M.Sc chemistry organic chemistry-aromaticity chapter_CHEM-II_PPT.pptx

ssuser7cb7541 88 views 178 slides Jul 03, 2024
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About This Presentation

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Slide Content

Slide: Aromaticity

Key Points:

Definition of aromaticity and Huckel's rule

Characteristics of aromatic compounds (planarity, conjugation, cyclic structure)

Examples of aromatic compounds: Benzene, Naphthalene

Key Reactions/Structures:

Structure of Benzene:

Structure of Naphthalene:

Previous Year UPSC Mains Questions:

Explain Huckel's rule and its significance in aromaticity. (UPSC 2016)

Slide: Anti-aromaticity

Key Points:

Definition and characteristics of anti-aromatic compounds

Differences between aromatic and anti-aromatic compounds

Examples of anti-aromatic compounds: Cyclobutadiene, Cyclooctatetraene

Key Reactions/Structures:

Structure of Cyclobutadiene:

Structure of Cyclooctatetraene:

Previous Year UPSC Mains Questions:

Discuss the criteria for anti-aromaticity and provide examples. (UPSC 2017)

Slide: Annulenes

Key Points:

Definition and types of annulenes (e.g., [10]-Annulene, [18]-Annulene)

Stability and aromaticity in annulenes

Examples and applications of annulenes

Key Reactions/Structures:

Structure of [18]-Annulene:

Previous Year UPSC Mains Questions:

Describe the aromatic character of [18]-annulene. (UPSC 2018)

Slide: Azulenes

Key Points:

Structure and properties of azulenes

Comparison with other aromatic compounds

Applications and significance of azulenes

Key Reactions/Structures:

Structure of Azulene:

Previous Year UPSC Mains Questions:

Explain why azulene is more stable than naphthalene. (UPSC 2015)

Slide: Tropolones

Key Points:

Structure and chemical properties of tropolones

Applications in organic synthesis

Biological significance of tropolones

Key Reactions/Structures:

Structure of Tropolone:

Previous Year UPSC Mains Questions:

Discuss the structure and reactivity of tropolone. (UPSC 2016)

Slide: Fulvenes

Key Points:

Structure and types of fulvenes (e.g., 1,3-Diphenyl-2-fulvene)

Electronic properties and stability

Applications in organic chemistry

Key Reactions/Structures:

Structure of Fulvene:

Previous Year UPSC Mains Questions:

What are fulvenes? Discuss their structure and applications. (UPSC 2019)

Slide: Sydnones

Key Points:

Structure and reactivity of sydnones

Synthesis and applications of sydnones

Importance in medicinal chemistry

Key Reactions/Structures:

Structure of Sydnone:

Previous Year UPSC Mains Questions:

Explain the synthesis and significance of sydnones in organic chemistry. (UPSC 2018)

Slide: General methods of study of mechanisms of organic reactions

Key Points:

Overview of kinetic and non-kinetic methods

Isotopic labeling, intermediate trapping, and crossover experiments

Determination of reaction mechanisms

Key Reactions/Structures:

Structure showing Isotopic Labeling

Example of Intermediate Trapping: Use of DMPO in radical trapping

Previous Year UPSC Mains Questions:

Describe the role of isotopic labeling in studying reaction mechanisms. (UPSC 2017)

Slide: Stereochemistry

Key Points:

Definitions of stereoisomers, enantiomers, diastereomers

Concepts of chirality, optical activity

R/S and E/Z nomenclature

Key Reactions/Structures:

Example of Chiral Molecules: Lactic Acid Enantiomers

Example of E/Z Isomers: 2-Butene

Previous Year UPSC Mains Questions:

Explain the concept of chirality and its importance in stereochemistry. (UPSC 2015)

Slide: Energy of activation

Key Points:

Definition and significance of activation energy

Factors affecting activation energy

Arrhenius equation and its applications

Key Reactions/Structures:

Arrhenius Equation: k = A * e^(-Ea/RT)

Graph showing Activation Energy

Previous Year UPSC Mains Questions:

Discuss the role of activation energy in determining reaction rates. (UPSC 2016)

Slide: Thermodynamic and kinetic control of reactions

Key Points:

Differences between thermodynamic and kinetic control

Examples of reactions under thermodynamic and kinetic control

Factors influencing the control of reactions

Key Reactions/Structures:

Example Reaction: Formation of 1,2- and 1,4-addition products in the Diels-Alder reaction

Previous Year UPSC Mains Questions:

Explain thermodynamic and kinetic control with suitable examples. (UPSC 2018)

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Slide: Generation, Geometry, Stability, and Reactions of Carbonium Ions and Carbanions

Key Points:

Definitions and structures of carbonium ions (carbocations) and carbanions

Methods of generation: protonation, heterolytic bond cleavage

Factors affecting stability: inductive effect, resonance, hyperconjugation

Reactions involving carbonium ions and carbanions

Key Reactions/Structures:

Structure of tert-butyl carbocation:

Structure of ethyl carbanion:

Previous Year UPSC Mains Questions:

Discuss the factors affecting the stability of carbocations and carbanions. (UPSC 2019)

Slide: Free Radicals, Carbenes, Benzynes, and Nitrenes

Key Points:

Definitions and structures of free radicals, carbenes, benzynes, and nitrenes

Methods of generation and stability factors

Reactions involving these reactive intermediates

Key Reactions/Structures:

Structure of a methyl radical:

Structure of dichlorocarbene:

Previous Year UPSC Mains Questions:

Explain the generation and reactions of carbenes with examples. (UPSC 2018)

Slide: SN1, SN2, and SNi Mechanisms

Key Points:

Differences between SN1 and SN2 mechanisms

SNi mechanism and its unique features

Factors affecting the rates of SN1 and SN2 reactions

Key Reactions/Structures:

SN1 reaction mechanism:

SN2 reaction mechanism:

Previous Year UPSC Mains Questions:

Compare and contrast the SN1 and SN2 mechanisms. (UPSC 2017)

Slide: Electrophilic and Nucleophilic Reactions of Aromatic Compounds

Key Points:

Overview of electrophilic aromatic substitution (EAS)

Common reactions: nitration, sulfonation, halogenation, Friedel-Crafts alkylation and acylation

Nucleophilic aromatic substitution (NAS) mechanisms and examples

Key Reactions/Structures:

Nitration of benzene:

Nucleophilic aromatic substitution:

Previous Year UPSC Mains Questions:

Explain the mechanism of nitration of benzene. (UPSC 2016)

Slide: E1, E2, and E1cb Mechanisms

Key Points:

Definitions and mechanisms of E1, E2, and E1cb reactions

Differences between the elimination reactions

Factors affecting the rates and outcomes of these reactions

Key Reactions/Structures:

E2 mechanism:

E1cb mechanism:

Previous Year UPSC Mains Questions:

Discuss the E2 elimination mechanism and the factors affecting it. (UPSC 2018)

Slide: Electrophilic Addition to C=C and C≡C, Nucleophilic Addition to C=O and C≡N

Key Points:

Mechanisms of electrophilic addition to alkenes and alkynes

Nucleophilic addition to carbonyl compounds and nitriles

Common reactions and examples

Key Reactions/Structures:

Electrophilic addition to ethene:

Nucleophilic addition to formaldehyde:

Previous Year UPSC Mains Questions:

Explain the mechanism of electrophilic addition to alkenes with an example. (UPSC 2017)

Slide: Conjugated Olefins and Carbonyls

Key Points:

Structure and stability of conjugated systems

Reactions involving conjugated dienes and carbonyls

Diels-Alder reaction and its significance

Key Reactions/Structures:

Structure of 1,3-butadiene:

Diels-Alder reaction:

Previous Year UPSC Mains Questions:

Discuss the significance of conjugation in dienes with examples. (UPSC 2018)

Slide: Rearrangement Reactions

Key Points:

Mechanisms and examples of Pinacol-pinacolone, Hofmann, Beckmann, Baeyer-Villiger, Favorskii, Fries, Claisen, Cope, Stevens, and Wagner-Meerwein rearrangements

Key Reactions/Structures:

Pinacol-pinacolone rearrangement:

Beckmann rearrangement:

Previous Year UPSC Mains Questions:

Explain the mechanism of the Beckmann rearrangement. (UPSC 2016)

Slide: Condensation Reactions

Key Points:

Mechanisms and examples of Aldol, Claisen, Dieckmann, Perkin, Knoevenagel, Wittig, Clemmensen, Wolff-Kishner, Cannizzaro, von Richter, Stobbe, Benzoin, and acyloin condensations

Key Reactions/Structures:

Aldol condensation:

Wittig reaction:

Previous Year UPSC Mains Questions:

Describe the mechanism of the Aldol condensation reaction. (UPSC 2017)

Slide: Synthetic and Natural Polymers

Key Points:

Definitions and examples of synthetic and natural polymers

Mechanisms of polymerization: addition and condensation

Examples: polyethylene, polystyrene, polyvinyl chloride, Teflon, nylon, terylene, synthetic and natural rubber

Key Reactions/Structures:

Structure of polyethylene:

Structure of nylon 6:

Previous Year UPSC Mains Questions:

Discuss the synthesis and applications of nylon 6. (UPSC 2016)

Slide: Structure of Proteins, DNA, RNA

Key Points:

Primary, secondary, tertiary, and quaternary structures of proteins

Double helical structure of DNA and its significance

Structure and types of RNA (mRNA, tRNA, rRNA)

Key Reactions/Structures:

Structure of an alpha helix (protein):

Structure of DNA:

Previous Year UPSC Mains Questions:

Explain the double helical structure of DNA and its biological significance. (UPSC 2017)

Slide: Oxidation and Reduction Reagents

Key Points:

Common oxidation reagents: OsO4, HIO4, CrO3, Pb(OAc)4, SeO2, NBS

Common reduction reagents: B2H6, Na-Liquid NH3, LiAlH4, NaBH4

Applications in organic synthesis

Key Reactions/Structures:

Oxidation with OsO4:

Reduction with LiAlH4:

Previous Year UPSC Mains Questions:

Discuss the role of LiAlH4 in organic synthesis with examples. (UPSC 2018)

Slide: Photochemical Reactions of Simple Organic Compounds

Key Points:

Basics of photochemistry: excited and ground states, singlet and triplet states

Common photochemical reactions: Norrish-Type I and Norrish-Type II reactions

Key Reactions/Structures:

Norrish-Type I reaction:

Norrish-Type II reaction:

Previous Year UPSC Mains Questions:

Explain the Norrish-Type I photochemical reaction with an example. (UPSC 2017)

Slide: Spectroscopic Methods in Structure Elucidation

Key Points:

Principles and applications of IR, UV-Vis, NMR, and Mass spectrometry

Specific frequencies of functional groups in IR spectroscopy

Chemical shift and coupling constants in NMR

Mass spectral fragmentation patterns

Key Reactions/Structures:

IR spectrum showing specific functional group frequencies

NMR spectrum illustrating chemical shifts and coupling constants

Previous Year UPSC Mains Questions:

Describe the principles and applications of NMR spectroscopy in structure elucidation. (UPSC 2018)