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

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O1-in-person
Chem 355-Lab

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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. Print the pre-printable lecture notes prior to viewing the lectures for most effective usage.
3. The preprintable practice tests are available from the Chem350 Practice Tests Link.
4. Videos can be downloaded as mp4 files for later viewing without internet;
to enable downloading, log into Media Space with StarID (login in upper right corner of each video) or D2L
5. If you have trouble, contact Dr. Jasperse for help.

  Movies Sapling Topic
  Semester-Long Notes   Complete Semester-Long Notes for Printing
  Relevant Test 1 Notes   Pre-Printable Lecture Notes that Were Used in These Test 1 Lecture Movies
  Registration PDF and Video   Registration Process for Non-MSUM students
  Start Here PDF   Go Through Steps in the "Start Here" Document to Get Off to a Good Start
  Course Tour PDF
Course Tour Video
  Page 1 Reviews Course Resources, Structure, and Where Things Are. 
Page 2 Review Learning Materials     Video Discusses and Demonstrates. 
 

Testing PDF + Video
Flexible Scheduling PDF

  Discusses how testing will work (NOT ONLINE), using either a proctor (for distance students) or by testing on campus (for local students).
  Syllabus PDF    
  Test 1 Intro and Alkanes.   Test 1 Intro and Alkanes
  Relevant Test 1 notes   Pre-Printable Lecture Notes that Were Used in These Test 1 Lecture Movies
1 Intro + Syllabus (59 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 OChem-Intro Lecture 2

1:1-7

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

3 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 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 OChem -Intro Lecture 5   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
 

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 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 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 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 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 OChem -Alkanes Lect 10 (69min) 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
       
  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 2 notes   Pre-Printable Lecture Notes that Were Used in These Test 2 Lecture Movies
11 OChem-Reactions Lecture 1 4:1-5 p1-7 Radical Halogenation Mech; Bond Strengths; Radical Stabilities;
12 OChem -Reactions Lecture 2 4:6

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

13 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

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 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 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 Stereo-4  RX-Sn-E Lecture 1 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 OChem -Sn-E Lecture 2 6:6-17 p6-10 SN2 Reaction. Product Prediction, Structural Factors. Ranking. Inversion. Mechanisms.
19 OChem -Sn-E Lecture 3 (59 min) 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 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 OChem -Sn-E Lecture 5 (71 min)
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
       
  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 OChem Alkenes Lecture 1
7:1-11 Nonreactive "Strong acid" anions.
p1-5. Intro to alkenes, (EU), Hydrogenation; Alkene Nomenclature; E/Z stereochem
23 OChem Alkenes Lecture 2
7:12-23 p5-11 Alkene Stabilities; Heats of Hydrogenation/Combustion; Bulky Bases/Normal Bases for Hofmann/Zaytsev Elimination
24 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 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 OChem Alkenes Reactions 2 8:10-18 p13-18 Acid-Catalyzed HOH Addn; Oxymercuration/Demercuration; Anti-Markovnikov Hydroboration-Oxidation
27 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 OChem Alkenes Reactions 4
8:22-36 23-28 Br2 and Br2/H2O additions and mechanisms; epoxidation; Cis and Trans Dihydroxylation; Stereospecific Rxns
29 OChem Alkenes Reactions 5
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
       
  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 OChem Conjugation Lecture 1
  p1-6 Conjugation: Introduction, impact on stability, reactivity, hybridization, lone-pairs.
Conjugated Dienes, allylic cations. 37 min.
31 OChem Conjugation Lecture 2 15:1-9

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

32 OChem Conjugation Lecture 3 15:10-13 p11-17. Allylic Cations. Allylic Radicals (NBS bromination). Allylic anions. Allylic SN2. Diels-Alder Intro.
PS1 Problems and Movie HBr Addition to Dienes and NBS Allylic Bromination Practice and Answers and Movie
33 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 Aromatics 2-Reactions-1 (65min) 16:13-19 p6-9  Nomenclature, N-Basicity
p1-7  Intro to Aromatic Reactions 65 minutes
35 Aromatics Substitution 2
56 minutes
  p7-13
36 Aromatics Substitution 3   p13-17
  PS3 Problems and Movie Aromatic Substitution Mechanisms (Products Provided) Practice and Answers and Movie
37 Aromatics Substitition 4   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
       
  Final Exam Practice Tests
This is for Fall/Spring Courses.
No Final Exam for Summer Semester.
   
  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
       
       
       
  Intro + Syllabus-Summer (58 min)