Scale

Chapitres 3-5 — cours page 53

04.02APage 54Aldehydes & KetonesCatalysisCatalyst Energy Profile

Chapitres 3-5 — cours page 54

04.02APage 55Aldehydes & KetonesCatalysisBase Catalysis Mechanism

Chapitres 3-5 — cours page 55

04.02APage 56Aldehydes & KetonesCatalysisAcid Catalysis Mechanism

Chapitres 3-5 — cours page 56

04.02APage 57Aldehydes & KetonesNucleophilic AdditionConcept Check Quiz

Chapitres 3-5 — cours page 57

04.02APage 58Aldehydes & KetonesCarbonyl Reaction Summary

Chapitres 3-5 — cours page 58

04.02APage 59Aldehydes & KetonesHemiacetals & Sugar CyclizationHemiacetal Formation Exercise

Chapitres 3-5 — cours page 59

04.02APage 60Aldehydes & KetonesHemiacetals & Sugar CyclizationGlucose: Open vs Cyclic Form

Chapitres 3-5 — cours page 60

04.02APage 61Aldehydes & KetonesHemiacetals & Sugar CyclizationFischer to Haworth — Glucose Ring

Chapitres 3-5 — cours page 61

04.02APage 62Aldehydes & KetonesHemiacetals & Sugar CyclizationOpen ⇌ Hemiacetal Equilibrium

Chapitres 3-5 — cours page 62

04.02APage 63Aldehydes & KetonesHemiacetals & Sugar CyclizationAnomers — α & β Glucopyranose

Chapitres 3-5 — cours page 63

04.02APage 64Aldehydes & KetonesHemiacetals & Sugar CyclizationD-Aldose Classification Recap

Chapitres 3-5 — cours page 64

04.02APage 65Aldehydes & KetonesHemiacetals & Sugar CyclizationFructose — Furanose vs Pyranose

Chapitres 3-5 — cours page 65

04.02APage 66Aldehydes & KetonesHemiacetals & Sugar CyclizationHemiacetal Decomposition Exercise

Chapitres 3-5 — cours page 66

04.02APage 67Aldehydes & KetonesCarbonyl Reaction Summary (Recap)

Chapitres 3-5 — cours page 67

04.02APage 68Aldehydes & KetonesAcetals & GlycosidesGlycoside Formation & Polysaccharides

Chapitres 3-5 — cours page 68

04.02APage 69Aldehydes & KetonesAcetals & GlycosidesAcetal Formation Mechanism

Chapitres 3-5 — cours page 69

04.02APage 70Aldehydes & KetonesAcetals & GlycosidesSugar Methyl Glycoside Formation

Chapitres 3-5 — cours page 70

04.02APage 71Aldehydes & KetonesAcetals & GlycosidesTamiflu — Enzyme Application

Chapitres 3-5 — cours page 71

04.02APage 72Aldehydes & KetonesAcetals & GlycosidesAntidiabetics — Glycosidase Inhibition

Chapitres 3-5 — cours page 72

04.02APage 73Aldehydes & KetonesAcetals & GlycosidesAcetal Formation Exercise

Chapitres 3-5 — cours page 73

04.02APage 74Aldehydes & KetonesProtecting Groups in Synthesis

Chapitres 3-5 — cours page 74

04.02APage 75Aldehydes & KetonesFinal Reaction Summary

Chapitres 3-5 — cours page 75