Organic Chemistry Reaction Types

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Questions and Answers

Match the following organic reactions with their corresponding examples:

Addition Reaction = Reaction of formaldehyde with cyanide ion Substitution Reaction = Hydrolysis of tert-butyl chloride Elimination Reaction = Dehydration of ethanol Oxidation Reaction = Oxidation of ethanol to acetic acid

Match the following organic reaction types with their respective descriptions:

Nucleophilic Substitution = A reaction involving an electron-rich species attacking a positively charged center Electrophilic Addition = An electron-deficient species adding across a double or triple bond Rearrangement Reaction = Conversion of a molecule into an isomer Free Radical Addition = A reaction involving species with unpaired electrons

Match the following organic reactions with the key feature that defines them:

Polymerization = Joining of small molecules (monomers) to form a large molecule (polymer) Hydrolysis = Breaking of a bond in a molecule by reaction with water Combustion = Reaction with oxygen leading to carbon dioxide, water, and energy release Isomerization = Conversion of a molecule into its isomer

Match the following organic reactions with their corresponding mechanisms:

<p>Sâ‚™1 = Unimolecular nucleophilic substitution Sâ‚™2 = Bimolecular nucleophilic substitution Diels-Alder = A type of cycloaddition reaction Simmons-Smith = A reaction involving carbene-like intermediates</p> Signup and view all the answers

Match the following organic reactions with their respective products:

<p>Nitration of benzene = Nitrobenzene Addition of HBr to ethene = Bromoethane Pinacol-Pinacolone rearrangement = Pinacolone Chlorination of methane = Chloromethane</p> Signup and view all the answers

Match the following organic reactions with their corresponding reactants:

<p>Hydrolysis of esters = Esters Hydrolysis of amides = Amides Combustion of hydrocarbons = Hydrocarbons Conversion of glucose to fructose = Glucose</p> Signup and view all the answers

Match the following organic reaction types with their corresponding characteristics:

<p>Nucleophilic Addition = An electron-rich species attacks a carbonyl carbon Free Radical Reaction = Involves species with unpaired electrons Reduction Reaction = Decrease in oxidation state Oxidation Reaction = Increase in oxidation state</p> Signup and view all the answers

Match the following organic reaction types with their corresponding reagents:

<p>Sâ‚™1 = Tertiary alkyl halides Sâ‚™2 = Primary alkyl halides Addition Polymerization = Initiators and monomers Dehydration = Strong acids like Hâ‚‚SOâ‚„</p> Signup and view all the answers

Match the following organic reactions with their corresponding conditions or catalysts:

<p>Nitration of benzene = Concentrated nitric acid and sulfuric acid Diels-Alder Reaction = Heat Simmons-Smith cyclopropanation = Carbenoid reagents like zinc-copper couple and a diiodomethane Dehydration of ethanol = Heat and a strong acid</p> Signup and view all the answers

Match the following types of reactions with their correct descriptions:

<p>Substitution Reactions = One atom or group replaced by another atom or group Addition Reactions = Atoms added to a double or triple bond Rearrangement Reactions = Atoms within a molecule rearrange to form isomers Redox Reactions = Involve the transfer of electrons</p> Signup and view all the answers

Match the specific types of substitution reactions with their characteristics:

<p>S_N1 = Unimolecular nucleophilic substitution S_N2 = Bimolecular nucleophilic substitution Electrophilic Substitution = Electrophile replaces a group Nucleophilic Substitution = Nucleophile replaces a leaving group</p> Signup and view all the answers

Match the following addition reaction types with their examples:

<p>Electrophilic Addition = Hydrohalogenation Nucleophilic Addition = Addition to carbonyl compounds Free Radical Addition = Polymerization of ethene Hydration = Addition of water to alkenes</p> Signup and view all the answers

Match the following elimination reaction types with their corresponding definitions:

<p>E1 = Unimolecular elimination E2 = Bimolecular elimination Dehydration of Alcohols = Formation of double bonds by removal of water Dehydrohalogenation = Formation of double bonds by removal of halogens</p> Signup and view all the answers

Match the following categories of condensation reactions with their examples:

<p>Aldol Condensation = Formation of β-hydroxy carbonyl compounds Esterification = Formation of esters from acids and alcohols Peptide Bond Formation = Combination of amino acids Decarboxylation = Removal of a carboxylic acid group</p> Signup and view all the answers

Match the types of pericyclic reactions with their characteristics:

<p>Cycloaddition = Formation of cyclic compounds Sigmatropic Rearrangement = Rearrangement of atoms in a molecule Electrocyclic Reactions = Reversible reactions involving a change in electron configuration Diels-Alder Reaction = Specific type of cycloaddition</p> Signup and view all the answers

Match the following oxidation and reduction types with their examples:

<p>Oxidation = Increase in bonds to oxygen Reduction = Increase in bonds to hydrogen Oxidation of Alcohols = Conversion to aldehydes or ketones Hydrogenation of Alkenes = Addition of hydrogen to unsaturated compounds</p> Signup and view all the answers

Match the processes involved in radical reactions with their definitions:

<p>Initiation = Generation of free radicals Propagation = Continuation of the radical reaction Termination = Scavenging of free radicals Halogenation of Alkanes = Reaction of free radicals with alkanes</p> Signup and view all the answers

Flashcards

Substitution Reaction

A type of chemical reaction where one atom or group of atoms in a molecule is replaced by another atom or group.

Nucleophilic Substitution

A reaction in which a nucleophile (an electron-rich species) replaces a leaving group (a group that departs with its electrons).

SN1

A substitution reaction that involves the formation of a carbocation intermediate.

SN2

A substitution reaction that involves a concerted reaction mechanism, where the nucleophile attacks the substrate at the same time the leaving group departs.

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Electrophilic Substitution

A reaction in which an electrophile (an electron-deficient species) replaces a group, commonly seen in aromatic compounds.

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Addition Reaction

Atoms are added to a double or triple bond, reducing its unsaturation.

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Condensation Reaction

A reaction in which two molecules combine to form a larger molecule, often with the elimination of a small molecule like water.

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Pericyclic Reactions

Reactions that proceed via a cyclic transition state, often involving the formation of rings.

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Elimination Reaction

A reaction where atoms or groups are removed from a molecule, forming a double or triple bond.

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Rearrangement Reaction

A reaction where the atoms within a molecule rearrange to form a different isomer.

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Oxidation Reaction

A reaction where a molecule gains oxygen atoms or loses hydrogen atoms, increasing its oxidation state.

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Reduction Reaction

A reaction where a molecule gains hydrogen atoms or loses oxygen atoms, decreasing its oxidation state.

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Radical Reactions

A reaction involving highly reactive species with unpaired electrons.

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Polymerization Reaction

A reaction where small molecules (monomers) join together to form a large chain-like molecule (polymer).

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Study Notes

Organic Chemistry Reaction Types

  • Substitution Reactions: One atom or group is replaced by another.
    • Nucleophilic Substitution: A nucleophile replaces a leaving group.
      • SN1: Unimolecular, involving a carbocation intermediate.
      • SN2: Bimolecular, involving a concerted mechanism.
    • Electrophilic Substitution: An electrophile replaces a group, common in aromatic compounds.
      • Examples include nitration, sulfonation, and halogenation of benzene.

Addition Reactions

  • Atoms are added to a double or triple bond, reducing unsaturation.
    • Electrophilic Addition: Electrophiles add to alkenes or alkynes.
      • Examples include hydrohalogenation and hydration.
    • Nucleophilic Addition: Nucleophiles add to carbonyl compounds (aldehydes or ketones).
    • Free Radical Addition: Radicals add to unsaturated compounds, e.g., polymerization of ethene.

Elimination Reactions

  • Atoms or groups are removed from a molecule, forming a double or triple bond.
    • E1: Unimolecular, involving a carbocation intermediate.
    • E2: Bimolecular, involving a concerted mechanism.
    • Example: Dehydration of alcohols and dehydrohalogenation.

Rearrangement Reactions

  • Atoms within a molecule rearrange to form structural isomers.
    • Examples include Pinacol-Pinacolone and Wagner-Meerwein rearrangements.

Redox Reactions

  • Involve electron transfer, leading to oxidation or reduction.
    • Oxidation: Increasing the number of bonds to oxygen or decreasing the number of bonds to hydrogen.
    • Reduction: Increasing the number of bonds to hydrogen or decreasing the number of bonds to oxygen.
    • Examples include alcohol oxidation and alkene hydrogenation.

Condensation Reactions

  • Two molecules combine to form a larger molecule, often with the elimination of a small molecule like water.
    • Examples: Aldol condensation and esterification.

Pericyclic Reactions

  • Reactions proceed via a cyclic transition state.
    • Types include cycloadditions (e.g. Diels-Alder reaction), sigmatropic rearrangements, and electrocyclic reactions.

Radical Reactions

  • Involve free radicals as intermediates having unpaired electrons.
    • Steps: Initiation, propagation, and termination.
    • Examples include halogenation of alkanes and polymerization.

Polymerization Reactions

  • Small molecules (monomers) combine to form large macromolecules (polymers).
    • Addition Polymerization: No by-products, like polyethylene from ethene.
    • Condensation Polymerization: By-product elimination, like nylon formation.

Hydrolysis Reactions

  • Breaking of a bond in a molecule due to reaction with water.
    • Examples include hydrolysis of esters and amides.

Combustion Reactions

  • Organic compounds react with oxygen to form carbon dioxide, water, and energy.
    • Example: Combustion of hydrocarbons.

Isomerization Reactions

  • Molecules convert to isomers, changing atom arrangement without changing molecular formula.
    • Example: Conversion of glucose to fructose.

Carbenoid Reactions

  • Reactions involving carbene or carbene-like intermediates.
    • Example: Simmons-Smith cyclopropanation.

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