Minnesota State University Moorhead
Dr. Craig P. Jasperse, Chemistry
email: jasperse@mnstate.edu   Phone: (218) 477-2230   Office: Hagen 407J                             

Online Organic
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Chem 350 Lectures 2015
1. These lectures, recorded during my Organic Chemistry lectures at MSUM, are roughly 50 minutes in length.
2. To see complete lectures from 2014, with topic descriptions, see: Chem350 Lectures 2014
3. To see the pre-printable lecture notes used in these lectures, see the "complete class notes" or the relevant notes
linked beneath each Test listing. The preprintable practice tests are available from the Chem350 Practice Tests Link.
4. Video links to days future are videos from last year. I will replace them one by one as I give the new lectures.
* The "Topic" descriptions aren't accurate for the 2014 "future days" lectures. The actual 2014 "future days" videos will often be 1/2-1 lecture behind what the "topic" description stats.
5. If you know you're going to miss a future class, you can watch/study ahead of time using last year's videos.
6. The mp4 files aren't big and can be downloaded so that they can be viewed without an internet connection.
7. If you have trouble, contact Dr. Jasperse for help.

      Movies mp4 Files Sapling Topic
      Test 1 Intro and Alkanes.     Test 1 Intro and Alkanes
    Date Relevant Test 1notes     Pre-Printable Lecture Notes that Were Used in These Test 1 Lecture Movies
1 M 8/24 Intro + Syllabus IntroPod   Class Introduction, Syllabus, Etc. (From 2013. Technical failure 2014)
1 M 8/24 OChem -Intro Lecture 1 Pod-1 training
sessions		 (Real Notes.) Why Carbon is Special, Normal bonding, Lewis Structures in Organic (from 2013, technical failure in 2014)
2 W

8/26

 OChem-Intro Lecture 2 Pod-2

1:1-10

1. Normal Bonding.  2.  Formal Charge and Abnormal Bonding. 3. Electronegativity
3 F 8/28 OChem -Intro Lecture 3 Pod-3 1:11-21 1.  Structural formulas: Full, Condensed, and Skeletal   2.  Resonance Structures 3. Arrow Pushing
      Extra Resonance Video     Extra Resonance Video (ChemSurvival, 6 min)
      Arrow-pushing and Podcast     Mechanistic Arrow-Pushing Problems and Answers, 29-min Movie Linked to the Left
4 M 8/31 OChem -Intro Lecture 4 Pod-4 1:22-27 1.  Mechanism/Arrow-pushing.  2. Resonance 3.  Acid-Base Chemistry. 4.  Anion Stability Patterns.  
      Extra Acid-Base Video and Pod     Extra Acid Base Problems and Answers, 36-min Movie Linked to the Left
5 W 9/2 OChem -Intro Lecture 5 Pod-5   Acid-Base Chemistry.  Anion Stability Patterns. VSEPR 3D Shape.  Drawing 3D.
      3-D Structure Drawing and Podcast     Extra 3-D Structure-Drawing Problems and Answers, 45-min Movie Linked to the Left
     

Extra VSEPR Video 1
Extra VSEPR Video 2

     Extra VSEPR Video 1. (4 min)
Extra VSEPR Video 2 (Jasperse, 6 min)
6 F 9/4 OChem -Intro Lecture 6 Pod-6 2:1-14 Drawing 3D; Hybridization; Pi bonds; Isomers; Polarity IMF, Boiling Points
7 W 9/9 OChem -Intro Lecture 7 Pod-7 2:15-18

Solubility. Functional Groups.

8 F 9/11 OChem -Alkanes Lect 8 Pod-8 3:1-10 Alkane Nomenclature.  Newman Projections; Torsional and Steric Strain; Cycloalkanes
      Newman Practice Movie and Pod     Extra Newman Practice Problems and Answers
      Extra Newman Video 1 (ethane)
Extra Newman Video 2 (ethane)
Extra Newman Video 3 (butane)		     Extra Newman Video 1 (ChemSurvival, ethane, 3 min)
Extra Newman Video 2 (ChemSurvival, ethane, 5 min)
Extra Newman Video 3 (ChemSurvival, butane, 6 min)
9 M 9/14 OChem -Alkanes Lect 9 Pod-9 3:11-22 Cyclohexane Chairs, Cis-and-Trans, Structural Isomers
      Cyclohexane Movie and Pod     Extra Cycloehxane Chair Practice Problems and Answers
Cyclohexane and Newman Projections Summary
      Cyclohexane chairs and chair flips
Substituted Cyclohexanes		     Extra Chair Video 1: Cyclohexane (ChemSurvival, 3 min)
Extra Chair Video 2: Substituted Cyclohexane (ChemSurvival, 4 min)
10 W 9/16 OChem -Alkanes Lect 10 Pod-10 4:1-5 Catchup/Practice, first XXX minutes; Test 2 material starts at XXX minutes.
      Test 1 Preview and Practice Tests      
      Test1Preview      
      Practice Test 1-Version 1     Tegrity Movie of Jasperse Going Through it
      Practice Test 1-Version 2 Pod1v2   Regular Panopto Movie of Jasperse Going Through it. 49 min
      Practice Test 1-Version 3     Tegrity Movie of Jasperse Going Through it
      Practice Test 1-Version 4 Pod1v4   Regular Panopto Movie of Jasperse Going Through it. 33 min
      Test 2 Radical Halogenation,
Basic Principles of Reactivity,
Stereochemistry, SN2/SN1/E2/E1 		    Test 2 Radical Halogenation, Basic Principles of Reactivity,
Stereochemistry, and SN2/SN1/E2/E1 reactions of Alkyl Halides
      Relevant Test 2notes     Pre-Printable Lecture Notes that Were Used in These Test 2 Lecture Movies
10 W 9/16 OChem -Alkanes Lect 10 Pod-10 4:1-5 Test 2 material starts at 37:45 minutes. p1-2
11 M 9/21 OChem-Reactions Lecture 2 Pod-11 4:6-8 p2-7 Radical Halogenation Mech; Bond Strengths; Radical Stabilities;
12 W 9/23 OChem -Reactions Lecture 3 Pod-12 4:9-14

Rate Laws, Transition States, Stability-Reactivity Principles. Radical Brominations. Major product, mechanism, structure isomers. Stability patterns for carbon radicals, cations, and anions.

      Radical Practice Video Pod   Br2/hv Products/Mechanisms Practice and Answers
13 F 9/25 OChem -Reactions Lecture 3 Pod-13 4:9-14

Catchup; Overview of stability-reactivity principles. Stability-Reactivity-Selectivity Principle. Why Radical Brominationis more Selective than Chlorination. Chiral vs achiral, Enantiomers, Recognizing/Drawing Mirror Images.
      Radical Practice Video Pod   Br2/hv Products/Mechanisms Practice and Answers
14
14a
14b		 M 9/28 OChem -Reactions+Stereo(full)
OChem -Reactions Section (17min)
OChem -Stereo Section (32 min)

Pod-14
Pod-14a
Pod-14b

 5:1-5 First 17 min. Overview of stability-reactivity principles. Stability-Reactivity-Selectivity Principle. Why Radical Brominationis more Selective than Chlorination.
Back 32 min. Chiral vs achiral, Enantiomers, Recognizing/Drawing Mirror Images.
*Sound a little inconsistnet. CPJ: Try to re-record replace.
      Stereochem Practice Video Pod   Stereochem Practice and Answers (video is a little slow to load, be patient at start)
14 M 9/28        
15 W 9/30 OChem - Stereo Lecture 2 Pod-15 6-16

Chiral Carbons; Attachment Priorities; R/S Designation; Drawing Chiral Molecules
*video loads somewhat slowly, but will load. Be patient. CPJ: try to re-record/replace.
16 F 10/2 OChem - Stereo Lecture 3 Pod-16 17-28 Racemic MIxtures, Optical Activity, Meso, Molecules with More than One Chiral Center
17 M 10/5 OChem - Stereo Lecture 4/RX 1 Pod-17 6:1-5 Drawing Stereoisomers, Meso Compounds. Alkyl Halides Intro, Classification, and Naming
First 33 min finish Ch 5, last 17 minutes start Ch 6.
18 W 10/7 OChem -Sn-E Lecture 2 Pod-18 6:6-17 SN2 Reaction. Product Prediction, Structural Factors.
Tech failure, this is copy from previous year. Minutes 6-10 are redundant from previous lecture, otherwise good.
19 F 10/9 OChem -Sn-E Lecture 3 Pod-19 6:18-26 SN2 Reactions in MOre Depth; SN1 reactions started.
20 M 10/12 OChem -Sn-E Lecture 4 Pod-20 6:27-31 SN1 REactions in More Depth. Elimination Reactions
Note: Audio error, very soft. Will need headphones and volume turned up.
21 W 10/14 OChem -Sn-E Lecture 5 Pod-21 6:32-41 E1 and E2 Reactions in More Depth; Recognizing Which Reaction Will Occur
Note: 2014 recording error, so this is 2013 version. Through page 24
      Practice Problems Undone in Class Pod-21-B   Practice Problems in Notes that went Uncovered in Class
      Extra Mechanism Practice Problems Pod-21-C   Extra Mechanism and Product Prediction Problems
      Extra Stereochem Practice Problems Pod   Extra R/S, Chiral vs Achiral, and Same/Enantiomer/Diastereomer Practice Problems
      Extra Radical Bromination Practice Pod   Extra Br2/hv Product Prediction and Mechanism Practice Problems
      Test 2 Preview     Test 2 Preview - 6 minutes
      Practice Test 2-Version 1     Practice Test 2-Version 1-Movie of Jasperse Going Through it
      Practice Test 2-Version 2     Practice Test 2-Version 2-Movie of Jasperse Going Through it
      Practice Test 2-Version 3 Pod2v3   Regular Panopto Movie of Jasperse Going Through it. 34 min
    Practice Test 2-Version 4 Pod2v4   Regular Panopto Movie of Jasperse Going Through it. 28 min
      Test 3: ALKENES     Test 3: Alkenes. Properties, Synthesis, Reactions
      Relevant Test 3 notes     Pre-Printable Lecture Notes that Were Used in These Test 3 Lecture Movies
21 W 10/14 OChem -Sn-E Lecture 5 Pod-21 6:32-41 E1 and E2 Reactions in More Depth; Recognizing Which Reaction Will Occur
Note: 2014 recording error, so this is 2013 version. Through page 24
22 M 10/19 OChem Alkenes Lecture 1 Pod-22 7:1-11 Test 2: Nonreactive "Strong acid" anions. Carbocation Rearrangements;
Test 3 content starts at 13 minutes in. Intro to alkenes, Elements of Unsaturation (EU), Hydrogenation + Isomers; Alkene Nomenclature
23 W 10/21 OChem Alkenes Lecture 2 Pod-23 7:12-23 Alkene Nomenclature; E/Z stereochem; Heats of Hydrogenation/Combustion; Bulky Bases for Hofmann Elimination
24 F 10/23 OChem Alkenes Lecture 3 Pod-24 7:18-25 Alkene Formation. From RX (Bulky vs Normal Base E2). From Alcohols via Acid-Catalyzed E1. Mechanism Recognition.
25 M 10/26 OChem Alkenes Lecture 4 Pod-25 8:1-9 Addition reactions to Alkenes. Addition of HBr; Acid-Catalyzed HOH Addn;
26 W 10/28 OChem Alkenes Lecture 5 Pod-26 8:10-18 Acid-Catalyzed HOH Addn; Oxymercuration/Demercuration; Anti-Markovnikov Hydroboration-Oxidation; Synthesis Design
27 F 10/30 OChem Alkenes Lecture 6 Pod-27 8:19-29 anti-Mark HBr and HOH addition; Synthesis Design, H2 addn; Br2 addn
28 M 11/2 OChem Alkenes Lecture 7 Pod-28 8:22-31 Br2 and BrOH additions and mechanisms; epoxidation
29 W 11/4 OChem Alkenes Lecture 8 Pod-29 8:30-41 p25-31. Epoxidation, Dihydroxylation, Ozonolysis. Stereospecific Alkene Reactions. Synthetic Design.
29b W 11/4 OChem Alkenes p 31-33 (30 min) Pod-29b   Coverage of p31-33, 17 in notes, that weren't done in class.
      Test 3 Extra Synthesis Design Practice Pod   Discussion of Extra Synthesis Design Practice Problems
      Test 3 Preview Pod   Test preview
      Practice Test 3 V1 Pod3v1   Practice Test 3-Version 1-Movie of Jasperse Going Through it (Tegrity movie)
      Practice Test 3 V2 Pod3v2   Practice Test 3-Version 2-Movie of Jasperse Going Through it (Tegrity movie)
      Practice Test 3 V3 Pod3v3   Practice Test 3-Version 3-Movie of Jasperse Going Through it. 36 min
      Practice Test 3 V4 Pod3v4   Practice Test 3-Version 4-Movie of Jasperse Going Through it. 33 min
      Test 4: Conjugation and Aromatics     Conjugation, Aromatics, and Reactions of Aromatics
      Relevant Test 4 Notes     Pre-Printable Lecture Notes that Were Used in These Test 4 Lecture Movies
30 F 11/6 OChem Conjugation Lecture 1 Pod-30   Conjugation: Introduction, impact on stability, reactivity, hybridization, lone-pairs. Dienes. Conjugation materials begins at 15 minutes in.
31 F 11/13 OChem Conjugation Lecture 2 Pod-31 15:1-9

Conjugated Dienes, allylic cations. Asymmetric allylic cations can give Two Products.
This is 2012 lecture; technical problem in 2013. New material starts at 12 minutes.

32 M 11/16 OChem Conjugation Lecture 3 Pod-32 10-13 1,2 + 1,4 Addn to Conjugated Dienes. NBS allylic halogenation. Allylic anions.
      HBr to Dienes, Allylic Bromination Pod   HBr Addition to Dienes and NBS Allylic Bromination Practice Answers Movie
33 W 11/18 Diels Alder Lecture Pod-33 15:14-20 Diels-Alder Reactions of Conjugated Dienes
34 F 11/20 OChem Aromatics Lecture 1
 Pod-34 16:1-12 Diels Alder Wrapup. Aromaticity,Frost Diagrams, Huckel's Rule
35 M 11/23

OChem Aromatics Lecture 2 and intro to Aromatic Reactions

 Pod-35

16:13-19
17:1-7

p4-9 Aromatic Heterocycles, Ions; Nitrogen lone-pair hybridization and basicity;
Aromatic Nomenclature. p1-2 Intro to Electrophilic Aromatic Substitution Reactions
36 M 11/30 OChem Aromatics Substitution 1 Pod-36 17:8-21 p5-11 Aromatic Substitution Reactions. Mechanisms and Electronics. Halogenation.
37 W 12/2 OChem Aromatics Substitution 2 Pod-37   p11-17 Aromatic SubstitutinSubstituent Directing StrengthAromatic Nitration, Alkylation, Acylation, Addition to Disubbed Benzenes
38 F 12/4 OChem Aromatics Substitition 3 Pod-38   p17-21 Aromatic Substitution. Synthesis Design. Protection-Deprotection. Side chain oxidation/bromination. Synthesis Design.
      Test4Preview Pod    
     

Aromatic Substitution Mechanisms

 Pod   Aromatic Substitution Mechanisms (Products Provided) and Answers
      Aromatic Product Prediction/ Mechanisms/Synthesis Design Pod   Aromatic Substitution Product Prediction/Mechanisms/Synthesis Design Practice and Answers
      Practice Test 4-Version 1 Pod4v1   Regular Panopto Movie of Jasperse Going Through it. 50 min
      Practice Test 4-Version 2 Pod4v2   Regular Panopto Movie of Jasperse Going Through it. 42 min
      Practice Test 4-Version 3 Pod4v3   Regular Panopto Movie of Jasperse Going Through it. 50 min
             
      Final Exam Practice Tests      
      Final Exam Preview Pod   http://coursecast.mnstate.edu/Panopto/Pages/Viewer/Default.aspx?id=08bb7459-cd50-48c1-b676-ab0de2f20a5e
      Final Exam Practice Version 1     http://coursecast.mnstate.edu/Panopto/Pages/Viewer/Default.aspx?id=c29cb1a9-390b-4ccb-ba8e-b3a28c01cd8e
Note: this is a regular web link, not a Quicktime link. Double click on the view screen to get a full-screen look.
      Final Exam Practice Version 2     http://coursecast.mnstate.edu/Panopto/Pages/Viewer/Default.aspx?id=19ceaa38-d52b-42fc-be8c-b21eb910a6d6
Note: this is a regular web link, not a Quicktime link. Double click on the view screen to get a full-screen look.