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Masters Series GAMSAT Organic Chemistry Preparation by Gold Standard GAMSAT
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Introduction. ORG-04 GAMSAT ORGANIC CHEMISTRY Chapter 1. Molecular Structure of Organic Compounds. . . . . . . . . . . . . . . . .ORG-13 1.0 GAMSAT has a Need for Speed!. ORG-14 1.1 Carbon: The Centre of our World. ORG-18 1.1.1 Overview: A Closer Look at the Atoms of Organic Chemistry. . . . .ORG-23 1.2 Hybrid Orbitals. ORG-24 1.3 Bonding. ORG-25 1.3.1 The Effects of Multiple Bonds. ORG-26 1.4 Delocalised Electrons and Resonance. ORG-26 1.5 Lewis Structures, Charge Separation and Dipole Moments. ORG-27 1.5.1 Strength of Polar vs. Non-Polar Bonds. ORG-30 1.6 Ground Rules. ORG-31 1.6.1 Primary, Secondary, Tertiary, and Quaternary Carbons and Molecules . ORG-33 1.6.2 Exercise: Introduction to Identifying Functional Groups. ORG-33 1.7 Drawing Molecular Structures of Organic Compounds. ORG-35 1.8 Pattern Recognition, Geometric Reasoning and Problem-based Learning . ORG-41 Chapter 2. Stereochemistry. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-59 2.0 GAMSAT has a Need for Speed!. ORG-60 2.1 Isomers. ORG-62 2.1.1 Structural (Constitutional) Isomers. ORG-62 2.2 Spatial/Stereoisomers. ORG-63 2.2.1 Geometric Isomers cis/trans, E/Z. ORG-63 2.2.2 Enantiomers and Diastereomers. ORG-64 2.3 Absolute and Relative Configuration. ORG-65 2.3.1 The R, S System and Fischer Projections . ORG-66 2.3.2 Optical Isomers. ORG-69 2.3.3 Meso Compounds. ORG-70 2.4 Conformational Isomers. ORG-71 Chapter 2: Gold Standard Foundational GAMSAT Practice Questions. ORG-75 Chapter 2: Gold Standard GAMSAT-Level Practice Questions. ORG-76 Chapter 3. Alkanes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-83 3.0 GAMSAT has a Need for Speed!. ORG-84 3.1 Description and Nomenclature. ORG-85 3.1.1 Bicycloalkanes: Examples of Isomeric C8H14 . ORG-87 3.1.2 Foundational Nomenclature Exercises: Alkanes. ORG-87 3.1.3 Physical Properties of Alkanes. ORG-89 -vi3.2 Important Reactions of Alkanes. ORG-89 3.2.1 Combustion. ORG-89 3.2.2 Radical Substitution Reactions. ORG-90 3.3 Ring Strain in Cyclic Alkanes. ORG-91 Chapter 3: Gold Standard GAMSAT-Level Practice Questions. ORG-94 Chapter 4. Alkenes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-99 4.0 GAMSAT has a Need for Speed!. ORG-100 4.1 Description and Nomenclature. ORG-101 4.1.1 Foundational Nomenclature Exercises: Alkenes and Alkynes . ORG-103 4.2 Important Chemical Reactions. ORG-105 4.2.1 Electrophilic Addition. ORG-105 4.2.2 Oxidation. ORG-110 4.2.3 Hydrogenation. ORG-112 4.2.4 The Diels-Alder Reaction. ORG-112 4.2.5 Resonance Revisited . ORG-114 4.3 Alkynes. ORG-115 Chapter 4: Gold Standard Foundational GAMSAT Practice Questions. ORG-117 Chapter 4: Gold Standard GAMSAT-Level Practice Questions. ORG-118 Chapter 5. Aromatics . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .ORG-127 5.1 Description and Nomenclature. ORG-128 5.1.1 Huckel's Rule . ORG-129 5.2 Electrophilic Aromatic Substitution. ORG-131 5.2.1 O-P Directors . ORG-133 5.2.2 Meta Directors. ORG-134 5.2.3 Reactions with the Alkylbenzene Side Chain. ORG-135 Chapter 5: Gold Standard Foundational GAMSAT Practice Questions. ORG-136 Chapter 5: Gold Standard GAMSAT-Level Practice Questions. ORG-137 Chapter 6. Alcohols. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-145 6.0 GAMSAT has a Need for Speed!. ORG-146 6.1 Description and Nomenclature. ORG-148 6.1.1 Foundational Nomenclature Exercises: Alcohols. ORG-149 6.1.2 Acidity and Basicity of Alcohols . ORG-150 6.1.3 Synthesis of Alcohols: How to Make Alcohols . ORG-151 6.2 Important Reactions of Alcohols. ORG-153 6.2.1 Dehydration. ORG-153 6.2.2 Oxidation-Reduction. ORG-154 6.2.3 Substitution. ORG-154 6.2.4 Elimination. ORG-156 6.2.5 Conversion of Alcohols to Alkyl Halides. ORG-157 Chapter 6: Gold Standard Foundational GAMSAT Practice Questions. ORG-159 Chapter 6: Gold Standard GAMSAT-Level Practice Questions. ORG-161 GOLD STANDARD GAMSAT ORG-01 Chapter 7. Aldehydes and Ketones. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .ORG-171 7.1 Description and Nomenclature. ORG-172 7.1.1 Foundational Nomenclature Exercises: Aldehydes and Ketones . ORG-174 7.2 Important Reactions of Aldehydes & Ketones . ORG-175 7.2.1 Overview. ORG-175 7.2.2 Acetal (ketal) and Hemiacetal (hemiketal) Formation. ORG-177 7.2.3 Imine and Enamine Formation . ORG-178 7.2.4 Aldol Condensation. ORG-179 7.2.5 Conjugate Addition to - Unsaturated Carbonyls. ORG-180 Chapter 7: Gold Standard Foundational GAMSAT Practice Questions. ORG-182 Chapter 7: Gold Standard GAMSAT-Level Practice Questions. ORG-184 Chapter 8. Carboxylic Acids. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .ORG-191 8.1 Description and Nomenclature. ORG-192 8.1.1 Foundational Nomenclature Exercises: Carboxylic Acids. ORG-194 8.1.2 Carboxylic Acid Formation . ORG-195 8.2 Important Reactions of Carboxylic Acids . ORG-196 Chapter 8: Gold Standard Foundational GAMSAT Practice Questions. ORG-199 Chapter 8: Gold Standard GAMSAT-Level Practice Questions. ORG-199 Chapter 9. Carboxylic Acid Derivatives . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-205 9.1 Acid Halides. ORG-206 9.1.1 Acid Anhydrides . ORG-206 9.2 Important Reactions of Carboxylic Acid Derivatives. ORG-207 9.3 Amides. ORG-209 9.3.1 Important Reactions of Amides. ORG-210 9.4 Esters. ORG-210 9.4.1 Fats, Glycerides and Saponification. ORG-213 9.5 -Keto Acids. ORG-213 9.6 Relative Reactivity of Carboxylic Acid Derivatives. ORG-214 9.7 Phosphate Esters. ORG-214 Chapter 9: Gold Standard Foundational GAMSAT Practice Questions. ORG-215 Chapter 9: Gold Standard GAMSAT-Level Practice Questions. ORG-217 Chapter 10. Ethers and Phenols . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-223 10.1 Description and Nomenclature of Ethers . ORG-224 10.1.1 Important Reactions of Ethers. . . . . . . . . . . . . . . . . . . . . . . . . . . .ORG-224 10.2 Phenols. ORG-226 10.2.1 Electrophilic Aromatic Substitution for Phenols. ORG-227 Chapter 10: Gold Standard Foundational GAMSAT Practice Questions. ORG-228 Chapter 10: Gold Standard GAMSAT-Level Practice Questions. ORG-229 ORG-02 INTRODUCTION TO ORGANIC CHEMISTRY Chapter 11. Amines. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-235 11.1 Description and Nomenclature. ORG-236 11.1.1 The Basicity of Amines. ORG-237 11.1.2 More Properties of Amines. ORG-238 11.2 Important Reactions of Amines. ORG-239 Chapter 11: Gold Standard Foundational GAMSAT Practice Questions. ORG-242 Chapter 11: Gold Standard GAMSAT-Level Practice Questions. ORG-244 Chapter 12. Biological Molecules . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-251 12.1 Amino Acids. ORG-252 12.1.1 Hydrophilic vs. Hydrophobic. ORG-253 12.1.2 Acidic vs. Basic. ORG-254 12.1.3 The 20 Alpha-Amino Acids. ORG-255 12.2 Proteins. ORG-257 12.2.1 General Principles. ORG-257 12.2.2 Protein Structure. ORG-258 12.2.3 Protein Function and Detection. ORG-261 12.3 Carbohydrates . ORG-261 12.3.1 Description and Nomenclature. ORG-261 12.3.2 Important Reactions of Carbohydrates. ORG-265 12.3.3 Polysaccharides. ORG-268 12.4 Lipids. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .ORG-270 12.4.1 Steroids. ORG-274 12.4.2 Lipoproteins. ORG-275 12.5 Phosphorous in Biological Molecules. ORG-275 Chapter 12: Gold Standard GAMSAT-Level Practice Questions. ORG-277 Chapter 13. Separations and Purifications. . . . . . . . . . . . . . . . . . . . . . . . . . ORG-295 13.1 Separation Techniques. ORG-296 13.2 Chromatography. ORG-298 13.2.1 Gas-Liquid Chromatography. ORG-298 13.2.2 Thin-Layer Chromatography. ORG-298 13.2.3 Paper chromatography: Conventional and 2D . ORG-300 13.2.4 Column Chromatography . ORG-301 13.3 Gel Electrophoresis . ORG-301 13.4 Recrystallisation. ORG-302 Chapter 14. Spectroscopy . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ORG-305 14.1 IR Spectroscopy. ORG-306 14.2 Proton NMR Spectroscopy. ORG-307 14.2.1 Deuterium Exchange. ORG-310 14.2.2 13C NMR. ORG-310 14.3 Mass Spectrometry. ORG-311 GOLD STANDARD GAMSAT ORG-03

About the Author

Dr. Ferdinand was awarded numerous scholarships en route to graduating with honours in a BSc programme. After medical school, he wrote several award-winning textbooks. For over 10 years, he has given GAMSAT seminars on campuses across Australia, Ireland and the UK. He is known as a dynamic lecturer who can simplify complex topics.

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