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

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Organic Chemistry I Chem 350online Lectures
Test 1 Lectures /// Test 2 Lectures /// Test 3 Lectures /// Test 4 Lectures


1. These lectures are typically 50 minutes in length.
2. For alternate videos, (if one is bad or something) see Chem350 Lectures Earlier Year
3. Print the pre-printable lecture notes prior to viewing the lectures for most effective usage.
The preprintable practice tests are available from the Chem350 Practice Tests Link.
4. The mp4 files aren't big and can be downloaded so that they can be viewed without an internet connection; movies can be download as mp4 files, if you have logged into D2L or anything that uses your StarID .
5. Video links to days future are videos from last year. I will replace them one by one as I give the new lectures.
6. If you have trouble, contact Dr. Jasperse for help.

      Movies 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 8/26 Intro + Syllabus (50 min)
Jasperse face-voice intro (13 min)
OChem-Intro Lecture 1 (13min)
training
sessions
Class Introduction, Syllabus, Etc.
(Real Notes.) p1 Why Carbon is Special, Bonding Basics (p1)
2 W

8/28

OChem-Intro Lecture 2

1:1-7

p2-4,6.  1. Normal Bonding.  2.  Formal Charge and Abnormal Bonding. 3. Electronegativity

3 F 8/30 OChem-Intro Lecture 3 1:8-21 1.  Structural formulas: Full, Condensed, and Skeletal   2.  Resonance Structures 3. Arrow Pushing
      Extra Resonance Video   Extra Resonance Video (ChemSurvival, 6 min)
      Mechanistic Arrow-Pushing Problems
Arrow-pushing video
  Mechanistic Arrow-Pushing Problems and Answers, 29-min Movie
4 W 9/4 OChem -Intro Lecture 4 1:22-27 1.  Resonance Wrapup  2. Mechanism/Arrow-pushing.  
      Extra Acid Base Problems
Acid-Base Video
  Extra Acid Base Problems and Answers, 36-min Movie
5 F 9/6 OChem -Intro Lecture 5
-2018 video.  2019 audio failed.
  Acid-Base Chemistry.  Anion Stability Patterns. VSEPR 3D Shape.  Drawing 3D.
      3-D Structure-Drawing Problems
3-D Drawing Video
  Extra 3-D Structure-Drawing Problems and Answers, 45-min Movie
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Extra VSEPR Video 1
Extra VSEPR Video 2

  Extra VSEPR Video 1. (4 min)
Extra VSEPR Video 2 (Jasperse, 6 min)
      Quiz 1 Ch 1 (Required)   Quiz 1 Ch 1 (Required.  Can just email letter answers to Jasperse)
6 M 9/9 OChem -Intro Lecture 6 2:1-14 Drawing 3D; Hybridization; Pi bonds; Isomers
      Isomers Practice PDF + Answers
Isomers Video
  Extra Isomers Practice and Answers, 36-min Movie Linked to the Left
7 W 9/11 OChem -Intro Lecture 7 2:15-18

Isomers; Polarity IMF, Boiling Points; Solubility. Functional Groups.

      Quiz 2 Ch 2 (Required)   Quiz 2 Ch 2 (Required, email letter answers to Jasperse sometime prior to Test 1))
8 F 9/13 OChem -Alkanes Lect 8 2:15-18
3:1-10
p9-p3  Functional Groups.  Alkane Nomenclature.  
      Newman Practice Problems
Newman Practice Movie
  Extra Newman Practice Problems and Answers and Movie
      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 9/16 OChem -Alkanes Lect 9 3:11-22 p2-8  Newman Projections, Cycloalkanes
      Cyclohexane Chair Problems
Cyclohexane Movie
  Extra Cycloehxane Chair Practice Problems and Answers and Movie
Cyclohexane and Newman Projections Summary
      Cyclohexane chair video
Substituted Cyclohexane Video
  Extra Chair Video 1: Cyclohexane (ChemSurvival, 3 min)
Extra Chair Video 2: Substituted Cyclohexane (ChemSurvival, 4 min)
10 W 9/18

OChem -Alkanes Lect 10 (63min)
Actual lecture (50 min)
Structural Isomers (13 min)

3:23-29 p7-11  Cyclohexane Chairs, Cis-and-Trans, Structural Isomers.
         

1. PS#1: Mechanistic Arrow-Pushing Problems and Answers, and Movie
2. PS#2: Extra Acid Base Problems and Answers, and 36-min Movie
3. PS#3: Extra 3-D Structure-Drawing Problems and Answers, and 45-min Movie
4. PS#4: Extra Isomers Practice and Answers, and 36-min Movie
5
. PS#5: Extra Newman Practice Problems and Answers and Movie
6. PS#6: Extra Cycloehxane Chair Practice Problems and Answers and Movie

      Test 1 Checklist PDF   Print This Checklist.  Am I missing anything? 
      Test 1 Skills/Competencies   Can I do all of this? 
      Test 1 Preview and Practice Tests    
      Test1Preview    
      Practice Test 1-Version 1
+ answers + Movie
  Test1v1 and answers, and explanatory Movie of Jasperse Going Through it
      Practice Test 1-Version 2
+ answers + Movie
  Test1v2 and answers, and explanatory Movie of Jasperse Going Through it. 49 min
      Practice Test 1-Version 3
+ answers + Movie
  Test1v3 and answers, and explanatory Movie of Jasperse Going Through it
      Practice Test 1-Version 4
+ answers + Movie
  Test1v4 and answers, and explanatory Movie of Jasperse Going Through it . 33 min
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      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
11 M 9/23 OChem-Reactions Lecture 1 4:1-5 p1-7 Radical Halogenation Mech; Bond Strengths; Radical Stabilities;
12 W 9/25 OChem -Reactions Lecture 2 4:6

p7-11 Rate Laws, Transition States, Stability-Reactivity Principles. Radical Brominations. Major product, mechanism, structural isomers.

13 F 9/27 OChem -Reactions Lecture 3
4:7-14

p11-18 Radical Brominations. Product, mechanism. Stability patterns for radicals/cations/anions. Stability-reactivity principles.
Ch 5, p1. Chiral vs achiral, Enantiomers

      PS1: Radical Practice Set Problems
Radical Practice Video
  Br2/hv Products/Mechanisms Practice and Answers and Video
      Quiz ch 4-Radical (Required)   Quiz ch 4-Radical (Required, take picture of page with answers and email)
      Finish Sapling Chapter (required)    
14
M 9/30

Stereo Lecture 1

5:1-5 p1-3 , Chiral Carbons; Chiral vs achiral; Same vs Enantiomers; Attachment Priorities; R/S Designation
      PS2:  Stereochem Practice Problems
Stereochem Practice Video
  Stereochem Practice and Answers and Video  R/S; Chiral vs Achiral; and Same/Enantiomer/Diastereomer Practice Problems
15 W 10/2 OChem - Stereo Lecture 2 6-16

p3-5 Chiral Carbons; Attachment Priorities; R/S Designation; Drawing Chiral Molecules.

      Stereochem Practice Video   Stereochem Practice and Answers and Video
16 F 10/4 OChem - Stereo Lecture 3 17-28 p4-10 Racemic mixtures and Optical Activity.   Conformations + Chirality; Planes of Symmetry; Meso; Cis/Trans Diastereomers vs Enantiomers; Recognizing Chiral vs Meso
      Stereochem Practice Video   Stereochem Practice and Answers and Video
      Quiz ch 7-Stereo (Required)   Quiz ch 7-Stereo (Required.  Print page, answer, take picture, and email to Jasperse)
      Finish Sapling Chapter (required)    
17 M 10/7 Stereo-4  RX-Sn-E Lecture 1
(2018 video: 2019 video failed)
6:1-5 p10-11 Stereo (1-19min)
p1-6 Alkyl Halides. Reaction preview; Alkyl/Vinyl/Aryl/Allyl Classification; 1º/2º/3º Classification; overview of SN2/SN1/E2/E1 reactions; SN2 reactions and mechanism
18 W 10/9 OChem -Sn-E Lecture 2 6:6-17 p6-10 SN2 Reaction. Product Prediction, Structural Factors. Ranking. Inversion. Mechanisms.
19 F 10/11 OChem -Sn-E Lecture 3 6:18-26 p11-15 SN1 Reactions.
      PS3:  Mechanism Practice Set
Mechanism Practice Video
  Extra Mechanism and Product Prediction Problems and Answers and Video
20 W 10/16 OChem -Sn-E Lecture 4 6:27-31 p16-23. E1, E2 Reactions. Zaytsev's Rule. Using Anion/Neutral and 1º, 2º, 3º to diagnose among SN2/E2/SN1/E1
21 F 10/18 Practice Problems NOT completed in class, 2019
OChem -Sn-E Lecture 5 (71 min.  Main lecture; this is 2018 version, my 2019 lecture recording failed, but this covers pretty much the same content)
6:32-41 71 minutes.  p20-29. 
E2 Stereochemistry; Diagnosing Reaction Types; Two-Step Synthesis Design; E1 + E2 Mechanisms; Ranking Problems
      Finish Sapling Chapter (required)    
      PS3:  Mechanism Practice Video   PS3:  Extra Mechanism and Product Prediction Problems and Answers and Video
      PS2:  Stereochem Practice Video   PS2:  Stereochem Practice and Answers and Video  R/S; Chiral vs Achiral; and Same/Enantiomer/Diastereomer Practice Problems
      PS1:  Radical Bromination Practice Video   PS1:  Br2/hv Products/Mechanisms Practice and Answers and Video 
      Test 2 Checklist PDF   Print This Checklist.  Am I missing anything? 
      Test 2 Skills/Competencies   Can I do all of this? 
      Test 2 Preview   Test 2 Preview - 6 minutes
      Practice Test 2-Version 1
+ answers + Movie
  Test2v1 and answers, Practice Test 2-Version 1-Movie of Jasperse Going Through it
      Practice Test 2-Version 2
+ answers + Movie

  Test2v2 and answers, Practice Test 2-Version 2-Movie of Jasperse Going Through it
      Practice Test 2-Version 3
+ answers + Movie
  Test2v3 and answers, Regular Panopto Movie of Jasperse Going Through it. 34 min
      Practice Test 2-Version 4
+ answers + Movie
  Test2v4 and answers, Regular Panopto Movie of Jasperse Going Through it. 28 min
    top      
      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
22 W 10/23 OChem Alkenes Lecture 1
7:1-11 Nonreactive "Strong acid" anions.
p1-5. Intro to alkenes, (EU), Hydrogenation; Alkene Nomenclature; E/Z stereochem
23 F 10/25 OChem Alkenes Lecture 2
7:12-23 p5-11 Alkene Stabilities; Heats of Hydrogenation/Combustion; Bulky Bases/Normal Bases for Hofmann/Zaytsev Elimination
24 M 10/28 OChem Alkenes Lecture 3 7:18-25 p12-16 Alkene Formation. From Alcohols via Acid-Catalyzed E1. Mechanism Recognition.
      Practice Set 1 Problems
Practice Set Movie
  Extra Practice 1 and Answers and Movie
      Finish Sapling Chapter (required)    
25 W 11/30 OChem Alkenes Reactions 1
8:1-9 p1-13; Overview, Intro, Addition reactions to Alkenes. Addition of (Markovnickov and Anti-Markovnikov); Acid-Catalyzed HOH Addn;
      Practice Set 2 Problems
Practice set Movie
  Extra Mechanisms Practice and Answers and Movie
26 F 11/1 OChem Alkenes Reactions 2 8:10-18 p13-18 Acid-Catalyzed HOH Addn; Oxymercuration/Demercuration; Anti-Markovnikov Hydroboration-Oxidation
27 M 11/4 OChem Alkenes Reactions 3 8:19-21 19-23 Synthesis Design, H2 addn; Br2 addn
      Practice Set 3 Problems
Practice Set 3 Movie
  Alkene Reactions Practice and Answers and Movie
28 W 11/6 OChem Alkenes Reactions 4
8:22-36 23-28 Br2 and Br2/H2O additions and mechanisms; epoxidation; Cis and Trans Dihydroxylation; Stereospecific Rxns
29 F 11/8 2018 5a:  pick up from here at ~24 minutes:
OChem Alkenes Reactions 5
(this is 2018 version.  2019 recording failed)
Practice Problems NOT completed in class, 2019

8:35-41 p28-33. Dihydroxylation, Ozonolysis.
Stereospecific Alkene Reactions. Synthetic Design.
      Practice Set 4 Problems
Practice Set 4 Movie
  Synthesis Design, Product Prediction, Stereochemistry, and other T3 Practice Problems and Answers and Movie
      Finish Sapling Chapter (required)    
          1. Test 3 Extra Practice 1 and Answers and Movie
2. Test 3 Extra Mechanisms Practice and Answers and Movie
3. Test 3 Alkene Reactions Practice and Answers and Movie
4. Test 3 Extra Synthesis Practice (6 pages) and Answers and Movie
      Test 3 Checklist PDF   Print This Checklist.  Am I missing anything? 
      Test 3 Skills/Competencies   Can I do all of this? 
      Test 3 Preview   Test preview
      Practice Test 3 V1
+ answers + Movie
  Test and answers, Practice Test 3-Version 1-Movie of Jasperse Going Through it
      Practice Test 3 V2
+ answers + Movie
  Test and answers, Practice Test 3-Version 2-Movie of Jasperse Going Through it
      Practice Test 3 V3
+ answers + Movie
  Test and answers, Practice Test 3-Version 3-Movie of Jasperse Going Through it. 36 min
      Practice Test 3 V4
+ answers + Movie
  Test and answers, Practice Test 3-Version 4-Movie of Jasperse Going Through it. 33 min
    top      
      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 11/15 OChem Conjugation Lecture 1
  p1-6 Conjugation: Introduction, impact on stability, reactivity, hybridization, lone-pairs.
Conjugated Dienes, allylic cations. 37 min.
31 M 11/18 OChem Conjugation Lecture 2
(This is 2018 version, covers exact same pages. 2019 audio failed)
15:1-9

p7-10 Asymmetric allylic cations can give Two Products. 1,2/1,4-Addn to Dienes.

32 W 11/20 OChem Conjugation Lecture 3 15:10-13 p11-17. Allylic Cations. Allylic Radicals (NBS bromination). Allylic anions. Allylic SN2. Diels-Alder Intro. (p15,16 skip)
      PS1 Problems and Movie HBr Addition to Dienes and NBS Allylic Bromination Practice and Answers and Movie
33 F 11/22 Diels Alder; Aromatics 1 15:14-20
16:1-12
p17-19. Diels-Alder Reactions of Conjugated Dienes.
p1-6 Aromaticity,Huckel's Rule,Ions,Heterocycles
      PS2 Problems and Movie Conjugation-Allylic-DielsAlder Chapter Practice and Answers and Movie
34 M 11/25 Aromatics 2 16:13-19 p6-9  Nomenclature, N-Basicity
p1-7  Intro to Aromatic Reactions 65 minutes
35 M 12/2 Aromatics Reactions 1
70 minutes
  p7-13
36 W 12/4 Aromatics Reactions 2   p13-17
      PS3 Problems and Movie Aromatic Substitution Mechanisms (Products Provided) Practice and Answers and Movie
37 F 12/6 Aromatics Reactions 3   p18-21
      PS4 Problems and Movie Aromatic Substitution Product Prediction/Mechanisms/Synthesis Design Practice and Answers and Movie
          1. PS#1: HBr Addition to Dienes and NBS Allylic Bromination Practice and Answers and Movie
2. PS#2: Conjugation-Allylic-DielsAlder Chapter Practice and Answers and Movie
3. PS#3: Aromatic Substitution Mechanisms (Products Provided) Practice and Answers and Movie
4. PS#4:
Aromatic Substitution Product Prediction/Mechanisms/Synthesis Design Practice and Answers and Movie
      Test 4 Checklist PDF   Print This Checklist.  Am I missing anything? 
      Test 4 Skills/Competencies   Can I do all of this? 
      Test4Preview    
      Practice Test 4-Version 1
+ answers + Movie
  Test and answers, Movie of Jasperse Going Through it. 50 min
      Practice Test 4-Version 2
+ answers + Movie
  Test and answers, Movie of Jasperse Going Through it. 42 min
      Practice Test 4-Version 3
+ answers + Movie
  Test and answers, Movie of Jasperse Going Through it. 50 min
    top      
      Final Exam Practice Tests    
      Final Exam Preview    
      Organic I Review    
      Final Exam Practice Version 1
+ answers + Movie
  Test and answers, Movie of Jasperse Going Through it. 50 min
      Final Exam Practice Version 2
+ answers + Movie
  Test and answers, Movie of Jasperse Going Through it. 50 min