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Edna Lamsen - UC Davis AATC
  • Home
  • CHE 2A
  • CHE 2B
  • CHE 2C
  • CHE 8A
  • CHE 8B
  • CHE 118A
  • CHE 118B
  • CHE 118C
  • Additional Resources
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    • CHE 2A
    • CHE 2B
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    • CHE 8A
    • CHE 8B
    • CHE 118A
    • CHE 118B
    • CHE 118C
    • Additional Resources

CHE 118B

Winter 2025 Resources Available

Jump to:

CHE 118A and CHE 118B - Summary of Reactions, pKa Table, Reaction Maps, Periodic Table
Fischer Projections
CHE 118 Series - Spec Resources
Recommended YouTube Channels for CHE 118 Series
Workshop 1 - Alkenes 1: General Properties of Double Bonds, Start Alkene Synthesis
Workshop 2 - Alkenes 2: Hydrogenation, Electrophilic Addition, Hydrohalogenation, Hydration, Acid-Catalyzed Equilibration
Workshop 3 - Alkenes 3: Halogenation, Nucleophilic Competition (Haloalkane and Haloether), Oxymercuration-Demercuration
Workshop 4 - Alkenes 4: Hydroboration-Oxidation, Radical Hydrobromination, Carbenes
Workshop 5 - Alkenes 5: Epoxide Formation and Ring-opening, Vicinal Diols, Ozonolysis, Polymerization, Alkenyl Organometallics, and Metal-Catalyzed Cross-Coupling Reactions
Workshop 6 - Alkynes 1: Terminal Alkyne Acidity, Preparation of Alkynes, Reduction of Alkynes
Workshop 7 - Alkynes 2: Hydrohalogenation, Halogenation, Halogenation - Nuclephilic Competition, Hydration (With and Without Mercuric-Ion Catalyst), Hydroboration-Oxidation, Keto-Enol Tautomerization
Workshop 8 - Alkynes 3: Radical Hydrobromination; Start Ch. 14: Delocalized Pi Systems, Allylic Reactions (Radical Halogenation, Nucleophilic Substitution, Organometallics)
Workshop 9 - Delocalized Pi Systems 2: Conjugated Dienes: Diene Synthesis, Reactions of Conjugated Dienes: HX, X2
Workshop 10 - Delocalized Pi Systems 3: Diels Alder Cycloaddition: Diene, Dienophile, Endo Rule
Workshop 11 - Delocalized Pi Systems 4: Electrocyclic Reactions: Ring Closing and Opening; Aromaticity: Aromatic, Nonaromatic, Antiaromatic
Workshop 12 - Electrophilic Aromatic Substitution (EAS) 1: Activation and Deactivation of Benzene, Halogenation
Workshop 13 - EAS 2: Friedel Crafts (FC) Alkylation and Acylation, Nitration, Sulfonation
Workshop 14 - EAS 3: Polysubstituted Benzene, Modifying Activators on Benzene
Workshop 15 - Aldehydes and Ketones 1: Oxidation, Ozonolysis, Markovnikov and Anti-Markovnikov Hydration, Protecting Groups
Workshop 16 - Aldehydes and Ketones 2: Acid and Base Catalysis, Hemiacetal/Hemiketal, Acetal/Ketal, Imine and Enamine Synthesis
Workshop 17 - Aldehydes and Ketones 3: Wittig, Baeyer Villiger, Fehling's, Tollens; Enols and Enolates 1: Keto-Enol Tautomerization, Acid- and Base-Catalyzed Alpha-Halogenation
Workshop 18 - Enols and Enolates 2: Forming Enolate Ions, Aldol Formation and Condensation, Michael Addition, Robinson Annulation
Workshop 19 - Enols and Enolates 3: Enamine Alkylation; More Conjugate Additions to Alpha,Beta-Unsaturated Carbonyls: NaH, RMgX, HCN, R2CuLi, NHR2, and more...
Evaluations for CHE 118B Workshop and 25 Minute Appointments
Additional Resources and Links
About Academic Assistance and Tutoring Centers (AATC)
AATC Student Feedback Form: https://ucdavis.co1.qualtrics.com/jfe/form/SV_bDdMHlkkpUtHGOV

Edna Lamsen

Email: enlamsen@ucdavis.edu

Make sure to include "AATC 118B" in the Subject line.

Please email me directly to gain access to videos and annotated notes on Canvas.

Sign-in QR Code

AATC QR Sign-In

Sign-in Link

forms.gle/oeKGVSboYPGq6y1Y8

25 Minute Appointments

Starts Monday, August 4

Monday through Thursday various times:

appointments.ucdavis.edu

Please contact me in advance at enlamsen@ucdavis.edu to share what you would like to cover, especially if you have a lot of questions!

Please sign in (CHE 118B Workshop/Chemistry Office Hours/Appointments) each time we meet. You must have a Zoom account under @ucdavis.edu address to join.

Signing in whenever you attend workshops, office hours, and appointments helps us at the AATC to continue to provide the services we offer our students every quarter. Thank you in advance!

If you come across any websites or videos that you find helpful and would like to share these resources with other students, you are welcome to email me with those links. I will post them on the bottom of this page. Thank you!

CHE 118A and CHE 118B - Summary of Reactions, pKa Table, Reaction Maps, Periodic Table

AH118ARXNS.pdf
AH118BRXNS.pdf
118 Help Sheet - Priorities and pKas of Functional Groups (Updated 20180405).pdf
118 Help Sheet - pKas BLANK (Updated 20210715).pdf
118A Review MJ.pdf
118B Review MJ.pdf
118A Gen Rxn Mech - AHernandez.pdf
Periodic Table.pdf
118B Reactions of Alkenes (updated 20180423).pdf
118B Reactions of Delocalized Pi Systems (updated 20180522).pdf
118B Reactions of Alkynes (updated 20180424).pdf
118B Reactions of Benzenes (updated 20180516).pdf
Periodic Table.pdf

Fischer Projections

118 Drawing Fischer Projections (Updated 20180717).pdf

CHE 118 Series - Spec Resources

Video explanation of CHE 118A Worksheet 18 Bonus Spec D

(Sarkis B.: CHE 118 Head Tutor)

Recommended YouTube Channels for CHE 118 Series

Leah4sci Tutorials (@Leah4sci)

Eric the Tutor (@ericthetutor)

The Organic Chemistry Tutor (@TheOrganicChemistryTutor)

Professor Dave Explains (@ProfessorDaveExplains)

Crash Course (@crashcourse)

ChemSurvival (@ChemSurvival)

Frank Wong (@OrgoMadeEasy)

Michael Evans (@mevansthechemist)

Workshop 1 - Alkenes 1: General Properties of Double Bonds, Start Alkene Synthesis

Sign-in Link

118BW01 Alkenes 1.pdf

Worksheet 1 Key - Alkenes 1

W25 CHE 118B Workshop 1 Outline - Alkenes 1.pdf
Study Tips and More.pdf
Hyperconjugation Explained

trans vs. cis alkene example

Workshop 2 - Alkenes 2: Hydrogenation, Electrophilic Addition, Hydrohalogenation, Hydration, Acid-Catalyzed Equilibration

Sign-in Link

W23118BW02 Alkenes 2.pdf

Worksheet 2 Key - Alkenes 2

W25 CHE 118B Workshop 2 Outline - Alkenes 2.pdf

Workshop 3 - Alkenes 3: Halogenation, Nucleophilic Competition (Haloalkane and Haloether), Oxymercuration-Demercuration

Sign-in Link

W23118BW03 Alkenes 3.pdf

Worksheet 3 Key - Alkenes 3

W25 CHE 118B Workshop 3 Outline - Alkenes 3.pdf

overview of alkene reactions

Workshop 4 - Alkenes 4: Hydroboration-Oxidation, Radical Hydrobromination, Carbenes

Sign-in Link

W23118BW04 Alkenes 4.pdf

Worksheet 4 Key - Alkenes 4

W25 CHE 118B Workshop 4 Outline - Alkenes 4.pdf

Includes explanation of why HCl and HI do not participate in this radical mechanism

Workshop 5 - Alkenes 5: Epoxide Formation and Ring-opening, Vicinal Diols, Ozonolysis, Polymerization, Alkenyl Organometallics, and Metal-Catalyzed Cross-Coupling Reactions

Sign-in Link

W23118BW05 Alkenes 5.pdf

Worksheet 5 Key - Alkenes 5

W25 CHE 118B Workshop 5 Outline - Alkenes 5.pdf

Note: arrows for the last step is different from Dr. Nasiri's

Workshop 6 - Alkynes 1: Terminal Alkyne Acidity, Preparation of Alkynes, Reduction of Alkynes

Sign-in Link

W23118BW06 Alkynes 1.pdf

Worksheet 6 Key - Alkynes 1

W25 CHE 118B Workshop 6 Outline - Alkynes 1.pdf

Overview of all alkyne reactions

Reduction to trans alkene: arrows for the first step are slightly different from Dr. Nasiri's

Workshop 7 - Alkynes 2: Hydrohalogenation, Halogenation, Halogenation - Nuclephilic Competition, Hydration (With and Without Mercuric-Ion Catalyst), Hydroboration-Oxidation, Keto-Enol Tautomerization

Sign-in Link

W23118BW07 Alkynes 2.pdf

Worksheet 7 Key - Alkynes 2

W25 CHE 118B Workshop 7 Outline - Alkynes 2.pdf

Workshop 8 - Alkynes 3: Radical Hydrobromination; Start Ch. 14: Delocalized Pi Systems, Allylic Reactions (Radical Halogenation, Nucleophilic Substitution, Organometallics)

Sign-in Link

W23118BW08 Alkynes 3.pdf

Worksheet 8 Key - Alkynes 3 and Delocalized Pi Systems 1

W25 CHE 118B Workshop 8 Outline - Alkynes 3.pdf

Workshop 9 - Delocalized Pi Systems 2: Conjugated Dienes: Diene Synthesis, Reactions of Conjugated Dienes: HX, X2

Sign-in Link

W23118BW09 Conjugated Dienes.pdf

Worksheet 9 Key -Delocalized Pi Systems 2

W25 CHE 118B Workshop 9 Outline - DPS2 Conjugated Dienes.pdf
118B Kinetic Versus Thermodynamic Control (updated 20240212).pdf
More On 1,2 and 1,4 Additions To Dienes

"more stable carbocation" vs. "ion pair" explanations and examples

Workshop 10 - Delocalized Pi Systems 3: Diels Alder Cycloaddition: Diene, Dienophile, Endo Rule

Sign-in Link

W23118BW10 Diels Alder.pdf

Worksheet 10 Key - Delocalized Pi Systems 3

W25 CHE 118B Workshop 10 Outline - DPS3 Diels Alder Cycloaddition.pdf
118B Workshop 10 Endo Rule and Chair Forms.pdf

Workshop 11 - Delocalized Pi Systems 4: Electrocyclic Reactions: Ring Closing and Opening; Aromaticity: Aromatic, Nonaromatic, Antiaromatic

Sign-in Link

W23118BW11 Electrocyclic and Aromaticity.pdf

Worksheet 11 Key - Delocalized Pi Systems 4

W25 CHE 118B Workshop 11 Outline - DPS4 Electrocyclic Reactions and Aromaticity.pdf

Website includes several examples and a flowchart to determine aromatic behavior of cyclic molecules.

Workshop 12 - Electrophilic Aromatic Substitution (EAS) 1: Activation and Deactivation of Benzene, Halogenation

Sign-in Link

118BW12 EAS 1.pdf

Worksheet 12 Key - EAS 1

W25 CHE 118B Workshop 12 Outline - EAS 1 Activators Deactivators Halogenation.pdf

Workshop 13 - EAS 2: Friedel Crafts (FC) Alkylation and Acylation, Nitration, Sulfonation

Sign-in Link

W23118BW13 EAS 2.pdf

Worksheet 13 Key - EAS 2

W25 CHE 118B Workshop 13 Outline - EAS 2 FC Alkyl FC Acyl Nitration Sulfonation.pdf

 Nasiri: benzene attacks sulfur trioxide, then protonates intermediate. Sulfonation arrows for first two steps are switched in video.

Video includes EAS examples with benzene reacting with alcohol and boron trifluoride and also an alkene in nonnucleophilic acid. FC Acylation arrows different from Nasiri's arrows, 

Workshop 14 - EAS 3: Polysubstituted Benzene, Modifying Activators on Benzene

Sign-in Link

W23118BW14 EAS 3.pdf

Worksheet 14 Key -EAS 3 

W25 CHE 118B Workshop 14 Outline - EAS 3 Polysub Benzene.pdf

Workshop 15 - Aldehydes and Ketones 1: Oxidation, Ozonolysis, Markovnikov and Anti-Markovnikov                                              Hydration, Protecting Groups

Sign-in Link

W23118BW15 Aldehydes and Ketones 1.pdf

Worksheet 15 Key - Aldehydes and Ketones 1

W25 CHE 118B Workshop 15 Outline - Aldehydes and Ketones 1.pdf

Workshop 16 - Aldehydes and Ketones 2: Acid and Base Catalysis, Hemiacetal/Hemiketal, Acetal/Ketal, Imine and Enamine Synthesis

Sign-in Link

W23118BW16 Aldehydes and Ketones 2.pdf

Worksheet 16 Key - Aldehydes and Ketones 2

W25 CHE 118B Workshop 16 Outline - Aldehydes and Ketones 2.pdf

Workshop 17 - Aldehydes and Ketones 3: Wittig, Baeyer Villiger, Fehling's, Tollens; Enols and Enolates 1: Keto-Enol Tautomerization, Acid- and Base-Catalyzed Alpha-Halogenation

Sign-in Link

W23118BW17 Ald and Ket 3 Enols and Enolates 1.pdf

Worksheet 17 Key - Aldehydes and Ketones 3 and Enols and Enolates 1

W25 CHE 118B Workshop 17 Outline - Aldehydes and Ketones 3 Enols and Enolates 1.pdf

Slightly different arrows for migration step (carbonyl O does not pick up proton)

Workshop 18 - Enols and Enolates 2: Forming Enolate Ions, Aldol Formation and Condensation, Michael Addition, Robinson Annulation

Sign-in Link

W23118BW18 Enols and Enolates 2.pdf

Worksheet 18 Key - Enols and Enolates 2

W25 CHE 118B Workshop 18 Outline - Enols and Enolates 2.pdf

Workshop 19 - Enols and Enolates 3: Enamine Alkylation; More Conjugate Additions to Alpha,Beta-Unsaturated Carbonyls: NaH, RMgX, HCN, R2CuLi, NHR2, and more...

Sign-in Link

W23118BW19 Enols and Enolates 3.pdf

Worksheet 19 Key -Enols and Enolates 3

W25 CHE 118B Workshop 19 Outline - Enols and Enolates 3.pdf

Covers reactions from Workshop 15-19

Evaluations for CHE 118B Workshop and 25 Minute Appointments

It's that time of the quarter again! When you have free time, please fill out an evaluation for CHE 118B Workshop using the link below. Whether you attended once, twice, or all of the workshops, I really hope you will take the time to fill one out. Any and all feedback will be appreciated! Thank you again for attending my workshop this summer session. Wishing you all the best on your final!

Evaluation Link: https://ucdavis.co1.qualtrics.com/jfe/form/SV_bDdMHlkkpUtHGOV

Additional Resources and Links

Mariya's Google Site: https://sites.google.com/ucdavis.edu/jones

Jade's Google Site: https://sites.google.com/ucdavis.edu/pratt

Illustrated Glossary of Organic Chemistry (UCLA): https://www.chem.ucla.edu/~harding/IGOC/IGOC.html

Eric the Tutor YouTube: https://www.youtube.com/channel/UCz0Hx0Bi7b33NMEuWRc2XMg/playlists

Getting Started with Remote Learning: https://keepteaching.ucdavis.edu/student-resources

Success Coaching and Learning Strategies Resources: https://opportunity.ucdavis.edu/services/scls/resources

Healthy UC Davis: https://healthy.ucdavis.edu

Aggie Compass Basic Needs Center: https://aggiecompass.ucdavis.edu

Metacognition: The Key to Acing Chemistry by Dr. McGuire: https://www.youtube.com/watch?v=yGBfd7LeGMM

Recommended reading: Teach Yourself How to Learn (Dr. Saundra Mcguire)

CAS Semester Tookkit (LSU): https://lsu.edu/cas/earnbettergrades/tipsandtools/semestertoolkit.php

Recommended reading: Make It Stick: The Science of Successful Learning (Brown, Roediger, McDaniel)

Recommended reading: Organic Chemistry as a Second Language (David Klein)

Study and Exam Tips: https://www.masterorganicchemistry.com/study-and-exam-tips/

Michael Evans Organic Chemistry YouTube videos: https://www.youtube.com/c/MichaelEvans86 (CHEM 2311 and CHEM 2312 Playlists)

The Organic Chemistry Tutor videos: https://www.youtube.com/c/TheOrganicChemistryTutor/

MIT Courseware - Principles of Chemical Science (Prof. Drennan): https://ocw.mit.edu/courses/5-111sc-principles-of-chemical-science-fall-2014/pages/syllabus/

About Academic Assistance and Tutoring Centers (AATC)

Academic Assistance and Tutoring Centers (AATC) exist to help undergraduate students thrive at UC Davis and beyond. We provide an inclusive and interactive environment where students participate in reinforcing and retaining knowledge in multi-disciplinary writing, math, and science+ through co-curricular academic services provided by both professional staff and peer tutors. We strive to support students in developing the academic competence and confidence that will empower them to succeed at UC Davis.

We offer workshops, tutoring, and/or content reviews - free of charge to all registered UC Davis students. Visit https://tutoring.ucdavis.edu to view the current workshop, tutoring, and content review schedules.

More ways to get help and/or meet others from your class:

1. Drop-In: Visit one of our AATC peer tutors  or Chemistry Specialists at the lower level of Shields Library. They will be there to help you with HW, exam prep, and conceptual questions from lecture. Visit https://tutoring.ucdavis.edu/chemistry for the current Drop-In tutoring schedule.

2. Remote: Book an AATC individual appointment through OASIS. (during the regular academic year).

AATC Student Feedback Form: https://ucdavis.co1.qualtrics.com/jfe/form/SV_bDdMHlkkpUtHGOV

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