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    Chemistry Learning Center Staff Info & Handouts

    Tony's Help Sheets - Chemistry 103

    *** Using these Chem 103 handouts? Your Feedback would be really appreciated! Thanks in advance! ***

    (Comments or Questions - feel free to contact Tony at atjacob@wisc.edu)

    DISCLAIMER: These handouts provide a "general" outline of the material with practice problems and answers. Each instructor presents the material differently, so not all of the material in the handouts is covered by each instructor, and some instructors will cover material not on the handouts. Please review your lecture notes and syllabus, and compare them to the handouts to note appropriate topics to work through.

    **Please note: To access Chem 103 materials
    requires a UW NetID (e.g., bbadger) and Password**
    Intro to Chemistry Concepts
    Help Sheet #1
    Intro: Terms, SI units, Unit Conversions, Sig Figs, Density, Periodic Table
    Flashcards #1
    SI Units; Confirm which SI units you are expected to know in your course; print 2-sided with Adobe Reader for proper alignment
    Practice Sheet #1 - SI Units
    SI Units: Conversions with SI Units
    Atoms, Molecules, and Ions
    Flashcards #2
    Element Names and Symbols
    first 36 elements plus a few other common ones; print 2-sided with Adobe Reader for proper alignment
    Practice Sheet #2
    Element Names and Symbols
    first 36 elements plus a few other common ones; print 2-sided with Adobe Reader for proper alignment
    Help Sheet #2
    Atomic Structure: Atomic Structure, Isotopes, Average Atomic Mass, Mass Spectroscopy, Ionic versus Molecular compounds, Naming/Writing Formulas, Polyatomic Ions, Coulomb's Law
    Flashcards #3
    Polyatomic Ions Formulas/Names
    Confirm which polyatomic ions you are expected to know in your course; download and print 2-sided from Adobe Reader for proper alignment
    Practice Sheet #3
    Monoatomic and Polyatomic Ions
    Practice Sheet #4
    Naming Compounds, Writing Formulas
    Chemical Reactions
    Help Sheet #3
    Reactions: Balancing Rxns, Types of Rxns, Writing Rxns (molecular, complete ionic, net ionic rxns); Electrolytes; Solubility Rules; Redox: Assigning oxidation numbers; What's oxidized, reduced, oxidizing agent, reducing agent; Metal activity series
     
     
    Stoichiometry
    Help Sheet #4
    Moles: Mole calculations, Molar mass, Converting between moles/grams/molecules, Mass percent, Empirical and Molecular formulas, Mass spectroscopy revisited, Finding unknown M
    Help Sheet #5
    Stoichiometry: Reactions and mol calculations, Limiting reagents, Percent yield, Empirical formulas from combustion
    Help Sheet #6
    Molarity: Molarity calculations, Dilution, Solution stoichiometry (titrations)
    Practice Problems for Modules 1-4: Intro to Chemistry Concepts; Atoms, Molecules, and Ions;
    Chemical Reactions; Stoichiometry

    A set of practice problems on these four modules


    Gases
    Help Sheet #7
    Gases-Part I: Gas Laws, D and molar mass, STP, Stoichiometry with gases
    Help Sheet #8
    Gases-Part II: Partial Pressure; Kinetic Theory of Gases; Root Mean Square Velocity; Diffusion and Effusion
     
    Thermochemistry
    Help Sheet #9
    Thermochemistry-Part I: Terms; Work; Sign Conventions; Specific Heat Capacity; q = CmΔT; Heat Transfer; Phase Changes (ΔvapH, ΔfusH)
    Help Sheet #10
    Thermochemistry-Part II: Enthalpy of a rxn, ΔrH° Calorimetry; Hess's Law; Heat of Formation (ΔfH°); Phase Change + Heat transfer
     
    Practice Problems for Modules 5-6: Gases; Thermochemistry
    A set of practice problems on these two modules


    Light, Matter, and Electronic Structure
    Help Sheet #11
    Light and Electronic Structure: Light equations; Electromagnetic spectrum; Photoelectric effect; Quantized system and Bohr Model; Energy Level Diagram; Electron Transitions; Duality principle; de Broglie Wavelength
    Help Sheet #12
    Quantum:Wavefunctions; Nodes; Quantum Numbers; Orbitals Shapes; Electronic Configurations: Shorthand notation; Orbital Box Diagram; Charged Transition Elements; Number of unpaired electrons
    Help Sheet #13
    Periodic Table Trends: Effective Nuclear Charge; Shielding; Atomic Radii, Ionization Energy, Electron Affinity; Ionic Radii
    Practice Problems for Module 7: Light, Matter, and Electronic Structure
    A set of practice problems on this module


    Chemical Bonding
    Help Sheet #14
    Chemical Bonding: Types of bonds; Electronegativity; Bond polarity; Lewis dot structures; Resonance; Bond order; Formal charge; Bond enthalpies
     
     
    Molecular Geometry
    Help Sheet #15
    Molecular Geometry: VSEPR; Molecular Polarity
    Help Sheet #16
    Valence Bond Theory: Hybrid Orbitals, pi and sigma Bonds; Geometric isomers cis/trans
    Help Sheet #17
    Molecular Orbital (MO) Theory: MO Shapes; Bond order; MO e- Configuration; Molecular stability
    Sometimes MO theory is skipped; disregard this HelpSheet if it is not covered!
    Intermolecular Forces
    Help Sheet #18
    Liquids: Intermolecular forces; Liquid properties; Vapor pressure diagram
     
     
    Phase Diagrams and Solids
    Help Sheet #19
    Phase diagrams: Phase diagrams, Phase changes, Clausius- Clapeyron equation
    Help Sheet #20
    Solids: Types of solids; Unit cells; Packing; Determining Empirical formulas; Coordination number; Ionic compounds; Packing efficiency; Density
     
    Practice Problems for Modules 8-11:
    Chemical Bonding; Molecular Geometry; Intermolecular Forces; Phase Diagrams and Solids
    A set of practice problems on these four modules



    *** Using these Chem 103 handouts? Your Feedback would be really appreciated! Thanks in advance! ***




    Tony's Help Sheets - Chemistry 104

    *** Using these Chem 104 handouts? Your Feedback would be really appreciated! Thanks in advance! ***

    (Comments or Questions - feel free to contact Tony at atjacob@wisc.edu)

    DISCLAIMER: These handouts provide a "general" outline of the material with practice problems and answers. Each instructor presents the material differently, so not all of the material in the handouts is covered by each instructor, and some instructors will cover material not on the handouts. Please review your lecture notes and syllabus, and compare them to the handouts to note appropriate topics to work through.

    **Please note: To access Chem 104 materials
    requires a UW NetID (e.g., bbadger) and a Password**
    Chem 103 Review
    Help Sheet #1
    Chem 103 Review: Electronegativity, Lewis Dot Structures, Bond Polarity, VSEPR, Hybridization, Hybrid Orbitals used in a Bond, Intermolecular Forces, Higher Boiling Point, Solubility
     
     
    Organic Chemistry
    Help Sheet #2
    Organic-Part I:
    Drawing and Naming Molecules, Functional Groups Part I
    Practice Sheet #1
    ID Functional Groups; Naming Molecules

    Organic: alkanes, alkenes, alkynes, cyclic, aromatic
    Help Sheet #3
    Organic-Part II:
    Isomers (structural/constitutional, optical, geometric)
    Practice Sheet #2
    Isomers

    Help Sheet #4
    Organic-Part III:
    Functional Groups Part II (drawing and naming)
    Practice Sheet #3
    ID Functional Groups; Naming Molecules

    Organic: alcohols, ethers, aldehydes, ketones, carboxylic acids, esters, amides, amines
    Flashcards #1 - ID Functional Groups
    Identifying Functional Groups
    Print 2-sided with Adobe Reader for proper alignment
    Help Sheet #5
    Organic-Part IV:
    Reactions: Ester and amide formation, ester and amide hydrolysis
    Practice Sheet #4
    Reactions

    Organic: Ester/amide condensation, ester/amide hydrolysis


    Chemical Kinetics
    Help Sheet #6
    Kinetics-Part I: Average Rates; Initial Rates; Relative Rates; Rate Constant with Units; Evaluating a Rate Law: Initial Rates Method, Description
    Update: This Help Sheet was changed 6/23/20; some content was placed in the next Help Sheet

    Help Sheet #7
    Kinetics-Part II: Evaluating a Rate Law: Integrated Rate Laws; Half Life and Half life graphs; Rate versus Concentration
    Help Sheet #8
    Kinetics-Part III: Evaluating a Rate Law: Mechanisms; Reaction Coordinate Diagrams; Arrhenius Equation and graphs
    Practice Problems For Modules 1-2: Organic; Kinetics
    A set of practice problems on these two modules


    Equilibrium
    Help Sheet #9
    Equilibrium-Part I: K Expression; Size of K; Kc versus Kp; Le Chatelier's Principle; How K Changes as Rxn is Changed
    Help Sheet #10
    Equilibrium-Part II: K Calculations; Rxn Quotient: Q
     
    Acids and Bases
    Help Sheet #11
    Acids and Bases-Part I: Defns; Conjugate A/B; pH Equations; pH Calculations for SA, SB, WA, and WB; Strength of A/B and Their Conjugates; %Ionization
    Help Sheet #12
    Acids and Bases-Part II:Ka, Kb, pKa, pKb; Which Way does an A/B Rxn Proceed; Acidity versus Structure; Polyprotic Acids; Spectator Ions; Salts; Lewis acids/bases
     
    Practice Problems for Modules 3-4: Equilibrium; Acids and Bases
    A set of practice problems on these two modules


    Aqueous Equilibria
    Help Sheet #13
    Buffers: ID Buffers; Buffer Range and Capacity; pH of a Buffer; Find pH of Buffer + SA/SB; Buffer prep
    Help Sheet #14
    Titrations: Titration Curves: SA+SB, SA+WB, WA+SB; Equivalence Pt; Halfway to Equivalence Pt; Indicators; pH Calculations of Titrations; Polyprotic Acid Titrations
    Help Sheet #15
    Solubility Product, Ksp: Find Ksp from Solubility; Find Solubility from Ksp; Which Solid is More Soluble?; Common Ion Effect; pH and Solubility; Does a Ppt Form?
    Practice Problems for Module 5: Aqueous Equilibria: Buffers, Titrations, Solubility
    A set of practice problems on this module

    Thermodynamics
    Help Sheet #16
    Thermodynamics-Part I: Enthalpy, ΔH° (review); Entropy, ΔS°; Comparing Entropy in Different Systems; Spontaneous Reactions
    Help Sheet #17
    Thermodynamics-Part II: Spontaneous reactions and Free Energy, ΔG°; Free Energy (non-standard conditions), ΔG; Signs of ΔH° and ΔS°: Reaction spontaneity; T at which a reaction is spontaneous; van't Hoff equation/graph
     
    Practice Problems for Modules 6: Thermodynamics
    A set of practice problems on this module


    Electrochemistry
    Help Sheet #18
    Electrochemistry-Part I: Assign Ox Num; Oxidized, reduced, oxidizing/reducing agents, Bal Redox Rxns; Draw Electrochemical Cells; Inert Electrodes; Line Notation; Standard Electrode (SHE); How E° Changes as Rxn Changes; Standard Reduction Table
    Help Sheet #19
    Electrochemistry-Part II: Stronger Oxidizing/Reducing Agents; K, ΔG°, and E°; Nernst Eqn; Concentration Cells; Electroylsis; Molten Systems; Types of Batteries; BAN APE
     
    Practice Problems for Module 7: Electrochemistry
    A set of practice problems on this module


    *** Using these Chem 104 handouts? Your Feedback would be really appreciated! Thanks in advance! ***





    José's Chemistry 343 Resources

    (Comments or Questions - feel free to contact Tony at atjacob@wisc.edu)


    DISCLAIMER: These handouts provide a "general" outline of the material with practice problems and answers. Each instructor presents the material differently, so not all of the material in the handouts is covered by each instructor, and some material unique to one instructor may not be covered on the handout. Please review your lecture notes and compare them to the handouts to note appropriate topics.
    Trends in Alkyl Elimination Reactions







    *** Using these Chem 343 handouts? Your Feedback would be really appreciated! Thanks in advance! ***

    Please note that these Chem 343 materials require a UW NetID and Password
    #1: Lewis Structures (answers)
    #2: Resonance Structures (answers)
    #3: Electron Pushing Arrows in O-Chem
    #4: Alkane Nomenclature (answers)
    #5: Lewis Acids and Bases (answers)
    #6: Acid Base Practice Problems (answers)

    Reactions of Alkenes-Flashcard Format
    #1: Overview: Alkene Addition Reactions
    #2: Hydrogenation
    #3: Halogenation
    #4: Hydration of Alkenes; Synthesis of Alcohols
    #5: Halohydrin Synthesis
    #6: Haloether Synthesis
    #7: Oxymercuration-Reduction
    #8: Alkoxymercuration-Reduction
    #9: Hydroboration-oxidation
    #10: Ozonolysis
    #11: Addition of HBr in the Presence of Peroxides
    #12: 1,2-Diol Formation #1
    #13: 1,2-Diol Formation #2
    #14: Alkene Isomerization

    Addition Reactions to Alkenes Practice
    Practice #1: Addition Reactions to Alkenes (answers)
    Practice #2: Addition Reactions to Alkenes (answers)


    Practice on Stereoisomers
    #1: Practice: Stereoisomers (answers)

     
    Practice on Cyclohexanes
    #1: Practice: Stereoisomers (answers)

     
    Substitution (SN1 and SN2) and Elimination (E1 and E2) Reactions
    Trends in Alkyl Substitution and Elimination Reactions


    Practice #3: SN1, SN2 (answers)
    Practice #4: Practice Questions (Mainly multiple-choice questions) (answers)
    Practice #5: Practice Problems on Synthesis (answers)

    Carbenes and Carbenoids-Flashcard Format
    #1: Carbene and Carbenoid Reactivity


       
    Halogenation of Alkanes-Flashcard Format
    #1: Halogenation of Alkanes


       
    Organometallics-Flashcard Format
    #1: Organometallic Compounds


       
    Alcohol Reactions-Flashcard Format
    #1 : Alkyl Chlorides from 1o and 2o Alcohols
    #2 : Alkyl Bromides from 1o and 2o Alcohols
    #3: Alkyl Halides from 3o Alcohols
    #4: Sulfonate Ester Preparation
    #5: Ethers from Alcohols Using Sulfonates
    #6 : Oxidation of 1o Alcohols to Aldehydes
    #7: Oxidation of 1o Alcohols to Carboxylic Acids
    #8: Oxidation of 2o Alcohols to Ketones
    #9: Rxn of 1o Alcohols with Hydrogen Halides
    #10: Rxn of 2o Alcohols with Hydrogen Halides
    #11: Rxn of 3o Alcohols with Hydrogen Halides


    #12: Acid Catalyzed Dehydration of an Alcohol
    Reactions of Ethers-Flashcard Format
    #1: Ethers from 1o Alcohols
    #2: Ethers From 3o Alcohols
    #3: Williamson Ether Synthesis
    #4: Ethers from Alkenes; Alkoxymercuration-Reduction of Alkenes
    #5: Rxn of Ethers with HX (1 equivalent)
    #5: Rxn of Ethers with Excess HX

    Reactions of Epoxides-Flashcard Format
    #1: Synthesis of Epoxides Using Peroxides
    #2: Synthesis of Epoxides Using Halohydrins
    #3: Acid Catalyzed Nucleophilic Reaction of an Epoxide
    #4: Base- Catalyzed Nucleophilic Reaction of an Epoxide
    #5: Reactions of Epoxide With Organometallics

    Practice on Epoxides
    Practice #6: Practice Problems on Epoxide Reactivity (answers)


    Synthesis and Reactions of Alkynes-Flashcard Format
    #1: Synthesis of Alkynes
    #2: Hydrogenation of Alkynes
    #3: Partial Hydrogenation of Alkynes-I
    #4: Partial Hydrogenation of Alkynes-II
    #5: Addition of 1 equivalent of HX to Alkynes
    #6: Addition of Excess HX to Alkynes
    #7: Addition of HX in the Presence of Peroxides
    #8: Hydration of Alkynes
    #9: Hydroboration-Oxidation of Terminal Alkynes
    #10: Hydroboration-Oxidation of Internal Alkynes
       
    Alkyne Practice
    Practice #7: Alkyne Reactions (answers)


    Synthesis
    Practice #8: Synthesis Practice (answers)


    Dienes-Flashcard Format
    #1: Electrophilic Addition to 1,3-Conjugated Dienes


       
    Diels-Alder-Flashcard Format
    #1: Diels-Alder Reaction


       
    Diels-Alder Practice
    Practice #9: Practice on the Diels-Alder Reaction (answers)




    José's Chemistry 345 Handouts

    (Comments or Questions - feel free to contact Tony at atjacob@wisc.edu)

    *** Using these Chem 345 handouts? Your FEEDBACK would be really appreciated! Thanks in advance! ***

    DISCLAIMER: These handouts provide an outline of some organic material. Each Instructor presents the material differently, so not all of the material in the handouts may apply to all Instructors. Please review your lecture notes to determine the appropriate topics.





    Please note that these Chem 345 materials require a UW NetID and Password
    1H NMR
    #1: 1H NMR Spectroscopy Worksheet   (answers)
    #2: Strategies for Solving Problems using 1H NMR, IR


     


    IR Spectroscopy
    #1: Practice Problems I on IR Spectroscopy   (answers)
    #2: More Practice Problems on IR Spectroscopy   (answers)



    Electron Pushing Arrows
    #1: Electron Pushing Arrows in O-Chem




    Electrophilic Aromatic Substitution (EAS) - Flashcard Format
    #1: EAS Nitration
    #2: EAS Bromination
    #3: EAS Chlorination
    #4: EAS Sulfonation
    #5: EAS Friedel- Crafts Alkylation
    #6: EAS Friedel- Crafts Acylation


    Practice #1: EAS Reactions (answers)


    Benzylic and Allylic Reactions - Flashcard Format
    #1: Allylic Bromination
    #2: Benzylic Bromination
    #3: Synthesis of Allylic Grignard Reagents
    #4: Substitution Reactions
    #5: Elimination Reactions
    #6 : Oxidation Reaction of Allylic and Benzylic Alcohols



    Oxidation of Alkylbenzenes - Flashcard Format
    #1: Oxidation of Alkylbenzene Compounds


     
     
    Elimination Reactions of Vinyl Halides - Flashcard Format
    #1: Alkyne Synthesis


     
     
    Nucleophilic Aromatic Substitution - Flashcard Format
    #1: Nucleophilic Aromatic Substitution


     
     
    Reactions of Phenols - Flashcard Format
    #1: Phenol Reactivity Toward Electrophilic Aromatic Substitution (EAS)
    #2: Reaction of Aryl Alkyl Halides with HX
    #3: Oxidation of Phenols
    #4: Williamson Ether Synthesis
    Reactions Involving Transition Metal Complexes - Flashcard Format
    #1: The Heck Reaction
    #2: Suzuki Coupling Reaction
    #3: Alkene Metathesis Reaction


    Aldehyde and Ketone Reactivity - Flashcard Format
    #1: Aldehyde and Ketone Reduction
    #2: Cyanohydrin Synthesis
    #3: Reaction With Grignard Reagents
    #4: Reaction With Acetylide Reagents
    #5: Acetals
    #6: The Base Catalyzed Formation of a Hemiacetal
    #7: The Wolff-Kishner Reduction
    #8: The Clemmensen Reduction
    #9: Reaction With Primary Amines
    #10: Reaction With Secondary Amines
    #11: The Wittig Reaction
    #12: The Baeyer-Villiger Reaction
    #13: The Beckmann Rearrangement Reaction
    Practice #2: Problems on Acetals and Synthesis   (answers)


    Reactivity of Carboxylic Acids and Their Derivatives - Flashcard Format
    #1: Synthesis of Carboxylic Acids
    #2: Synthesis of Esters From Carboxylates
    #3: Methyl Esters by the Use of Diazomethane
    #4: Fischer Esterification
    #5: Acid Chlorides from Carboxylic Acids
    #6: Transesterification
    #7: Reduction of Carboxylic Acids to 1o-alcohols
    #8: Synthesis of Acid Anhydrides
    #9: Synthesis of Sulfonyl Chlorides
    #10: Decarboxylation of β-Dicarboxylic Acids
    #11: Base Catalyzed Hydrolysis of an Amide
    #12: Acid Catalyzed Hydrolysis of an Amide
    #13: Reaction of Esters With Grignard Reagents
    #14: Reaction of an Acid Chloride with a Lithium Dialkylcuprate
    #15: Reaction of Esters With Amines to Form Amides
    #16: Hydrolysis of Acid Chlorides
    #17: Hydrolysis of Acid Anhydrides
    #19: Base Catalyzed Lactone Hydrolysis
    #20: Base Catalyzed Hydrolysis of Nitriles
    #21: Acid Catalyzed Hydrolysis of Nitriles
    #22: Acid Chloride Reactions
    #23: Acid Catalyzed Hydrolysis of Lactones
    #24: Acid Catalyzed Hydrolysis of Esters
    #25: Reduction of Derivatives of Carboxylic Acid
    #26: Reduction of Acid Chlorides to Aldehydes
    #27: The Strecker Synthesis
    #28: Reaction of Nitriles With Grignard Reagents
    Practice #3: Problems on Carboxylic Acids and Synthesis   (answers)

    Reactivity of Enols, Enolate Ions and α,β- Unsaturated Carbonyl Compounds- Flashcard Format
    #1: Formation of Enols Under Acidic Conditions
    #2: Formation of Enolate Ions Under Basic Conditions
    #3: The α-Halogenation of Carbonyl Compounds
    #4: The Haloform Reaction
    #5: The Aldol Reaction Under Acidic Conditions
    #6: The Aldol Reaction Under Basic Conditions
    #7:
    #9: 1,2 vs 1,4 Addition Reactions to α, β-Conjugate Carbonyl Compounds
    #10: Claisen Condensation and Other Similar Reactions
    #11: The Robinson Annulation Reaction

    Reactivity of Amine Compounds- Flashcard Format
    #1: Direct Alkylation of Amines
    #2: Reactions of Amines: Acylation
    #3: Primary Amine Derivatives of Aldehydes and Ketones
    #4: Secondary Amine Derivatives of Aldehydes and Ketones
    #5: Reactions of Amines: Reductive Amination (Borch Reaction)
    #6: Synthesis of Primary Amines (Gabriel Synthesis)
    #7: Synthesis of Arylamines
    #8: Quaternization of Amines
    #9: Hofmann Elimination
    #10: Electrophilic Aromatic Substitution (EAS) of Arylamines
    #11: Aromatic Substitution With Diazonium Salts
    #12: Reactions of Amines: Diazonium Salts
    #13: Buchwald-Hartwig Amination
    #14: Curtius Rearrangement
    #15: Hofmann Rearrangement
    #16: The Sandmeyer Reaction
    #17: The Mannich Reaction

    *** Using these Chem 345 handouts? Your FEEDBACK would be really appreciated! Thanks in advance! ***


    "How to Excel in Chemistry"
    Dr. Cathy Middlecamp, Founder
    Chemistry Learning Center


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