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Organic Chemistry - UCI

Organic Chemistry - UCI

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51A: These videos are part of a 28-lecture undergraduate level course titled "Organic Chemistry" taught at UC Irvine by Professor James S. Nowick in fall 2009. This course covers topics such as bonding and structures, acids and bases, organic molecules and functional groups, alkanes, stereochemistry, organic reactions, alkyl halides and nucleophilic substitution, alkyl halides and elimination reactions, and other various topics. The website for the class is eee.uci.edu/09f/40350/ . The course is titled Chem 51A and is the first of a three-quarter sequence comprising Chem 51A, Chem 51B, and Chem 51C.

51B: These videos cover the third academic quarter of a three-quarter undergraduate-level class "Organic Chemistry" taught at UC Irvine. This third-quarter class, Chem 51C, builds upon the previous two quarters, Chem 51A and Chem 51B, and focuses on the chemistry of carbonyl compounds. Topics covered include aldehydes, ketones, carboxylic acids, esters, acid chlorides, anhydrides, amides, nitriles, enolates, organometallic reagents, the aldol reaction, amines, carbohydrates, amino acids, and peptides. The course focuses on chemical transformations, chemical reagents, arrow-pushing mechanisms, chemical structure, and spectroscopy.
Chapters covered:
Ch. 9 Alcohols, Ethers, and Epoxides
Ch. 10 Alkenes
Ch. 11 Alkynes
Ch. 12 Oxidation and Reduction
Ch. 13 Mass Spectrometry and IR Spectroscopy
Ch. 14 NMR Spectroscopy
Ch. 15 Radical Reactions
Ch. 16 Conjugation, Resonance, and Dienes
Ch. 17 Aromatic Compounds
Ch. 18 Electrophilic Aromatic Substitution
Organic Chemistry 51B is part of OpenChem: learn.uci.edu/openedweek/chem51b.html
Materials such as blank lecture templates and exams are available on the original course web site: eee.uci.edu/13w/40700/

51C:These videos cover the third academic quarter of a three-quarter undergraduate-level class "Organic Chemistry" taught at UC Irvine. This third-quarter class, Chem 51C, builds upon the previous two quarters, Chem 51A and Chem 51B, and focuses on the chemistry of carbonyl compounds. Topics covered include aldehydes, ketones, carboxylic acids, esters, acid chlorides, anhydrides, amides, nitriles, enolates, organometallic reagents, the aldol reaction, amines, carbohydrates, amino acids, and peptides.
This is the third (and final) quarter of the organic chemistry series. Topics covered include: Fundamental concepts relating to carbon compounds with emphasis on structural theory and the nature of chemical bonding, stereochemistry, reaction mechanisms, and spectroscopic, physical, and chemical properties of the principal classes of carbon compounds.

License: Creative Commons CC-BY-SA
Terms of Use: ocw.uci.edu/info
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Required attribution: Vranken, David Van. Organic Chemistry 51B (UCI OpenCourseWare: University of California, Irvine), ocw.uci.edu/courses/chem_51b_o.... [Access date]. License: Creative Commons Attribution-ShareAlike 3.0 United States License (creativecommons.org/licenses/b...).

Lessons hide description

Introduction - Excerpt

Syllabus and Introduction

Bond Polarity, Formal Charge, Lewis Structures

Resonance Structures, Skeletal Structures, Bond Length

Orbital Models of Structure and Bonding

Molecular Geometry. Ch. 2. Acids and Bases

Acid Strength and Equilibria

Lewis Acids, Lewis Bases, and Organic Reaction Mechanisms

Organic Compounds and Functional Groups

Hydrocarbons, Alcohols, Amines

Carbonyl Compounds, Intermolecular Forces

Introduction to Alkanes

Nomenclature of Alkanes, Conformations of Ethane

Conformations of Butane and Cycloalkanes

Conformations of Cyclohexane

Introduction to Stereochemistry

Assigning Tetrahedral Stereogenic Centers

Properties of Chiral Compounds

Introduction to Understanding Organic Reactions

Energy Diagrams, Transition States, and Reaction Rates

Energetics of Reactions

Introduction to Alkyl Halides and Nuceophilic Substitution

Mechanistic and Stereochemical Aspects of SN2 Reactions

Mechanistic and Stereochemical Aspects of SN1 Reactions

Properties of Electrophiles, Leaving Groups, and Nucleophiles

Elimination Reactions. Introduction to E2 Reactions

Regiochemical and Stereochemical Course of E2 Reactions

E1 Reactions. Comparison of SN1, SN2, E1, and E2 Reactions

Recorded on January 7, 2013. Index of Topics: 00:44- Why invest in organic chemistry? 03:40- Are there other reasons to invest in organic chemistry? 04:53- Why invest in this course? 06:38- ...

Recorded on January 9, 2013. Index of Topics: 00:17- First new drug in 40 years approved by FDA 01:17- Structure of bedaquiline 2:23- EEE website CHAPTER 7/8 4:37- Reactions of primary and ...

Recorded on January 11, 2013. Index of Topics: 00:17- Student's Choice 01:41- 9.3: IUPAC Nomenclature 04:47- 9.4: Properties 9:51- 9.5: Cool Examples 14:18- 9.6: Alkoxides As Nucleophiles 22 ...

Recorded on January 14, 2013. Index of Topics: 00:17- OLED TV 01:38- OLED explained 03:34- 9.8: E1 Dehydration of tertiary Alcohols via Carbocations 07:00- 9.8: E1 Dehydration of secondary Alc ...

Recorded on January 16, 2013. Index of Topics: 00:18- Chemical leak into river puts focus on plant 00:53- Structure of Aniline 02:35- 9.12A: SN2 conversion of R-OH to R-Cl with SOCl2 4:03- 9.1 ...

Recorded on January 18, 2013. Index of Topics: 00:22- Exterminators use rain-activated chemical to wash away bugs 01:54- Structure of bifenthrin 06:56- How to enumerate steps CHAPTER 10-Alken ...

Recorded on January 23, 2013. Index of Topics: 00:16- Resvology Debuts Anti-Aging Skin Care Line with Gene-Activating Molecule 00:54- 4-AR molecule 04:18- 10.8: Addition of Electrophiles to Alke ...

Recorded on January 25, 2013. Index of Topics: 00:07- Foul smell complaints in southern England after gas leak 00:51- Mercaptans stink 02:23- The Lubrizol plant map 04:03- 10.8: Addition of El ...

Recorded on January 28, 2013. Index of Topics: 00:11- Why Europe's Healthiest Economy Has Its Worst Drug Problem 01:36- Morphine and Fentanyl 02:56- 10.8: Recall Addition of Electrophiles to Al ...

Recorded on January 30, 2013. Index of Topics: 00:10- Gatorade to remove controversial ingredient 02:36- Soybean oil vs. brominated vegetable oil 05:20- 11.2,11.3,11.4: Names, Properties, Exam ...

Recorded on February 4, 2013. Index of Topics: 00:29- A Perfect Red 02:42- Cochineal 05:07- 11.7: Best Alkynes for H-X Addition 11:49- 11.7: Worst Alkynes for H-X Addition 15:58- 11.8: Additi ...

Recorded February 6, 2013. Index of Topics: 00:09- Beer molecule discovery bolsters Seattle biotech upstart 00:59- Hops 02:52- Chapter 11-Key Reactions 08:58- 11.9: Acid-Catalyzed Tautomerism ...

Recorded on February 8, 2013. Index of Topics: 00:10- Imitation Vanilla 01:13- 'Vanilla Extract' produced in Mexico is no bargain 02:09- The Tonka Bean 03:30- Structure of Vanillin vs. Coumarin ...

Recorded on February 11, 2013 Index of Topics: 00:09- Vanillin Stain 03:16- Various Dip Stains 06:53- 12.5C: Partial Hydrogenation of Alkynes to Alkenes 08:23- 12.5C: Dissolving metal reduction ...

Recorded on February 13, 2013. Index of Topics: 00:09- Canker sore drug helps mice lose weight 01:37- Amlexanoxx 04:00- 12.10: Ozonolysis of Alkenes with Ozone 10:24- 12.10: Oxidative Cleavag ...

Recorded February 15, 2013. Topics Covered: Infrared Spectroscopy and Chapter 14. Index of Topics: 00:09- Superomniphobic material 01:47- Underlying Molecules CHAPTER 13- Mass Spectrometry ...

Recorded February 20, 2013. Index of Topics: 00:09- Mapping the human brain 01:34- Can we see Chemistry Inside the Brain? CHAPTER 14- Nuclear Magnetic Resonance Spectroscopy 05:52- 14.1: Whi ...

Recorded February 22, 2013. Index of Topics: 00:13- Hash Oil 01:25- Structure of tetrahydrocannaboil 04:02- 14.11, 14.12: C NMR Chemical Shift Ranges 11:20- 14.11, 14.12: Practice Using C NMR ...

Recorded February 25, 2013. Index of Topics: 00:38- The possibilities of 3D printing 01:02- 3D home printer 02:23- Meltable Polymers for Low-Cost 3D Printing 04:57- 14.6: Coupling between nucle ...

Recorded February 27. 2013. Index of Topics: 00:17- Pycnogenol 00:42- What is Pycnogenol? 01:11- Molecular Structure of Pycnogenol 03:22- 14.8: Splitting by More than One Type of Proton 07:55 ...

Recorded March 4, 2013. Index of Topics: 00:31- Doritos Ingredients 01:38- Molecular Structures of Doritos Ingredients CHAPTER 16-Conjugation, Resonance, and Dienes 03:46- 16.1: What is Conj ...

Recorded March 6, 2013. Index of Topics: 00:13- A molecule today, a barrel tomorrow 00:42- Fracking 04:57- 16.12: The Diels-Alder Reaction 10:42- 16.13: Diene Requires an s-cis conformation 1 ...

Recorded on March 8, 2013. Index of Topics: 00:11- Lake Elsinore toddler bitten by rattlesnake 00:54- Antivenom 05:00- 16.13: Drawing Bridged Bicyclic Products of Diels-Alder Reactions (correct ...

Recorded on March 11, 2013. Index of Topics: 00:36- Natural Does Not Mean Safe 01:43- Molecular structure of allantoin CHAPTER 18-Electrophilic Aromatic Substitution=E.A.S. 04:00- Chapter 18 ...

Recorded March 13, 2013. Index of Topics: 00:10- Red Tide Kills Record Number of Manatees 01:02- Molecular structure of brevetoxin A 02:56- 18.1: Five Important Electrophilic Aromatic Substitut ...

Recorded on March 15, 2013 Index of Topics: 00:10- Removing Toxic Chemicals with POPs 00:43- Molecular Structures of POPs 04:02- Summary of EAS Substituent Effects: Know This Summary 07:41- 18. ...

Recorded January 5, 2015 Index of Topics: 03:27 - Course Info 14:34 - Alkyl Halides and Elimination Reactions 15:40 - Nucleophilic Substitution: Review 30:59 - Elimination Reaction 34:54 - Alk ...

Recorded January 7, 2015 Index of Topics: 00:47 - Relative Stabilities of Alkenes 20:10 - The Effect of the Base 21:02 - Solvent Effects 24:24 - Leaving Group Effects 25:19 - Structure of the ...

Recorded January 9, 2015 Index of Topics: 00:08 - Regioselectivity of the E2 Reaction: The Zaitsev Rule 07:51 - The Stereochemistry of the E2 Reaction Required attribution: King, Susan.Chem 51 ...

Recorded January 12, 2015 Index of Topics: 00:11 - The Stereochemistry of the E2 Reaction 08:23 - Competition between Sn2 vs E2 28:43 - Rate Law and Mechanism of the E1 Reaction Required at ...

Recorded January 14, 2015 Index of Topics: 01:12 - Alkene Model 04:19 - Rate Law and Mechanism of the E1 Reaction 06:13 - Energy Diagram for an E1 Reaction 09:01 - Important points on E1 React ...

Recorded January 16, 2015 Index of Topics: 00:47 - Introduction 04:15 - Nomenclature of Alcohols 10:47 - Nomenclature of Ethers 14:59 - Preparation of Alcohols, Ethers, Epoxides 34:06 - Elimin ...

Recorded January 21, 2015 Index of Topics: 00:11 - Elimination Reactions of Alcohols: Dehydration 08:02 - Carbocation Rearrangement 24:12 - Conversion of Alcohols to Alkyl Halides with H-X Re ...

Recorded January 23, 2015 Index of Topics: 00:49 - Secondary and Tertiary Alkyl Halides 03:33 - Other Methods for Converting Alcohols into Alkyl Halides 31:28 - Converting Alcohols into Sulfonat ...

Recorded January 26, 2015 Index of Topics: 00:50 - Converting Alcohols into Sulfonate Esters 07:27 - Substitution Reactions of Ethers 19:07 - Reactions of Epoxides: Acid-Catalyzed Ring Opening ...

Recorded January 28, 2015 Index of Topics: 00:17 - Nucleophilic Ring Opening 14:32 - Alternative to Dehydration of Primary Alcohols 17:20 - Alkenes: Introduction 20:59 - Molecular Formula and D ...

Recorded February 2, 2015 Index of Topics: 00:25 - Carbocation Intermediate 06:38 - Stereochemistry of Electrophilic Addition of HX 15:03 - Addition of Water to Alkenes 35:14 - Addition of Brom ...

Recorded February 4, 2015 Index of Topics: 00:09 - Addition of Bromine and Chlorine to Alkenes 07:43 - How is the enantiomer formed? 13:11 - Important points about halogen reaction 22:52 - Regi ...

Recorded February 6, 2015 Index of Topics 01:12 - Addition of Borane: Hydroboration/Oxidation 08:52 - Stereoselectivity in Hydroboration Reactions 14:27 - Reactions and Synthesis 32:29 - Alkyne ...

Recorded February 9, 2015 Index of Topics: 01:15 - Sample Flashcards 05:33 - Acidity and s Character 14:59 - Relative Acidities 16:32 - Some Reactions after Deprotonation 21:50 - Preparation o ...

Recorded February 11, 2015 Index of Topics: 00:54 - Mechanism of Hydration 07:13 - Important points about Hydration 12:03 - Addition of Bromine and Chlorine to Alkynes 15:08 - Hydroboration/Oxi ...

Recorded February 13, 2015 Index of Topics: 00:08 - Addition of Hydrogen to Alkenes 09:17 - Hydrogenation of Other Double Bonds 12:29 - Reduction of Alkynes 17:44 - Linlar's Catalyst 20:10 - T ...

Recorded February 18, 2015 Index of Topics: 00:45 - Asymmetric Epoxidation 02:11 - Oxidative Cleavage of Alkenes: Ozonolysis 09:13 - Oxidation of Alcohols: Oxidation with Chromic Acid 20:10 - O ...

Recorded February 20, 2015 Index of Topics: 01:30 - General Features of Radical Reactions 01:54 - Reaction of a Radical X with a C-H Bond 03:47 - Reaction of a Radical X with a C=C Bond 04:58 - ...

Recorded February 23, 2015 Index of Topics: 00:57 - Radical Substitution of Benzylic and Allylic Hydrogens 05:05 - Stereochemistry of Radical Reactions 13:10 - Radical Addition of HBr to an Alke ...

Recorded February 25, 2015 Index of Topics: 02:39 - Conjugation 03:29 - Conformations of Conjugated Dienes 16:27 - Electrophilic Addition Reactions of Isolated Dienes 19:49 - Electrophilic Addi ...

Recorded March 2, 2015 Index of Topics: 00:49 - The Diels-Alder Reactions 01:32 - Characteristics of the Diels-Alder Reaction: Mechanism 02:10 - Substituent Effects 09:37 - Stereochemistry 18: ...

Recorded March 4, 2015 Index of Topics: 00:59 - The Endo Rule 09:49 - Regioselectivity 15:01 - Synthesis Using the Diels-Alder Reaction 24:27 - The Structure of Benzene 30:11 - Aromaticity 46 ...

Recorded March 6, 2015 Index of Topics: 00:47 - Molecular Orbital Picture for Benzene 28:23 - Some Chemical Consequences of Aromaticity 36:26 - Nomenclature 40:26 - Electrophilic Aromatic Subst ...

Recorded March 9, 2015 Index of Topics: 00:48 - Bromination of Benzene 04:46 - Nitration of Benzene 10:46 - Sulfonation of Benzene 15:07 - Friedel-Crafts Alkylation 32:06 - Friedel-Crafts Acyl ...

Recorded March 11, 2015 Index of Topics: 00:43 - Ring Activating 07:06 - Ring Deactivating 15:57 - Effect of Sterics and More than One Substituent 21:19 - Methoxy, Hydroxy, and Amine Substituen ...

Recorded March 13, 2015 Index of Topics: 00:50 - Reactions of Substituents on Benzene 02:17 - Reactions of Alkyl Substituents on Benzne 04:36 - Oxidation of Alkyl Groups Bonded to Aromatic Rings ...

Recorded on April 3, 2012 Index of Topics: -0:26 Office Hours -1:42 Textbook -4:57 Homework -13:22 Quizzes -15:21 Academic Honesty -16:52 Enrollment -17:05 Tutoring -18:02 Software -21:36 ...

Recorded on April 5, 2012 Index of Topics: -1:00 Reactivity with Nucleophilic -4:08 Resonance in a Carbonyl group -8:41 Nucleophiles and Carbonyls -18:09 LiAlH4 and NaBH4 -26:29 Example Reacti ...

Recorded on April 12, 2012 Index of Topics: -1:36 Ketone/Aldehyde Reduction -5:56 Grignard Reagents -12:31 Polarity of Grignard Reagent -16:01 Basicity of Grignard Reagent -19:22 Grignard Reag ...

Recorded on April 12, 2012 Index of Topics: -3:09 Carboxylic Acids and LiAlH4 -9:07 DIBAL-H -14:59 Multiple Equivalents of Organometallic Reagents -18:18 Organocuprate Reagent -22:11 Chemosele ...

Recorded on April 17, 2012 Index of Topics: 1:08-Carbonyls and Strongly Basic Nucleophiles 4:01-Weakly Basic Nucleophiles 9:56-Naming Carbonyls 14:22-Properties of Ketones and Aldehydes 16:5 ...

Recorded on April 19, 2012 Index of Topics: 4:10-HCN Addition and Wittig Reaction 7:13-Ketones or Aldehydes and Amines 10:32-Aldimine Formation Example 15:23-Ketimine Formation Example 19:55 ...

Recorded on April 24, 2012 Index of Topics: 1:19-Electrophilicity of Aldehydes and Ketones 5:37-Hydrates 12:17-Acid-Catal Addition of Water to Acetone 21:29-Acetone Enol Example 24:01-Re ...

Recorded on April 26, 2012 Index of Topics: 2:00-Carboxylic Acid Derivatives 5:54-Nomenclature 17:44-Ac Chlorides and Anhydrides 22:28-Boiling Points of Esters Versus Alkanes 26:22-Resonan ...

Recorded on May 1, 2012 Index of Topics: 0:56-Esters and Carboxylic Acids Reactivity 9:29-Fischer Esterification 16:41-Fischer Esterification Mechanism 29:52-Hydrolysis of Esters 32:13-Sapor ...

Recorded on May 3, 2012 Index of Topics: 1:16-Reactivity of Ketones 3:02-Enols 6:36-Enolate Anion 9:47-Enolates and Electrophiles 16:49-Equilibrium Between Tautomers 23:07-Acid-Catalyzed En ...

Recorded on May 10, 2012 Index of Topics: 1:05-Enolates 3:57-Enolates and Electrophiles 9:11-Alpha-Halogenation of Ketones and Aldehydes 13:58-Halogenation Mechanism 21:58-Halogenation Examp ...

Recorded on May 15, 2012 Index of Topics: 1:28-Enolate Formation 3:56-Aldol Reaction 11:44-Retrosynthesis Example 18:40-Original Aldol 21:32-Aldol Mechanism 26:45-Features of Aldol Mechanis ...

Recorded on May 17, 2012 Index of Topics: 1:40-Michael Reaction 4:19-Aldol Reaction 5:54-Aldol Reaction with Dehydration 8:32-The Robinson Annulation 13:13-Reactions Involved in Robinson Ann ...

Recorded on May 22, 2012 Index of Topics: 5:49-Morphine and Cocaine 15:32-Amines 22:06-Basicity 2 and Hybridization 36:14-Physical Properties 42:12-IR Spectrum 44:28-NMR 48:18-Ami ...

Recorded on May 24, 2012 Index of Topics: 2:13-Alkylation 10:19-Hofman Degredation 14:56-Silver Oxide and Water 16:43-Hofmann Elimination 17:18-E2 Elimination 24:29-Conventional E2 Elimina ...

Recorded on May 29, 2012 Index of Topics: 3:12-Carbohydrates 8:39-Lact of Lactose 15:38-Alpha-D-Glucose 18:04-An of Glucose Anomers 25:29-Inter ...

Recorded on May 31, 2012 Index of Topics: 1:40-Aldotetroses 9:16-Aldop of Glycosides 36:34-Formation of Glycosides 43:51-Alcohol Groups i ...

Recorded on June 6, 2012 Index of Topics: 2:49-Amino Acid Structure 5:55-Examples of Polypeptides 12:18-20 Common Amino Acids 17:03-Polar & Charged Amino Acids 22:35-Chemical Synthesis of Pe ...

Recorded on June 7, 2012 Index of Topics: 3:52-Grignard Reagent 7:01-Organometallic Complex 12:47-Organocopper Reagents 23:05-Organocuprate Mechanism 25:17-Stereospecificity 32:0 ...
 

 

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