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

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Chem 355-Lab

email link to:
jasperse@mnstate.edu


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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 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 8/21 OChem-Intro Lecture 1
Class Introduction, Syllabus, Etc.
(Real Notes.) p1 Why Carbon is Special, Bonding Basics (p1)
2 W

8/23

OChem-Intro Lecture 2

p2-7.  1. Normal Bonding.  2.  Formal Charge and Abnormal Bonding. 3. Electronegativity

3 F 8/25 OChem-Intro Lecture 3
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 M 8/28 OChem -Intro Lecture 4 Mechanism/Arrow-pushing. Acid-Base.  
      Extra Acid Base Problems
Acid-Base Video
Extra Acid Base Problems and Answers, 36-min Movie
5 W 8/30 OChem -Intro Lecture 5
Acid-Base Chemistry.  Anion Stability Patterns.
      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 F 9/1 OChem -Intro Lecture 6 VSEPR 3D Shape.  Drawing 3D.
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 9/6 OChem -Intro Lecture 7

Polarity IMF, Boiling Points; Solubility.

      Quiz 2 Ch 2 (Required) Quiz 2 Ch 2 (Required, email letter answers to Jasperse sometime prior to Test 1))
8 F 9/8 OChem -Alkanes Lect 8

Functional Groups. Alkanes p1
      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 9/11 OChem -Alkanes Lect 9 p1-4  Nomenclature, Newman Projections
      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 9/13

OChem -Alkanes Lect 10
Structural Isomers

Cycloalkanes, p4-10  Cyclohexane Chairs, Cis-and-Trans, Structural Isomers.

11 F 9/15 OChem-Reactions Lecture 11
-note: Pen wasn't working 2023, so this is an old video from a previous year, and won't start exactly where we left off, and will go extra long.
p9-11 Cyclohexane Chairs, Cis-and-Trans, Structural Isomers.
p1-7 Radical Halogenation Mech; Bond Strengths; Radical Stabilities;
      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
12 W 9/20 OChem -Reactions Lecture 1

p1-7 Radical Halogenation Mech; Bond Strengths; Radical Stabilities;

13 F 9/22 OChem -Reactions Lecture 2

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

      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 9/25

OChem -Reactions Lecture 3

p11-18 Radical Brominations. Product, mechanism. Stability patterns for radicals/cations/anions. Stability-reactivity principles.
      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 9/27 OChem - Stereo Lecture 1

p1-4 Intro, Chiral Carbons; Attachment Priorities; R/S Designation; Drawing Chiral Molecules.

      Stereochem Practice Video Stereochem Practice and Answers and Video
16 F 9/29 OChem - Stereo Lecture 2 p2-6 R/S designation; Drawing Chiral Molecules; Racemic mixtures and Optical Activity.   Conformations + Chirality; Planes of Symmetry
      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 10/2 Stereo-3  RX

Planes of Symmetry; Meso; Cis/Trans Diastereomers vs Enantiomers; Recognizing Chiral vs Mesop10-11 Stereo (1-27min)

18 W 10/4 Sn-E Lecture 1 p1-10 Alkyl Halides. Reaction preview; Alkyl/Vinyl/Aryl/Allyl Classification; 1º/2º/3º Classification; overview of SN2/SN1/E2/E1 reactions; SN2 reactions and mechanism.
19 F 10/6 OChem -Sn-E Lecture 2 p8-13 SN2 Product Prediction, Structural Factors. Ranking. Inversion.
SN1 Reactions.
      PS3:  Mechanism Practice Set
Mechanism Practice Video
Extra Mechanism and Product Prediction Problems and Answers and Video
20 W 10/11 OChem -Sn-E Lecture 3 p13-17. SN1, E1, E2 Reactions. Zaytsev's Rule. Using Anion/Neutral and 1º, 2º, 3º to diagnose among SN2/E2/SN1/E1
21 F 10/13

OChem -Sn-E Lecture 4
Practice problems p 24-28

p17-23, 29, 24, 28
p24-28

         
      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 M 10/16 OChem Alkenes Lecture 1
Nonreactive "Strong acid" anions.
p1-5. Intro to alkenes, (EU), Hydrogenation; Alkene Nomenclature; E/Z stereochem
23 F 10/20 OChem Alkenes Lecture 2
p5-11 Alkene Stabilities; Heats of Hydrogenation/Combustion; Bulky Bases/Normal Bases for Hofmann/Zaytsev Elimination
24 M 10/22 OChem Alkenes Lecture 3 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 10/25 OChem Alkenes Reactions 1
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 10/27 OChem Alkenes Reactions 2
p13-20 Acid-Catalyzed HOH Addn; Oxymercuration/Demercuration; Anti-Markovnikov Hydroboration-Oxidation
27 M 10/30 OChem Alkenes Reactions 3 21-25 Synthesis Design, H2 addn; Br2 addn; Br2/H2O
      Practice Set 3 Problems
Practice Set 3 Movie
Alkene Reactions Practice and Answers and Movie
28 W 11/1 OChem Alkenes Reactions 4
25-30 Br2 and Br2/H2O additions and mechanisms; epoxidation; Cis and Trans Dihydroxylation; Stereospecific Rxns
29 F 11/3 OChem Alkenes Reactions 5

p30-35. 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 M 11/6 OChem Conjugation Lecture 1
p1-7 Conjugation: Introduction, impact on stability, reactivity, hybridization, lone-pairs.
Conjugated Dienes, allylic cations.
  F 11/10 Veterans Day, no Class  
      PS1 Problems and Movie HBr Addition to Dienes and NBS Allylic Bromination Practice and Answers and Movie
31 M 11/13 OChem Conjugation Lecture 2

p7-13 Asymmetric allylic cations, radicals can give Two Products.
1,2/1,4-Addn to Dienes. Allylic Radicals (NBS bromination). Allylic anions.

32 W 11/15 OChem Conjugation Lecture 3 p13-19. Allylic anions. Allylic SN2. Diels-Alder Reactions
      PS2 Problems and Movie Conjugation-Allylic-DielsAlder Chapter Practice and Answers and Movie
33 F 11/17

OChem Conjugation Lecture 4-
Aromatics Lecture 1

p15-19. Diels-Alder Reactions
p1-5 Aromaticity, Huckel's Rule
34 M 11/20 Aromatics 2 p5-10 Aromaticity,Huckel's Rule,Ions,Heterocycles, Nomenclature, N-Hybridization
35 M 11/27 Aromatic Reactons 1 (2023)
Aromatic Reactons 1 (2022)

Aromatic Reactons (older version)
p1-11  Aromatic Reactions. Impact of pre-attached donors (o/p-directors) or withdrawers (m-directors)
Mechanisms, etc..
36 W 12/29 Aromatics Reactions 2 (2023) 58 minutes)
Aromatics Reactions 3 (2022) 58 minutes)
Aromatics Reactions 3 (older version)

p11-17
      PS3 Problems and Movie Aromatic Substitution Mechanisms (Products Provided) Practice and Answers and Movie
37 F 12/1 Aromatic Reactions 3 (2023)
Aromatics Reactions 4 (2022)

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