Organic Chemistry Notes PDF
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These notes provide a comprehensive overview of organic chemistry, covering topics like isomerism, functional groups, reactions, and various examples.
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YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image5.png) YOUR NOTES ---------- YOUR NOTES ---------- Chain isomerism =============== Positional isomerism ==================== YOUR NOTES ---------- Functional group isomerism ========================== YOUR...
YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image5.png) YOUR NOTES ---------- YOUR NOTES ---------- Chain isomerism =============== Positional isomerism ==================== YOUR NOTES ---------- Functional group isomerism ========================== YOUR NOTES ---------- YOUR NOTES ---------- Geometrical (cis/trans) isomerism ================================= ![](media/image13.png) YOUR NOTES ---------- Optical isomerism ================= YOUR NOTES ---------- A2 only ======= YOUR NOTES ---------- Unsaturated compounds ===================== YOUR NOTES ---------- YOUR NOTES ---------- Chiral centres in non-cyclic molecules ====================================== Chiral centres in cyclic molecules ================================== YOUR NOTES ---------- YOUR NOTES ---------- Identify chirality ================== Identifying geometrical isomers =============================== YOUR NOTES ---------- ![](media/image24.png)Worked example: Drawing optical isomers ============================================================= YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image27.png) YOUR NOTES ---------- YOUR NOTES ---------- Worked example: Isomers of dibromopropane ========================================= ![](media/image30.png) Worked example: Deducing isomers of C~4~H~10~ ============================================= YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image36.png)Worked example: Deducing isomers of C~2~H~2~Cl~2~ ======================================================================= YOUR NOTES ---------- YOUR NOTES ---------- #### Functional groups found in compounds table ![](media/image42.png) Worked example: Drawing skeletal formulae of molecules ====================================================== YOUR NOTES ---------- Worked example: Drawing displayed formulae of molecules ======================================================= YOUR NOTES ---------- ![](media/image46.png)YOUR NOTES -------------------------------- YOUR NOTES ---------- #### Nomenclature of organic compounds table YOUR NOTES ---------- ![](media/image50.png) YOUR NOTES ---------- Worked example: Naming organic molecules ======================================== YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image54.png) YOUR NOTES ---------- Worked example: Deducing molecular & empirical formulae ======================================================= ![](media/image57.png)YOUR NOTES -------------------------------- YOUR NOTES ---------- Homologous series ================= Saturated & unsaturated hydrocarbons ==================================== Homolytic & heterolytic fission ============================== YOUR NOTES ---------- Radical chain reactions ======================= YOUR NOTES ---------- YOUR NOTES ---------- Nucleophiles & electrophiles ============================ YOUR NOTES ---------- Types of reactions ================== ![](media/image65.png)YOUR NOTES -------------------------------- Oxidation & reduction ===================== YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- Free-radical substitution ========================= Electrophilic addition ====================== YOUR NOTES ---------- Nucleophilic substitution ========================= YOUR NOTES ---------- Nucleophilic addition ===================== YOUR NOTES ---------- YOUR NOTES ---------- Straight-chain ============== ![](media/image75.png) Branched ======== Cyclic ====== YOUR NOTES ---------- YOUR NOTES ---------- Hybridisation: sp^3^ ==================== ![](media/image79.png) Hybridisation: sp^2^ ==================== YOUR NOTES ---------- Hybridisation: sp ================= YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- π bonds ======= YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image90.png) YOUR NOTES ---------- YOUR NOTES ---------- Production of alkanes from addition reactions ============================================= ![](media/image94.png) Production of alkanes from cracking =================================== YOUR NOTES ---------- YOUR NOTES ---------- Electrophilic addition of hydrogen bromide ========================================== ![](media/image97.png) Electrophilic addition of bromine ================================= YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- Inductive effect =============== #### energetically more stable ![](media/image102.png) Markovnikovʼs rule ================== YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- Complete combustion =================== ![](media/image107.png) Incomplete combustion ===================== Free-radical substitution of alkanes ==================================== #### propagation step YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image111.png) Initiation step =============== YOUR NOTES ---------- Propagation step ================ ![](media/image114.png) YOUR NOTES ---------- Termination step ================ YOUR NOTES ---------- Crude oil ========= ![](media/image117.png) #### more useful compounds YOUR NOTES ---------- Cracking ======== YOUR NOTES ---------- YOUR NOTES ---------- Strength of C-H bonds ===================== #### single bonds Lack of polarity ================ ![](media/image121.png) YOUR NOTES ---------- YOUR NOTES ---------- Carbon monoxide =============== Oxides of nitrogen ================== #### N~2~(g) + O~2~(g) → 2NO(g) N2(g) + 2O2(g) → 2NO2(g) YOUR NOTES ---------- Catalytic removal ================= YOUR NOTES ---------- ### 2CO + 2NO → 2CO~2~ + N~2~ ### 2CO + 2NO → 2CO~2~ + N~2~ ![](media/image126.png) YOUR NOTES ---------- Elimination reaction ==================== YOUR NOTES ---------- Dehydration reaction ==================== YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image133.png) Cracking ======== YOUR NOTES ---------- YOUR NOTES ---------- Electrophilic addition ====================== YOUR NOTES ---------- Oxidation ========= YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image138.png)Worked example: Oxidation of alkenes =========================================================== #### Answer Worked example: Identifying alkenes from oxidation reactions ============================================================ #### Answer YOUR NOTES ---------- Addition polymerisation ======================= YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image146.png) YOUR NOTES ---------- Free-radical substitution of alkanes ==================================== Electrophilic addition ====================== YOUR NOTES ---------- Substitution of alcohols ======================== YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- Reaction with NaOH ================== ![](media/image156.png) Reaction with KCN ================= YOUR NOTES ---------- Reaction with NH~3~ =================== Reaction with aqueous silver nitrate ==================================== YOUR NOTES ---------- ![](media/image160.png) YOUR NOTES ---------- YOUR NOTES ---------- S~N~2 reactions =============== ![](media/image164.png) YOUR NOTES ---------- S~N~1 reactions =============== YOUR NOTES ---------- Carbocations ============ ![](media/image168.png) YOUR NOTES ---------- #### Halogenoalkane Bond Energy Table ### R3C-I + OH- → R3C-OH + I- halogenoalkane alcohol Aqueous silver nitrate ====================== #### Halogenoalkane Precipitates Table YOUR NOTES ---------- YOUR NOTES ---------- Electrophilic addition of alkenes ================================= ![](media/image174.png) Oxidation of alkenes ==================== Nucleophilic substitution of halogenoalkanes ============================================ Reduction of aldehyde & ketones =============================== YOUR NOTES ---------- Reduction of carboxylic acids ============================= Hydrolysis of ester =================== YOUR NOTES ---------- ![](media/image180.png)YOUR NOTES --------------------------------- YOUR NOTES ---------- Combustion of alcohols ====================== Substitution of alcohols ======================== Reaction with Na ================ #### Alcohol + sodium → sodium alkoxide + hydrogen YOUR NOTES ---------- Oxidation of alcohols ===================== YOUR NOTES ---------- YOUR NOTES ---------- Dehydration of alcohols ======================= ![](media/image186.png) YOUR NOTES ---------- Esterification of Alcohols ========================= #### Carboxylic acid + alcohol → ester + water YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image192.png) YOUR NOTES ---------- Iodoform & alcohols =================== YOUR NOTES ---------- YOUR NOTES ---------- The inductive effect in alcohols =============================== YOUR NOTES ---------- YOUR NOTES ---------- Oxidising agents ================ YOUR NOTES ---------- Synthesis of aldehydes ====================== Synthesis of ketones ==================== YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- Reduction of aldehyde & ketones =============================== ![](media/image177.png) Nucleophilic addition with HCN ============================== #### hydroxynitriles YOUR NOTES ---------- YOUR NOTES ---------- #### slightly negatively charged Nucleophilic addition ===================== YOUR NOTES ---------- ![](media/image208.png) YOUR NOTES ---------- Fehlingʼs solution ================== #### copper(I) oxide precipitate ![](media/image211.png) YOUR NOTES ---------- Tollensʼ reagent ================ YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image215.png) YOUR NOTES ---------- Oxidation of primary alcohols & aldehydes ========================================= Hydrolysis of nitriles ====================== #### dilute acid or dilute alkali followed by acidification YOUR NOTES ---------- ![](media/image218.png) Hydrolysis of esters ==================== YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image227.png) YOUR NOTES ---------- #### partial negative charge YOUR NOTES ---------- ![](media/image231.png) Reaction with KCN ================= YOUR NOTES ---------- Reaction with HCN ================= YOUR NOTES ---------- Hydrolysis of nitriles ====================== YOUR NOTES ---------- ![](media/image218.png) YOUR NOTES ---------- Addition polymerisation ======================= #### displayed formulae YOUR NOTES ---------- Deducing repeat units ===================== Worked example: Identifying monomers ==================================== YOUR NOTES ---------- #### Answer 1: YOUR NOTES ---------- #### Answer 2: ![](media/image242.png) YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- Functional groups ================= ![](media/image247.png) YOUR NOTES ---------- ![](media/image249.png)YOUR NOTES --------------------------------- YOUR NOTES ---------- Types of reactions ================== YOUR NOTES ---------- Oxidising & reducing agents =========================== YOUR NOTES ---------- ![](media/image254.png)YOUR NOTES --------------------------------- Tests ===== YOUR NOTES ---------- Worked example: Elucidating organic molecules ============================================= YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image258.png) YOUR NOTES ---------- YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image261.png)Worked Example: Devising a multi-step synthesis ====================================================================== YOUR NOTES ---------- YOUR NOTES ---------- ![](media/image263.png)YOUR NOTES --------------------------------- YOUR NOTES ---------- Worked Example: Two-step synthesis ================================== #### Answer ![](media/image266.png) Worked Example: Synthesis of hexanoic acid ========================================== #### Answer YOUR NOTES ----------