11days until
    End of Spring Semester




    CHEM 2310

    Organic Chemistry I

    Salt Lake Community College

    Ron Valcarce     Office SI 215

     Important Dates - Spring Semester 2014

    ·        January 13th (M) First Day of Class
    ·        January 20th (M) MLK Day, No Class 
    ·        January 22nd, (W) Last Day to Drop Class
    ·        February 17th (M) President's Day, No Class
    ·        March 10th - 14th (M-F) Spring Break, No Class
    ·        March 24th, (M) Last Day to Withdraw*
            *Please see me before withdrawing from class 
    ·        May 1st (H), Last Day of Class
    ·        May 2nd (F), Make-Up Tests day for 2310  

    Office Hours

    ·     9:00 -9:50 a.m.,  M-F (or by appointment) 

    ·     Phone: 957-4830

    ·     email: Ron.Valcarce@SLCC.edu

    ·     Web Site: www.ochemistry.info 

    Spring Semester 2014

    Section 1 - 2310 (CRN-20482)
    M-H, 11:00-11:50 A.M., SI 298

    Problem Solving 
    Section 1 - 2318 (CRN-21515)
          F, 11:00-11:50 A.M., SI 298



    We will have nine (9) chapter exams, each worth 90 points and a spectroscopy take-home exam worth 100 points. All chapter exams are scheduled in class.


    Make-up exams will be given for appropriate medical or family emergencies.  All make-up exams will be scheduled on 5/2.


    ·         Organic Chemistry 9th edition, Francis  A. Carey.  

      Chapters 1 – 10 & 13

    ·         Student Solutions Manual for Organic Chemistry,
             9th edition, Francis A. Carey.
             The study guide is required for this class



    You cannot successfully learn organic chemistry without spending a considerable amount of time working end of chapter problems.   


    Homework will count for 20 point of each exam and will consist of working ALL the end-of-chapter problems in the text book and the ALL the Self-Test problems in the solutions manual.  Homework is due with each exam.


       midterm exams                  810 points

       Spectroscopy                    100 points

       Total                                  910 Points Possible


                       100% - 94%                   A       

                         93% - 90%                   A- 

                         89% - 87%                   B+

                         86% - 83%                   B                                   

                         82% - 80%                   B-

                         79% - 77%                   C+

                         76% - 73%                   C

    Extra Credit

    Students may earn up to 2% extra credit by participating with the ACS-Student Affiliates Chemical Information Series.  More information will be given in class

     Student Code of Conduct

    The student is expected to follow the SLCC Student Code of Conduct found at


    Americans with Disabilities Act

    Students with medical, psychological, learning or other disabilities desiring accommodations or services under ADA, must contact the Disability Resource Center(DRC). The DRC determines eligibility for and authorizes the provision of these accommodations and services for the college."Please contact the DRC at the Student Center, Suite 244, Redwood Campus, 4600 So. Redwood Rd, 84123. Phone: (801) 957-4659, TTY: 957-4646, Fax: 957- 4947 or by email: linda.bennett@slcc.edu"

    College-Wide Learning Outcomes

    The Core Themes of SLCC’s Mission focuses on Access and Success, Transfer Education, Workforce Education and Community Engagement. As such, all courses

    and programs address one or more of the below College-Wide Learning Outcomes.  Upon successful completion of any program at SLCC, students should:

    • Acquire substantive knowledge in the discipline of their choice sufficient for further study, and/or demonstrate competencies required by employers to be hired and succeed in the workplace.

    • Communicate effectively.

    • Develop quantitative literacies necessary for their chosen field of study.

    • Think Critically.

    • Develop the knowledge and skills to be civically engaged, and/or to work with others in a professional and constructive manner.

    Instructor reserves the right to change or modify any content in this syllabus or the course schedule. 

    Organic Chemistry 2310 Learning Objectives by Chapter Topics:

    Chapter 2 - Alkanes and Cycloalkanes: Introduction to Hydrocarbons

    Classes of Hydrocarbons
    Electron Waves and Chemical Bonds; the Valence Bond Model
    Introduction to Alkanes: Methane, Ethane, and Propane
    Hybridization and Bonding in Methane & Ethane
    Isomeric Alkanes
    IUPAC Nomenclature of Unbranched Alkanes - Applying the IUPAC Rules
    Nomenclature of Alkyl Groups
    IUPAC Names of Highly Branched Alkanes & Cycloalkanes
    Sources of Alkanes and Cycloalkanes
    Physical Properties of Alkanes and Cycloalkanes
    Chemical Properties: Combustion of Alkanes - Thermochemistry
    Oxidation-Reduction in Organic Chemistry
    sp2 Hybridization and Bonding in Ethylene
    sp Hybridization and Bonding in Acetylene

    Chapter 3 - Conformations of Alkanes and Cycloalkanes & an Introduction to Stereochemistry

    Conformational Analysis of Ethane & Butane
    Conformations of Higher Alkanes
    The Shapes of Cycloalkanes: Cyclopropane, Cyclobutane, Cyclopentane & Cyclohexane
    Axial and Equatorial Bonds in Cyclohexane
    Conformational Inversion in Cyclohexane
    Conformational Analysis of Monosubstituted Cyclohexanes
    Disubstituted Cyclohexanes: cis-trans Stereoisomers
    Conformational Analysis of Disubstituted Cyclohexanes
    Conformations of Medium and Large Rings
    Polycyclic Ring Systems; spirocyclic and bicyclic rings
    Heterocyclic Compounds

    Chapter 4 - Alcohols and Alkyl Halides: Introduction to Reaction & Reaction Mechanisms

    Organic Functional Groups
    IUPAC Nomenclature of Alkyl Halides & Alcohols
    Classes of Alcohols & Alkyl Halides
    Bonding in Alcohols & Alkyl Halides
    Physical Properties of Alcohols and Alkyl Halides: Intermolecular Forces
    Preparation of Alkyl Halides from Alcohols and Hydrogen Halides: the Sn substitution reaction
    Mechanism of the Sn2 substitution reaction & Hammond’s Postulate
    Mechanism of the Sn1 substitution reaction
    Potential Energy Diagrams for Multistep Reactions:
    Structure, Bonding, and Stability of Carbocations
    Effect of Alcohol Structure on Reaction Rate
    Activation Energy
    Inorganic Methods for Converting Alcohols to Alkyl Halides
    Free Radical Halogenation of Alkanes
    Mechanism of Free-Radical halogenation of Methane
    Structure and Stability of Free Radicals
    Halogenation of Higher Alkanes

    Chapter 5 - Alkenes: Structure and Preparation by Elimination Reactions 

    Alkene IUPAC Nomenclature
    Structure and Bonding in Alkenes (sp2 hybridized systems)
    Isomerism in Alkenes (Cis/Trans & E/Z stereoisomers)
    Naming Stereoisomeric Alkenes by the E-Z Notational System
    Physical Properties of Alkenes
    Relative Stabilities of Alkenes (Zaitsev’s order)
    Preparation of Alkenes: b-Elimination Reactions
    Dehydration of Alcohols
    Regioselectivity in Alcohol Dehydration: The Zaitsev Rule
    Stereoselectivity in Alcohol Dehydration
    The E1 and E2 Mechanisms of Alcohol Dehydration
    Rearrangements in Alcohol Dehydration Reactions – Hydride and alkyl Shifts
    Dehydrohalogenation of Alkyl Halides
    The E2 Mechanism of Dehydrohalogenation of Alkyl Halides
    Anti Elimination in E2 Reactions: Stereoelectronic Effects
    Isotope Effects and the E2 Mechanism
    The E1 Mechanism of Dehydrohalogenation of Alkyl Halides with Weak Bases

    Chapter 6 - Addition Reactions of Alkenes

    Hydrogenation of Alkenes - Heats of Hydrogenation
    Mechanism of Hydrogenation of Alkenes
    Stereochemistry of Alkene Hydrogenation
    Electrophilic Addition of Hydrogen Halides to Alkenes
    Regioselectivity of Hydrogen Halide Addition: Markovnikov’s Rule
    Mechanistic Basis for Markovnikov’s Rule
    Carbocation Rearrangements in Hydrogen Halide Addition to Alkenes
    Addition of Sulfuric Acid to Alkenes
    Acid-Catalyzed Hydration of Alkenes
    Mechanism of Acid-Catalyzed Hydration
    Thermodynamics of Addition-Elimination Equilibria
    Hydroboration-Oxidation of Alkenes
    Stereochemistry of Hydroboration-Oxidation
    Mechanism of Hydroboration-Oxidation
    Addition of Halogens to Alkenes
    Stereochemistry of Halogen Addition
    Mechanism of Halogen Addition to Alkenes: Halonium Ions
    Conversion of Alkenes to Vicinal Halohydrins
    Free-Radical Addition of Hydrogen Bromide to Alkenes
    Mechanism Free-Radical Addition of Hydrogen Bromide
    Epoxidation of Alkenes
    Ozonolysis of Alkenes
    Ethylene and Propene: The Most Important Industrial Organic Chemicals

    Chapter 7 - Stereochemistry & Chirality 

    Molecular Chirality: Enantiomers
    Sp3 Carbon Chirality Center
    Chirality Centers & Points/Planes of Symmetry in Achiral Structures
    Properties of Enantiomers & Optical Activity
    The Cahn-Ingold-Prelog R-S Notational System
    Fischer Projections
    Reactions That Create a Chirality Center
    Chiral Molecules with Two Chirality Centers – Enantiomers & Diastereomers
    Achiral Molecules with Two Chirality Centers
    Molecules with Multiple Chirality Centers
    Chirality of Disubstituted Cyclohexanes
    Reactions That Produce Diastereomers
    Resolution of Enantiomers
    Chirality Centers Other Than Carbon
    Chiral Drugs

    Chapter 8 - Nucleophilic Substitution

    Functional Group Transformation by Nucleophilic Substitution
    Relative Reactivity of Halide Leaving Groups
    The SN2 Mechanism of Nucleophilic Substitution
    Steric Effects in SN2 Reaction Rates
    Nucleophiles and Nucleophilicity
    The SN1 Mechanism of Nucleophilic Substitution
    Carbocation Stability and SN1 Reaction Rates
    Stereochemistry of SN1 Reactions
    Carbocation Rearrangements in SN1 Reactions
    Effect of Solvent on the Rate of Nucleophilic Substitution
    Mechanism Carbocation Rearrangement in the SN1 Reaction
    Substitution and Elimination as Competing Reactions
    Nucleophilic Substitution and Elimination of Alkyl Sulfonates

    Chapter 9 - Alkynes 

    Sources of Alkynes
    Physical Properties of Alkynes
    Structure and Bonding in Alkynes: sp Hybridization
    Acidity of Acetylene and Terminal Alkynes
    Preparation of Alkynes by Alkyation of Acetylene and Terminal Alkynes
    Preparation of Alkynes by Elimination Reactions
    Addition Reactions of Alkynes
    Hydrogenation of Alkynes
    Metal-Ammonia Reduction of Alkynes
    Addition of Hydrogen Halides to Alkynes
    Hydration of Alkynes
    Addition of Halogens to AlkynesOzonolysis of Alkynes

    Chapter 10 - Conjugation in Alkadienes and Allylic Systems

    The Allyl Group
    Allylic Carbocations
    SN1 Reactions of Allylic Halides
    SN2 Reactions of Allylic Halides
    Allylic Free Radicals
    Allylic Halogenation
    Allylic Anions
    Classes of Dienes
    Relative Stabilities of Dienes
    Bonding in Conjugated Dienes & Allenes
    Preparation of Dienes & Diene Polymers
    Addition of Hydrogen Halides to Conjugated Dienes
    Halogen Addition to Dienes
    The Diels-Alder Reaction

    Intropduction to Spectroscopy

    Principles of Molecular Spectroscopy: Electromagnetic Radiation & Quantized Energy States
    Introduction to Infrared Spectroscopy
    Infrared Spectra - Characteristic Absorption Frequencies
    Interpreting Infrared Spectra
    Introduction to H-NMR Spectroscopy
    Nuclear Shielding and H-NMR Chemical Shifts
    Effects of Molecular Structure on H-NMR Chemical Shifts
    Ring Currents—Aromatic and Antiaromatic
    Interpreting H-NMR Spectra
    Spin-Spin Splitting in H-NMR Spectroscopy: The Ethyl Group, Isopropyl Group & tert-Butyl Group
    13-C NMR Spectroscopy
    13-C Chemical Shifts and Peak Intensities
    H-NMR Coupling
    Mass Spectrometry
    Interpreting the Mass Spectrum
    Molecular Formula as a Clue to Structure



    Subpages (1): Practice Exams - 2310