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Questions and Answers
Which statement most accurately describes the role of a free radical in the initiation step of addition polymerization?
Which statement most accurately describes the role of a free radical in the initiation step of addition polymerization?
- The free radical facilitates the abstraction of hydrogen atoms from monomers, creating reactive carbenes.
- The free radical's unpaired electron breaks open the double bond in a monomer, forming a new radical. (correct)
- The free radical acts as a terminating agent, combining with monomers to halt chain propagation.
- The free radical donates electrons to stabilize double bonds, preventing premature polymerization.
In condensation polymerization, the byproduct formed is exclusively water.
In condensation polymerization, the byproduct formed is exclusively water.
False (B)
Explain the mechanistic differences between thermal cracking and catalytic cracking in the context of alkane decomposition, with specific reference to energy requirements and product selectivity.
Explain the mechanistic differences between thermal cracking and catalytic cracking in the context of alkane decomposition, with specific reference to energy requirements and product selectivity.
Thermal cracking involves high temperatures and pressures to break C-C bonds, resulting in a random mixture of smaller alkanes and alkenes. Catalytic cracking uses lower temperatures and pressures with a catalyst to selectively produce specific alkenes and branched alkanes.
In the context of elimination reactions, the preferential formation of the most substituted alkene is rationalized by ______'s rule, which hinges on the thermodynamic stability of the resulting alkene.
In the context of elimination reactions, the preferential formation of the most substituted alkene is rationalized by ______'s rule, which hinges on the thermodynamic stability of the resulting alkene.
Match the following reaction types with their corresponding general descriptions:
Match the following reaction types with their corresponding general descriptions:
Which factor primarily determines the strength of London dispersion forces between two nonpolar molecules?
Which factor primarily determines the strength of London dispersion forces between two nonpolar molecules?
A tertiary alcohol will undergo SN1 reaction faster than a primary alcohol.
A tertiary alcohol will undergo SN1 reaction faster than a primary alcohol.
Describe the key differences in the reaction conditions required for SN1 versus SN2 reactions, specifying solvent polarity, nucleophile strength, and substrate structure.
Describe the key differences in the reaction conditions required for SN1 versus SN2 reactions, specifying solvent polarity, nucleophile strength, and substrate structure.
In mass spectrometry, the ______ peak represents the intact molecular ion and provides crucial information about the molar mass of the compound.
In mass spectrometry, the ______ peak represents the intact molecular ion and provides crucial information about the molar mass of the compound.
Match the following spectroscopic techniques with the type of molecular information they primarily provide:
Match the following spectroscopic techniques with the type of molecular information they primarily provide:
Which experimental technique is most effective for distinguishing between enantiomers?
Which experimental technique is most effective for distinguishing between enantiomers?
Alkanes are more reactive than alkenes due to the presence of sigma bonds.
Alkanes are more reactive than alkenes due to the presence of sigma bonds.
Explain how increased branching in an alkane affects its boiling point, and relate this effect to changes in intermolecular forces.
Explain how increased branching in an alkane affects its boiling point, and relate this effect to changes in intermolecular forces.
The addition of HBr to an unsymmetrical alkene will proceed via ______'s rule, where the hydrogen atom attaches to the carbon with more hydrogen atoms already attached
The addition of HBr to an unsymmetrical alkene will proceed via ______'s rule, where the hydrogen atom attaches to the carbon with more hydrogen atoms already attached
Match the types of structural isomers with their corresponding description:
Match the types of structural isomers with their corresponding description:
Which of the following is the primary reason for the high flammability of organic compounds?
Which of the following is the primary reason for the high flammability of organic compounds?
Esters are functional group isomers with ketones.
Esters are functional group isomers with ketones.
Describe the step-by-step mechanism of an SN1 reaction.
Describe the step-by-step mechanism of an SN1 reaction.
The process of converting long hydrocarbon chains into shorter, more usable chains is known as ______.
The process of converting long hydrocarbon chains into shorter, more usable chains is known as ______.
Match the functional groups with the appropriate suffix used in IUPAC naming:
Match the functional groups with the appropriate suffix used in IUPAC naming:
Flashcards
What are Polymers?
What are Polymers?
Large organic molecules made of hundreds or thousands of atoms, composed of repeated smaller units called monomers.
What are Monomers?
What are Monomers?
Small organic molecules that can be covalently bonded to each other in a repeating pattern to form a polymer.
What is Addition Polymerization?
What is Addition Polymerization?
Polymers joining two or more monomers with double bonds (unsaturated) to form long single-bonded chains.
What is Condensation Polymerization?
What is Condensation Polymerization?
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What is the role of a Free Radical in Polymerization?
What is the role of a Free Radical in Polymerization?
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What is a Free Radical?
What is a Free Radical?
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What are Addition Reactions?
What are Addition Reactions?
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What are Elimination Reactions?
What are Elimination Reactions?
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What is Markovnikov's Rule?
What is Markovnikov's Rule?
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What is Zaitsev's Rule?
What is Zaitsev's Rule?
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What are Intermolecular Forces?
What are Intermolecular Forces?
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What are Hydrogen Bonds?
What are Hydrogen Bonds?
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What are Dipole-Dipole Forces?
What are Dipole-Dipole Forces?
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What are Induced Dipole Forces (London Dispersion Forces)?
What are Induced Dipole Forces (London Dispersion Forces)?
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What is Melting Point?
What is Melting Point?
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What is Boiling Point?
What is Boiling Point?
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What is Viscosity?
What is Viscosity?
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What is the 'Root Name' in IUPAC nomenclature?
What is the 'Root Name' in IUPAC nomenclature?
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What information does the Prefix in IUPAC nomenclature contain?
What information does the Prefix in IUPAC nomenclature contain?
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What information does the Suffix in IUPAC nomenclature contain?
What information does the Suffix in IUPAC nomenclature contain?
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Study Notes
- Polymers are large organic molecules consisting of hundreds or thousands of atoms, structured from smaller, repeating units called monomers.
Monomers
- Small organic molecules that can be covalently bonded to each other in a repeating pattern.
Polymers
- Large molecules composed of smaller monomer units covalently bonded in a repeating pattern.
Addition Polymerization
- Polymers are made by joining two or more monomers with double bonds (alkenes & alkynes) to form long, single-bonded chains.
- The double bond breaks, and the monomers join to create long chains, without losing or adding atoms.
Steps of Addition Polymerization of Polyethene
- Polyethene is used for squeeze bottles, plastic bags, films, toys, molded objects, and electric insulation. It has the recycling number 4.
- Initiation: A free radical initiates the double bond of a monomer to break open.
- A free radical contains an unpaired electron.
- The monomer reacts with the free radical, creating another free radical.
- Propagation: The new free radical adds to another monomer, creating another free radical and lengthening the chain.
- Termination: Two radicals join together, or one radical removes a hydrogen from another, forming a saturated molecule (alkane) and an unsaturated molecule (alkene).
Condensation Polymerization
- Occurs when two different monomers with functional groups (alcohols and carboxylic acids) on both ends react, eliminating a water molecule.
Formation of Polyesters
- Forms similarly to a normal ester (alcohol and carboxylic acid reacting), but the alcohol and carboxylic acids have a functional group on both ends (diols and dicarboxylic acids).
Summary of Organic Reactions: Alkane + Alkene
- Thermal cracking uses high heat to break down hydrocarbons.
- Hydrogenation (+Hâ‚‚) converts it to Alkane, requires a Platinum (Pt) catalyst
- Catalytic cracking (-Hâ‚‚) converts it to Alkane, requires a Platinum (Pt) catalyst
- Combustion (reacts with Oâ‚‚) produces COâ‚‚ + Hâ‚‚O.
- Halogenation (Xâ‚‚, HX byproduct)converts it to Haloalkane.
Summary of Organic Reactions: Alkene
- Hydrogenation (+Hâ‚‚)converts it to Alkane, requires a Platinum (Pt) catalyst.
- Hydrogenation is the addition of hydrogen.
- Hydrohalogenation (+HX) adds a hydrogen halide.
- Hydration (+ Hâ‚‚O) adds water, requires Hâ‚‚SOâ‚„ catalyst.
- Halogenation (+Xâ‚‚) adds a halogen.
Summary of Organic Reactions: Alkyl Halide
- Dehydrohalogenation (-HX) converts it to Alkene.
- Requires a concentrated strong base, strongly heated, dissolved in ethanol.
- Dehydrohalogenation is the removal of a hydrogen halide.
- Dehalogenation (-Xâ‚‚) converts it to Alkene, requires Sunlight - UV
Addition Reactions
- Reactions where atoms are added to an organic molecule and the double or triple bonds open.
- Hydrogenation adds Hâ‚‚ and requires a catalyst (Pt, Ni, or Pd). The alkene needs to be dissolved in a non-polar solvent.
- Halogenation adds Xâ‚‚. No water should be present.
- Hydrohalogenation adds HX, and no water should be present. Markovnikov's rule applies (H atom bonds to the carbon atom with the greater number of H atoms bonded to it)
- Hydration: Addition of H₂O, requires a strong but dilute acid catalyst (e.g., H₂SO₄ or H₃PO₄) and heat in the form of steam (H₂O reactant). Markovnikov's rule applies.
Elimination Reactions
- Reactions where atoms or groups of atoms are removed from the organic molecule to form a double or triple-bonded compound.
- Dehydrogenation removes Hâ‚‚ and requires the alkane in the presence of a catalyst (Pt, Ni, or Pd).
- Dehalogenation removes Xâ‚‚.
- Dehydrohalogenation removes HX. Requires concentrated NaOH/KOH in ethanol as the solvent with strong heating under reflux. Zaitsev's rule applies (H atom is removed from the carbon atom with the least number of H atoms).
- Dehydration removes H₂O, requires heating of an alcohol with a concentrated acid catalyst (eg. H₂SO₄ or H₃PO₄). Sulfuric acid acts as a dehydrating agent, and Zaitsev's rule applies.
Substitution Reactions
- Occur between saturated alkanes, haloalkanes, and alcohols, where an atom or group of atoms is replaced/exchanged for another.
- Alkanes (Halogenation) substitutes a halogen atom. This reaction takes place in the presence of sunlight/heat.
- Haloalkanes (Hydrolysis) substitutes Hâ‚‚O . Requires the haloalkane to be dissolved in ethanol with hot aqueous NaOH/KOH solution.
- Alcohols (Hydrohalogenation) substitutes HX. Requires HDX present at room temperature.
Combustion/Oxidation Reactions
- Occur when hydrocarbons and alcohols react with oxygen to form water and carbon dioxide
- Complete combustion requires an excess of oxygen
- Incomplete combustion requires insufficient oxygen.
Cracking
- Breaks up long hydrocarbon chains into smaller, more useful ones, resulting in an alkene and alkane
- Thermal cracking uses high pressures (up to 70 atmospheres) and high temperatures without a catalyst.
- Catalytic cracking uses a catalyst at low pressure (up to 1 atmosphere) and low temperature.
Esterification
- A reaction between an alcohol and a carboxylic acid in the presence of a concentrated acid catalyst Hâ‚‚SOâ‚„ . Esters are responsible for the various smells which occur in nature, like banana and apple etc.
Types of Intermolecular Forces (IMFs)
- Hydrogen Bonds: Strongest, act over shorter distances, between molecules that are strongly polar that contain hydrogen bonded to a small highly electronegative atom such as N, O or F.
- Stronger than Dispersion forces/Induced Dipole forces.
- Dipole-Dipole Forces: Between slightly polar molecules.
- Force of attraction between the end of the one molecule and the & end of another.
- Induced Dipole Forces (London): Very weak Van der Waals forces, between non-polar molecules that form induced (temporary) dipoles.
Physical properties and IMF relationship
- Melting Point directly proportional to IMF
- Boiling Point directly proportional to IMF
- Vapor Pressure inversely proportional to IMF
- Viscosity directly proportional to IMF
- Solubility inversely proportional to IMF
- Density directly proportional to IMF
- Flammability inversely proportional to IMF
- Odour inversely proportional to IMF
Isomers
- Compounds that have the same molecular formula but different structural formulas.
- Chain isomers share the same molecular formula but different chain arrangements.
- Positional isomers have the same molecular formula, but the functional group is placed on a different position.
- Functional isomers have the same molecular formula, but the functional group is a different molecule.
Organic Functional Groups
- Alkanes (single bonds): suffix "-ane"
- Alkenes (double bonds): suffix "-ene"
- Alkynes (triple bonds): suffix "-yne"
- Haloalkane/Haloalkene "fluoro-", "chloro-", "bromo-", "iodo-"
- Alcohols suffix "-ol"
- Carboxylic acids suffix "-oic acid"
- Esters suffix "-oate"
- Aldehydes suffix "-al"
- Ketone suffix "-one"
Naming Organic Compounds
- Number of carbon atoms in main chain:
- 1: meth-
- 2: eth-
- 3: prop-
- 4: but-
- 5: pent- -6: hex-
- 7: hept-
- 8: oct-
- 9: non-
- 10: dec-
- Number of substituents:
- 2: di
- 3: tri
- 4: tetra
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