Organic Chemistry Course
Fundamental Concepts
Explain the basic principles of atomic structure and electron configuration.
Describe different types of chemical bonds: covalent vs ionic bonds.
Predict molecular geometry using VSEPR theory.
Functional Groups and Nomenclature
Identify and classify various functional groups in organic molecules.
Predict the chemical reactivity and properties of different functional groups.
Apply IUPAC rules to name organic compounds.
Convert between common names and IUPAC names.
Stereochemistry
Define and distinguish between isomers: structural, geometric, and stereoisomers.
Analyze chiral molecules and predict the effects of chirality on physical and chemical properties.
Determine R/S configuration and understand the concept of optical activity.
Reactions and Mechanisms
Classify and describe major types of organic reactions: substitution, addition, elimination, and rearrangement.
Predict the products of basic organic reactions.
Illustrate reaction mechanisms using curved-arrow notation.
Explain the concepts of reaction intermediates, transition states, and activation energy.
Discuss the influence of reaction conditions on the rate and outcome of reactions.
Spectroscopy and Structure Determination
Explain the principles of various spectroscopic techniques: NMR and IR
Interpret spectral data to deduce the structure of organic compounds.
Integrate data from multiple spectroscopic methods to identify unknown compounds.
Synthesis and Retrosynthesis
Design multi-step synthesis pathways for target molecules.
Apply knowledge of functional group transformations in synthesis planning.
Perform retrosynthetic analysis to break down complex molecules into simpler starting materials.
Identify key disconnections and strategic bonds to be formed.
Organic Chemistry in Biological Systems
Describe the role of organic molecules in biological systems.
Explain the basic principles of enzyme catalysis and the role of coenzymes.
Discuss the structure and function of biomolecules such as carbohydrates, lipids, proteins, and nucleic acids.
Problem-Solving and Critical Thinking
Develop strategies for solving complex organic chemistry problems.
Critically evaluate scientific literature and data in organic chemistry.
Apply organic chemistry concepts to real-world problems and interdisciplinary contexts.
Laboratory Techniques
Explain common organic chemistry laboratory techniques such as distillation, extraction, chromatography, and crystallization.
Design and conduct experiments safely and effectively.
Analyze and interpret experimental data to draw valid conclusions.
Expectations
The course spans two semesters of course content (three quarters for UC schools and other trimester/quarter-based universities).
You can expect to see course content that spans intro ochem topics, alkenes, alkynes, allylics, dienes, diels alder, benzenes, aromatics, aldehydes, ketones, alpha carbon chemistry, carboxylic acids, carboxylic acid derivatives, carbohydrate chemistry, amino acids, and other advanced topics.
Our course has review videos, worksheets, practice exams, and much more.
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First Trimester
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Lesson 1: Introduction to organic chemistry, resonance, and formal charge
This intro lesson builds the fundamentals to be successful in organic chemistry. Tune in for a detailed approach to learning organic chemistry. Our tutor-based sessions give you the practice questions you need to be successful.
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Lesson 2: Resonance and Lewis Structures
Our second lesson dives into resonance and lewis structures. We provide detailed explanations to dozens of practice questions to help you be successful in your ochem course. Check it out now!
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Lesson 3: Hybridization and Acids and Bases
Brief review of key concepts from previous lessons: resonance and Lewis structures.
Introduction to the new topics: hybridization and acid-base chemistry.
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Lesson 4: Acids and bases, Bronsted, Lewis acid and bases
Introduce your lesson with an optional, short summary. You can edit this excerpt in lesson settings.
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Lesson 5: Resonance and Lewis Acids and Bases
Introduce your lesson with an optional, short summary. You can edit this excerpt in lesson settings.
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Lesson 6: Newman and Chair Conformations
In Lesson 6, we delve into Newman projections and chair conformations to understand the three-dimensional structures and stability of organic molecules. Students learn to visualize and compare staggered and eclipsed conformations using Newman projections and to draw chair conformations of cyclohexane, identifying axial and equatorial positions to assess stability. This lesson provides essential tools for mastering conformational analysis in organic chemistry.
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Lesson 7: Chair Conformations, Chiral Centers, and Enantiomers
In Lesson 7, we delve into the intricate world of chair conformations, chiral centers, and enantiomers, pivotal concepts in understanding molecular structure and stereochemistry. Building upon previous lessons, we emphasize the practical application of these concepts in organic chemistry.
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Lesson 7: Chair Conformations, Chiral Centers, and Enantiomers Part 2
In Lesson 7, we delve into the intricate world of chair conformations, chiral centers, and enantiomers, pivotal concepts in understanding molecular structure and stereochemistry. Building upon previous lessons, we emphasize the practical application of these concepts in organic chemistry.
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Lesson 8: Lewis Acids, Newman, Acidity Trends
Lesson 8 introduces students to the concepts of Lewis acids, Newman projections, and acidity trends, crucial for understanding molecular interactions and chemical reactivity in organic chemistry. This lesson builds upon previous knowledge of molecular structure and stereochemistry.
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Lesson 9: Enantiomers, Diastereomers, Meso, IR spec
Lesson 9 introduces students to the concepts of enantiomers, diastereomers, meso compounds, and infrared (IR) spectroscopy, essential for understanding stereochemistry and spectroscopic analysis in organic chemistry. This lesson builds upon previous knowledge of molecular structure, chirality, and stereochemical relationships.
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Lesson 10: Halogenation Lecture & Homolytic Cleavage
In Lesson 10, we explore the detailed mechanisms and applications of halogenation reactions and homolytic cleavage. Students will gain a thorough understanding of halogenation types, free radical mechanisms, and the selectivity of bromination versus chlorination. The lesson also delves into homolytic cleavage, explaining the formation and stability of radicals and their reaction pathways.
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Lesson 10: Halogenation Lecture & Homolytic Cleavage Part 2
In Lesson 10 part 2, we continue to explore the detailed mechanisms and applications of halogenation reactions and homolytic cleavage. Students will gain a thorough understanding of halogenation types, free radical mechanisms, and the selectivity of bromination versus chlorination. The lesson also delves into homolytic cleavage, explaining the formation and stability of radicals and their reaction pathways.
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Lesson 11: Stereoisomers and R vs S Lecture
In Lesson 11, we explore stereoisomers, focusing on enantiomers and diastereomers, and the critical concept of R and S configurations. Students will learn to identify different types of stereoisomers and apply the Cahn-Ingold-Prelog priority rules to assign R and S configurations to chiral centers. Real-world applications, particularly in pharmaceuticals, will highlight the practical importance of stereochemistry, equipping students with essential skills for analyzing organic molecules.
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Lesson 12: IR Spectroscopy, NMR, and Degrees of Unsaturation Lecture
In Lesson 12, we explore IR spectroscopy and NMR, along with degrees of unsaturation. Students will learn to interpret IR spectra to identify functional groups and understand molecular vibrations. The lesson also covers NMR principles, focusing on chemical shifts, splitting patterns, and integration for structure elucidation. Additionally, students will calculate degrees of unsaturation to identify rings and multiple bonds.
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Lesson 13: Radical Halogenation, SN2, SN1, E2, and E1 Reactions Introduction
In Lesson 13, we introduce radical halogenation and the key substitution and elimination reactions: SN2, SN1, E2, and E1. Students will learn the detailed mechanisms, factors affecting these reactions, and their stereochemical outcomes. Practical examples and problem-solving exercises will help students predict reaction pathways and understand the competition between substitution and elimination mechanisms.
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Lesson 14: HNMR Chemical Signals, Radical Halogenation_SN2 vs SN1 Principles Lecture
In Lesson 14, explore HNMR Chemical Signals and Radical Halogenation, focusing on SN2 vs SN1 principles in organic chemistry. Master the interpretation of NMR spectra, understand chemical shifts, integration values, and spin-spin coupling. Delve into radical halogenation mechanisms, factors influencing reaction selectivity, and comparative analysis of SN2 (Bimolecular) and SN1 (Unimolecular) substitution reactions.
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Lesson 15: SN2 Practice Problem and Comparing leaving groups
In Lesson 15, master SN2 reactions with practical problems and detailed analysis of leaving group effects. Explore how leaving group stability and stereochemistry influence reaction outcomes in organic synthesis.
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Lesson 16: SN2, SN1, E2 Practice Problems
In Lecture 16, master SN2, SN1, and E2 reactions through practical problems and detailed tutorials. Explore how reaction conditions and substrate properties influence substitution and elimination pathways in organic chemistry.
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Lesson 17: SN2 SN1 E2 E1 Review Session
Prepare for mastery in organic chemistry with Lesson 17, focusing on SN2, SN1, E2, and E1 reactions. Dive into detailed mechanisms and strategic insights essential for understanding and predicting reaction outcomes in synthesis.
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Lesson 18: NMR Example Problem
In Lesson 18, master NMR spectroscopy through a practical example, learning to interpret chemical shifts, integrate peak areas, and deduce molecular structures with confidence and precision.
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Lesson 19: Heavy SN2 SN1 E2 E1 Reaction Problems
In Lesson 19, tackle complex SN2, SN1, E2, and E1 reactions with strategic problem-solving. Explore advanced mechanisms and practical applications to master organic synthesis challenges effectively.
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Lesson 20: NMR Review Session - Benzenes
In Lecture 20, delve into the intricacies of NMR spectroscopy applied to benzenes. Gain insights into interpreting chemical shifts, understanding aromaticity, and applying these techniques in organic chemistry contexts.
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Lesson 21: Alcohols and Ethers - Reaction Problems
In Lecture 21, explore the versatile chemistry of alcohols and ethers, focusing on key reaction pathways, synthetic applications, and practical considerations essential for organic chemistry studies and applications.
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Lesson 22: Alcohols, Ethers, Introduction to Epoxides
In Lesson 22, explore the reactivity and applications of alcohols, ethers, and epoxides in organic chemistry, from fundamental properties to practical synthesis methods and industrial uses, highlighting their pivotal roles in modern chemical research and development.
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Lesson 23: Alcohols, Ethers, Epoxides Synthesis - Final Exam Review
In Lecture 23, review the synthesis and reactions of alcohols, ethers, and epoxides, preparing for the final exam with practice problems and key strategies. Gain confidence and mastery in these essential organic chemistry topics.
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Lesson 24: Epoxides Reactions and Ring Opening
In Lesson 24, delve into epoxide reactions and ring-opening mechanisms. Learn about their synthesis, reactivity, and practical applications in organic synthesis, focusing on regioselectivity and stereochemistry.
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Lesson 25: Halogenation Review - 5 Minute Review
In Lesson 25, quickly review halogenation reactions, focusing on alkanes, alkenes, and alkynes. Understand key mechanisms, selectivity factors, and practical applications in organic synthesis in just 5 minutes.
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Second Trimester
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Lesson 1: Alkenes and Electrophilic Addition of HBr - Markovnikov vs. Anti-Markovnikov
Learn about alkene reactions with HBr: Markovnikov vs. Anti-Markovnikov addition. Understand mechanisms and real-world applications in organic synthesis.
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Lesson 2: Alkenes - Hydrogenation, Synthesis, and Alcohol Addition
Discover the versatility of alkenes: from hydrogenation to alcohol addition, essential for organic synthesis and industrial applications. We also discuss synthesis problems. H2 halohydrins and hydrogenation.
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Lesson 3: Alkenes Naming and Hydroboration-Oxidation Mechanism with CL2/CCl4
Explore alkene naming, hydroboration-oxidation mechanism for alcohol synthesis, and chlorine addition in CCl4 solvent.
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Lesson 4: Alkenes: Br2, HBr, Epoxides, and Syn vs. Anti Addition
Discover alkene reactions: bromination, hydrobromination, epoxide formation, and the differences between syn and anti additions.
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Lesson 5: Alkenes - E vs Z Isomerism and Reactions with HBr, Cl2, H2/Pd
Explore alkene isomerism (E vs Z) and reactions with HBr, Cl2, and H2/Pd catalyst. Understand stereochemical outcomes and synthetic applications.
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Lesson 6: Alkenes - OsO4, O3, Carbenes, and Synthesis
Dive into the versatility of alkenes with OsO4 for diol formation, O3 for ozonolysis yielding carbonyl compounds, and carbenes for cyclopropane synthesis. These reactions showcase key strategies in organic synthesis, enabling precise functional group transformations and diverse molecular structures
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Lesson 7: Alkenes - Review Session on HBr, NMR, and Synthesis
Delve into alkenes' versatility: learn HBr addition mechanisms, interpret NMR spectroscopy nuances, and explore their pivotal role in organic synthesis transformations
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Lesson 8: Alkenes Final Exam Review All Reactions
Prepare for your final exam with a rapid review of all key alkene reactions. Master electrophilic additions, ozonolysis, hydroboration-oxidation, and more through detailed mechanisms and examples.
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Lesson 9: Alkenes - Final Exam Rapid Review and Comprehensive Reaction Guide
Prepare for your final exam with an in-depth review of essential alkene reactions, including electrophilic addition, hydroboration-oxidation, ozonolysis, and more, through detailed mechanisms and examples.
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Lesson 10: Alkynes - H2/ Lindlar Catalyst, Synthesis Problems
Master alkyne synthesis and reactions, including hydrogenation with H2/Lindlar's catalyst. Understand detailed mechanisms and tackle synthesis problems for comprehensive exam preparation.
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Lesson 11: Allylics, Conjugated Dienes, and Diels-Alder Reactions
Explore the dynamic chemistry of allylic compounds, conjugated dienes, and the powerful Diels-Alder reaction. Learn their mechanisms and applications in organic synthesis for creating complex molecular structures efficiently.
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Lesson 12: Advanced Topics in Allylics, Conjugated Dienes, and Diels-Alder Reactions
Delve deeper into the intricacies of allylic compounds, conjugated dienes, and the Diels-Alder reaction. Master advanced mechanisms and applications crucial for organic synthesis and chemical complexity.
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Lesson 13: Aromatics and Benzene Reactions
In Lesson 13, we explore the structure, stability, and reactions of aromatic compounds, focusing on benzene. Students will learn about aromaticity, non-aromaticity, and anti-aromaticity, and their significance in organic chemistry. We will cover key benzene reactions such as nitration, sulfonation, halogenation, and Friedel-Crafts alkylation and acylation, with detailed mechanisms and practical examples.
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Lesson 14: Aromatics, Diels-Alder, and Benzene Reactions
In Lesson 14, we explore the advanced concepts of aromaticity, the Diels-Alder reaction, and key benzene reactions. Students will gain insights into the stability and reactivity of aromatic compounds, understand the [4+2] cycloaddition mechanism of the Diels-Alder reaction, and revisit essential benzene reactions such as nitration, sulfonation, halogenation, and Friedel-Crafts alkylation/acylation.
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Lesson 15: Alkynes and Benzene Reactions - Comprehensive Review (2 hours)
In Lesson 15, we conduct a comprehensive review of alkynes and benzene reactions, including electrophilic aromatic substitution mechanisms. This 2-hour session reinforces key concepts through detailed explanations and practice problems, ensuring students understand and can apply these reactions in various contexts.
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Lesson 16: Aldehydes and Ketones - Nucleophilic Addition Reactions
In Lesson 16, we delve into the chemistry of aldehydes and ketones, focusing on their reactivity and the mechanisms of nucleophilic addition reactions. Through detailed explanations and practical examples, students will learn how these fundamental carbonyl compounds undergo various addition reactions, preparing them for advanced topics and exams.
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Lesson 17: Aldehydes and Ketones, Imines, Enamines, & Grignard Reactions
In Lesson 17, Aldehydes and ketones feature carbonyl groups; imines form with primary amines; enamines from secondary amines; Grignard reactions form carbon-carbon bonds
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Lesson 18: Wolf Kishner Mechanism, Wittig Reaction, Aldehydes and Ketones
In lesson 18, the Wolf Kishner Mechanism involves converting carbonyl groups to methylene groups using hydrazine and a strong base. The Wittig Reaction utilizes phosphonium ylides to create alkenes from ketones and aldehydes. These reactions are crucial in organic synthesis for creating diverse molecular structures.
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Lesson 19: Alpha Carbon Chemistry, Aldol Reaction, Michael Addition
In Lesson 19, we explore alpha carbon chemistry, focusing on reactions like the aldol reaction and Michael addition. These reactions are pivotal in organic synthesis, enabling the formation of carbon-carbon bonds and yielding diverse molecular architectures.
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Lesson 20: Alpha carbon chemistry, Michael Addition, and Robinson Annulation
Lesson 20 delves into alpha carbon chemistry, emphasizing the Michael addition and Robinson annulation. These reactions are essential for constructing complex organic molecules, facilitating the formation of carbon-carbon bonds and cyclic structures with strategic control over stereochemistry.
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Lesson 21: Aldehydes, Ketones, Imines, Enamines, Wittig Reactions
In Lesson 21, we explore aldehydes, ketones, imines, enamines, and the Wittig reaction. These topics cover the versatile chemistry of carbonyl compounds, their derivatives, and methods for synthesizing complex organic molecules.
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Lesson 22: Aldehydes, Ketones, Alpha Carbon Chemistry Reactions
In Lesson 22, we focus on aldehydes and ketones, exploring their properties and reactions involving alpha carbons. These reactions play crucial roles in organic synthesis, enabling the formation of new carbon-carbon bonds and the creation of diverse molecular structures.
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Lesson 23: Aldehydes, Ketones, Alpha Carbon Chemistry, and Final Exam Review
In Lesson 23, we cover aldehydes, ketones, and alpha carbon chemistry, emphasizing reactions and mechanisms pivotal in organic synthesis. Additionally, we review key concepts in preparation for the final exam, consolidating understanding and application of these fundamental topics
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Lesson 24: Second Quarter Final Synthesis Problems
Lesson 24 presents synthesis problems designed for the second quarter final exam. These problems focus on integrating knowledge of organic chemistry principles, reactions, and strategies to synthesize complex molecules from simpler starting materials.
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Third Trimester
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Lesson 1: Intro to Carboxylic Acids and Synthesis of Carboxylic Acids
This video provides a concise introduction to carboxylic acids, their properties, and common uses. It also covers various methods for synthesizing carboxylic acids, including oxidation of alcohols and aldehydes, and hydrolysis of nitriles. Perfect for students and chemistry enthusiasts looking to understand the fundamentals of carboxylic acids and their preparation.
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Lesson 2: Carboxylic Acid Reactions: Acyl Halides, SOCl2, Esterification
This video explores key reactions of carboxylic acids, focusing on the formation of acyl halides using SOCl₂ and esterification processes. Learn how carboxylic acids react with thionyl chloride (SOCl₂) to form acyl chlorides and how esterification reactions transform carboxylic acids into esters. Ideal for students and enthusiasts looking to deepen their understanding of carboxylic acid chemistry and its practical applications.
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Lesson 3: Carboxylic Acid Reactions: Intramolecular Reactions and HVZ Mechanism
In this video, we explore intramolecular reactions of carboxylic acids, focusing on lactonization and lactamization, and delve into the Hell-Volhard-Zelinsky (HVZ) mechanism for α-halogenation of carboxylic acids. This lesson provides a clear and concise explanation of these reactions, their mechanisms, and practical applications. Perfect for students aiming to deepen their understanding of carboxylic acid chemistry.
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Lesson 4: Carboxylic Acids Derivatives Reactions, Intramolecular, Synthesis, Grignard, LiAlOR3H
In this lesson, we explore carboxylic acid derivatives, focusing on intramolecular reactions, Grignard reactions, and reductions using lithium aluminum hydride (LiAlH4) and LiAl(OR)3. We discuss the formation of cyclic compounds, the use of Grignard reagents to create tertiary alcohols from esters, and the reduction of esters, amides, and carboxylic acids to primary alcohols or amines, highlighting their significance in organic synthesis.
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Lesson 5: Carboxylic Acids, Anhydrides, Amides, and the Hofmann Rearrangement Mechanism
In this lesson, we delve into the chemistry of carboxylic acids, anhydrides, and amides, with a special focus on the Hofmann rearrangement mechanism. We will explore the properties and reactions of these compounds, emphasizing their interconversions. The Hofmann rearrangement will be examined in detail.
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Lesson 6: Carboxylic Acid and Derivatives Review Session and Practice Problems
In this lesson, we review key concepts and reactions of carboxylic acids and their derivatives. We'll revisit intramolecular reactions, Grignard reagents, reductions, and the Hofmann rearrangement. The session includes a series of practice problems designed to reinforce understanding and application of these topics, helping students to solidify their knowledge through practical examples.
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Lesson 7: Carboxylic Acid and Derivatives Practice Problems Review Session
In this lesson, we will review and solve practice problems related to carboxylic acids and their derivatives. We'll reinforce key concepts and reactions, including esterification, reductions, Grignard reactions, and the Hofmann rearrangement. This session aims to solidify your understanding of concepts.
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Lesson 8: Amides Nitriles and Amines Reactions
In this lesson, we cover amines, nitriles, and nitrous amines. All following the lectures from carboxylic acids.
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Lesson 9: Amine Hoffman Elimination Mannich and Nitrous Amines
In this lesson, we cover Amine Hoffman Elimination Mannich and Nitrous Amines.
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Lesson 10: Phenols Kolbe Benzylic Carbon Chemistry Reactions
In this lesson, we cover Phenols Kolbe Benzylic Carbon Chemistry Reactions.
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Lesson 11: Phenol Benzylic Carbon Chemistry Nitrous Amine Practice Synthesis and Claisen Condensation
In this lesson, we cover Phenol Benzylic Carbon Chemistry Nitrous Amine Practice Synthesis and Claisen Condensation.
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Lesson 12: Benzylic Carbon Chemistry Phenol Nitrous Amines Claisen Condensation Reactions
In this lesson, we cover Benzylic Carbon Chemistry Phenol Nitrous Amines Claisen Condensation Reactions.
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Lesson 13: Beta Dicarbonyl Reactions Beta Ketoester Beta Diester Hydrolysis Robinson Michael Aldol
In this lesson, we cover Beta Dicarbonyl Reactions Beta Ketoester Beta Diester Hydrolysis Robinson Michael Aldol.
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Lesson 14: Alpha Hydroxy Ketone Formation and Practice Synthesis Reactions
In this lesson, we cover Alpha Hydroxy Ketone Formation and Practice Synthesis Reactions.
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Lesson 15: Carbohydrate Reactions Review Video: Epimers, Anomers, and Much More
In this lesson, we cover Carbohydrate Reactions Review Video: Epimers, Anomers, and Much More.
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Lesson 16: Amino Acids Proteins and Carbohydrates Reactions Review
In this lesson, we cover Amino Acids Proteins and Carbohydrates Reactions Review.
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Meet your instructor
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Meet your instructor ✳
UC Davis & Johns Hopkins University School of Medicine Alumni
Eric Roman, MS, MPAP, PA-C, Keck USC Trained
In our organic chemistry tutoring sessions and online resources, students gain a structured approach to mastering complex concepts and problem-solving strategies. We offer tailored explanations on topics such as molecular structure, stereochemistry, and spectroscopy, fostering a deeper understanding through interactive learning tools and practice problems. Our goal is to empower students with the skills and confidence needed to excel in organic chemistry, preparing them for academic success and real-world applications in scientific research and industry.
With over 7 years of experience teaching organic chemistry to community college and 4-year university students, Eric Roman, MS, MPAP, PA-C feels confident and prepared to help you succeed in your science courses. Sign up to get started.
What you’ll learn
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In our online organic chemistry tutoring, students receive personalized guidance tailored to their learning pace and goals. They benefit from in-depth explanations of complex concepts, interactive problem-solving sessions, and access to a wealth of digital resources designed to enhance understanding and mastery of organic chemistry principles.
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Our online organic chemistry question bank provides students with a comprehensive repository of practice problems spanning key topics such as molecular structure, reaction mechanisms, and spectroscopy. It offers targeted practice to reinforce understanding, along with detailed explanations and solutions that aid in mastering challenging concepts and preparing for exams effectively.
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Our online video library offers students access to a curated collection of instructional videos covering essential organic chemistry topics. Each video provides clear explanations and visual demonstrations to aid in understanding complex concepts such as molecular bonding, reaction mechanisms, synthesis, predict the product, and spectroscopic techniques. These resources serve as valuable supplements for learning and review, supporting students in their journey to master organic chemistry.
Course FAQ
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Online tutoring offers personalized sessions where tutors can address your specific difficulties in real-time. Through interactive whiteboards and video explanations, you can receive tailored guidance on complex topics like reaction mechanisms and spectroscopic analysis, enhancing comprehension and retention. Our experienced head tutor provides detailed 1-1 tutoring explanations for organic chemistry students through Zoom and provides students with practice worksheets, quizzes, practice exams, PDFs, videos, and much more.
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Online tutoring provides flexibility in scheduling sessions that fit your timetable, allowing for focused one-on-one attention from experienced tutors. Moreover, access to recorded lessons and digital resources ensures continuous learning beyond scheduled sessions, accommodating different learning styles effectively.
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Our online platform emphasizes targeted exam preparation through comprehensive review sessions, practice tests, and problem-solving workshops. Tutors guide students in mastering key topics such as stereochemistry and reaction mechanisms, equipping them with the skills and confidence needed to excel in assessments.