A Level 화학 Organic chemistry 최종 정리


Functional Group Test Production
Alkane Hydrogenation of alkenes using H₂, Pt/Ni catalyst and heat
Cracking of crude oil using heat and Al₂O₃ catalyst
Alkene Decolourises bromine water Elimination of halogenoalkanes by heating it with NaOH (ethanol)
Dehydration of alcohols using hot Al₂O₃ catalyst
Cracking of crude oil using heat and Al₂O₃ catalyst
Halogenoalkane (primary, secondary, tertiary) Form silver halide precipitate with dilute nitric acid, silver nitrate, and dilute ammonia solution (AgCl = white, AgBr = cream, AgI = yellow) Free-radical substitution of alkanes using UV and a halogen
Electrophilic addition of hydrogen halides to alkenes
Nucleophilic substitution of alcohols using hydrogen halide, PCl₃, and heat, PCl₅ or SOCl₃
Alcohol (primary, secondary, tertiary) React with carboxylic acid and sulfuric acid to make esters with sweet, fruity smells
Primary alcohols get oxidised to aldehydes (positive test with Fehling’s and Tollens’ solution) and carboxylic acids
Secondary alcohols get oxidised to ketones (positive test with 2,4-DNPH but not Tollens’ and Fehling’s solutions)
Tertiary alcohols don’t get oxidised
Electrophilic addition of alkenes using hot steam, concentrated phosphoric (VI) acid as a catalyst
Oxidation of alkenes using cold, dilute KMnO₄ to form a diol
Nucleophilic substitution of halogenoalkanes using heat and NaOH (aq)
Reduction of aldehydes and ketones using NaBH₄ and LiAlH₄
Hydrolysis of esters using dilute acid or dilute alkali
Aldehyde Silver mirror in Tollens’ reagent
Red precipitate in Fehling’s solution
Orange precipitate with 2,4-DNPH
Oxidation of primary alcohols by slowly adding warm alcohol to acidified K₂Cr₂O₇ or KMnO₄ and distillation
Ketone Orange precipitate with 2,4-DNPH Oxidation of secondary alcohol by slowly adding warm alcohol to acidified K₂Cr₂O₇ or KMnO₄ and distillation
Carboxylic Acid React with carbonates to form CO₂ gas which will turn limewater cloudy Oxidation of aldehydes and ketones using K₂Cr₂O₇ or KMnO₄ and refluxing
Hydrolysis of nitriles with dilute acid or dilute alkali followed by acidification
Hydrolysis of esters with dilute acid or dilute alkali followed by acidification
Ester Have sweet, fruity smells Condensation reaction of alcohols and carboxylic acids with hot, concentrated H₂SO₄ as catalyst
Amines Turns universal indicator blue/purple Nucleophilic substitution of halogenoalkanes when heated under pressure with NH₃ (ethanol)
Nitrile Nucleophilic substitution of halogenoalkanes with KCN (ethanol) and heat


Functional Group Reactions
Alkanes • Hydrogenation of alkenes using H₂, Pt/Ni catalyst and heat
• Cracking of crude oil using heat and Al₂O₃ catalyst
Alkenes • Decolourise bromine water
• Elimination of halogenoalkanes by heating with NaOH (ethanol)
• Dehydration of alcohols by using hot Al₂O₃ catalyst
• Cracking of crude oil using heat and Al₂O₃ catalyst
Halogenoalkanes (primary/secondary/tertiary) • Form silver precipitate with dilute nitric acid, silver nitrate, and dilute ammonia solution (AgCl = white, AgBr = cream, AgI = yellow)
• Free-radical substitution of alkanes using UV and a halogen
• Electrophilic addition of hydrogen halides to alkenes
• Substitution of alcohols using hydrogen halide, PCl₅ or SOCl₃
Alcohols (primary/secondary/tertiary) • React with carboxylic acid and sulfuric acid to make esters with sweet, fruity smell
• Primary alcohols get oxidised to aldehydes and carboxylic acids
• Secondary alcohols get oxidised to ketones
• Tertiary alcohols do not oxidise
• Electrophilic addition of alkenes using hot steam, concentrated phosphoric acid
• Oxidation of alkenes using cold, dilute KMnO₄ to form diols
• Nucleophilic substitution of halogenoalkanes using NaOH (aq)
Aldehydes • Silver mirror in Tollens' reagent and red precipitate in Fehling’s solution
• Orange precipitate with 2,4-DNPH
• Oxidation of primary alcohols to aldehydes with acidified K₂Cr₂O₇ or KMnO₄
Ketones • Orange precipitate with 2,4-DNPH
• Oxidation of secondary alcohol by acidified K₂Cr₂O₇ or KMnO₄
Functional Group Reactions
Carboxylic Acid • React with carbonates to form CO₂ gas which will turn limewater cloudy
• Oxidation of aldehydes and ketones using acidified K₂Cr₂O₇ or KMnO₄ and refluxing
• Hydrolysis of nitriles with dilute acid or dilute alkali followed by acidification
• Hydrolysis of esters with dilute acid or dilute alkali followed by acidification
Ester • Have sweet, fruity smells
• Condensation reaction of alcohols and carboxylic acids with hot, concentrated H₂SO₄ as catalyst
Amine • Turns universal indicator blue/purple
• Nucleophilic substitution of halogenoalkanes when heated under pressure with NH₃ (ethanol)
Nitrile • Nucleophilic substitution of halogenoalkanes with KCN (ethanol) and heat
Type of Reaction Definition Reagents Products
Hydrogenation The addition reaction of alkenes with hydrogen H₂, Pt/Ni catalyst Alkanes
Cracking The process in which large hydrocarbons break down into smaller molecules Al₂O₃ catalyst and heat Alkanes and alkenes
Free-Radical Substitution The replacement of hydrogen atoms in alkanes with halogen atoms using UV Halogen and UV light Halogenoalkanes
Electrophilic Addition An electrophile attacks the C=C bond and addition across the double bond occurs Electrophile (Br₂, NaOH, KCN, NH₃, HBr) Halogenoalkanes, alcohols, nitriles, or amines
Nucleophilic Addition Nucleophiles attack carbonyl carbon atoms Nucleophile (e.g., HCN) Alcohols or nitriles
Reaction Type Definition Reagents Products
Electrophilic Substitution The replacement of an atom by another atom or group of atoms after initial attack by an electron-deficient species Electrophile (e.g. Br₂, NaOH, KCN, NH₃, HBr) Halogenoalkane, alcohol, nitrile, or amine
Nucleophilic Substitution The mechanism of the organic reaction in which a nucleophile attacks a carbon atom carrying a potential positive charge Nucleophile (e.g. HCN) Alcohol, aldehyde, ketone, or carboxylic acid
Oxidation The loss of electrons or gain of oxygen of an atom, ion, or molecule Oxidising agent such as acidified K₂Cr₂O₇ or KMnO₄ Alcohol, aldehyde, ketone, or carboxylic acid
Reduction The gain of electrons or loss of oxygen of an atom, ion, or molecule Reducing agent such as NaBH₄ or LiAlH₄ Alkenes, aldehydes, primary and secondary alcohols
Hydrolysis The breakdown of a compound by water or by dilute acids or alkali Water or dilute acid or alkali Alcohols, carboxylic acids
Condensation A reaction in which two organic molecules join together and eliminate a small molecule such as water or hydrogen chloride Two molecules that can react Small molecule and a larger molecule
Reaction Definition Reagents Products
Oxidation The loss of electrons or gain of oxygen Oxidising agents such as K₂Cr₂O₇, KMnO₄ Alcohols, aldehydes, ketones, carboxylic acids
Reduction The gain of electrons or loss of oxygen Reducing agents such as NaBH₄, LiAlH₄ Alkenes, aldehydes, primary and secondary alcohols
Hydrolysis Breaking down compounds by water or dilute acids/alkali Water or dilute acids/alkali Alcohols, carboxylic acids
Condensation A reaction in which two molecules join and eliminate a small molecule Two molecules that can react Smaller molecule and a larger molecule
Oxidising Agent Oxidises Oxidation Product Colour Change
Acidified Potassium Dichromate (K₂Cr₂O₇/H₂SO₄) Secondary alcohols Ketones Orange to green
Aldehydes Carboxylic Acids Orange to green
Acidified Potassium Permanganate (KMnO₄/H₂SO₄) Primary alcohols Aldehydes then carboxylic acids Purple to colourless
Tertiary alcohols X
Ketones X
Reducing Agent Reduces Reduction Product
Lithium Aluminium Hydride (LiAlH₄) Carboxylic Acids Primary alcohol
Aldehyde Primary alcohol
Ketone Secondary alcohol
Sodium Borohydride (NaBH₄) Aldehyde Primary alcohol
Ketone Secondary alcohol
Test Functional Group Tested Colour Change
Tollens' Reagent Aldehydes Silver mirror
Bromine Water Alkenes Decolourises from orange to colourless
2,4-Dinitrophenylhydrazine (2,4-DNPH) Carbonyl compounds (Aldehydes and Ketones) Orange precipitate
Iodoform Test Methyl Ketones Yellow precipitate of iodoform
Silver nitrate and ammonia Halogens Form precipitates of silver halides (AgCl = white, AgBr = cream, AgI = yellow)
Alkene Reactions
Reactant Product Reagents Reaction Type
Alkene Hydrogen halide - Electrophilic addition
Alkene Alcohol Steam + H₂SO₄ / heat Hydration
Alkene Alkane Hydrogen + Ni catalyst / 150°C Electrophilic addition / Hydrogenation
Alcohol Reactions
Reactant Product Reagents Reaction Type
Alcohol Alkene Al₂O₃ or conc. acid / heat Elimination / Dehydration
Alcohol Haloalkane NaX + H₂SO₄ / heat under reflux Nucleophilic substitution
Alcohol Ester Carboxylic acid / H₂SO₄ Esterification
Haloalkane Reactions
Reactant Product Reagents Reaction Type
Haloalkane Alcohol NaOH (aq) / heat under reflux Nucleophilic substitution
Haloalkane Nitrile - Nucleophilic substitution
Haloalkane Amine NH₃ / ethanol Nucleophilic substitution
Alkane Reactions
Reactant Product Reagents Reaction Type
Alkane Haloalkane Halogen / UV light Free radical substitution
Oxidation Reactions
Reactant Product Reagents Reaction Type
Primary alcohol Aldehyde K₂Cr₂O₇ / H₂SO₄ / Distillation Oxidation
Secondary alcohol Ketone Heat Oxidation
Primary alcohol Carboxylic acid Heat under reflux Oxidation
Reduction Reactions
Reactant Product Reagents Reaction Type
Aldehyde Primary alcohol NaBH₄ / H₂O Reduction
Ketone Secondary alcohol NaBH₄ / H₂O, NaCN Reduction
Nitrobenzene Aminobenzene / Phenylamine / Aniline Sn / HCl Reduction
Phenylethanone 1-Phenylethanol NaBH₄ Reduction
Nitrile Amine LiAlH₄ Reduction
Benzene Reactions
Reactant Product Reagents Reaction Type
Benzene Methylbenzene CH₃Cl / AlCl₃ Alkylation / Electrophilic substitution
Benzene Bromobenzene Br₂ / FeBr₃ Bromination / Electrophilic substitution
Benzene Chlorobenzene Cl₂ / AlCl₃ Chlorination / Electrophilic substitution
Benzene Nitrobenzene HNO₃ / H₂SO₄ Nitration / Electrophilic substitution
Benzene Phenylethanone CH₃COCl / AlCl₃ Acylation / Electrophilic substitution

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