Syllabus

CHEM 2320
Organic Chemistry II
Salt Lake Community College

Ron Valcarce

Office SI 122   Phone: 957-4830

email: Ron.Valcarce@SLCC.edu

Office Hours

I will be available daily for office hour consultations. In-person office hour is M-F, 9:00 - 9:50 am.  We can also meet via email, WebEx meeting or phone. Non in-person office hour meetings will by appointment only. Please email me to arrange a time to meet.

IMPORTANT DATES - Spring Semester 2024

January 8th (M) First Day of Class

January 15th (M) Martin Luther King Day, No Class

January 17th (W) Last Day to Add Class

January 29th (M) Last Day to Drop Class

February 19th (M) President's Day, No Class

March 4th – 8th (M-F) Spring Break, No Class

March 19th (T) Last Day to Withdraw from Class

*Please see me before withdrawing from class 

 

April 25th (H), Last Day of Class

April 26th (F), Make-Up Exam Day

Class Options

CHEM 2320-402 (CRN-22708) Tuesday & Thursday
10:00 am - 11:50 am 
SI 298 Redwood Campus

or

CHEM 2320-401 (CRN-20587) Monday & Wednesday
1:00 pm - 2:40 pm 
SI 298 Redwood Campus

Problem Solving - Highly recommended for this class 

CHEM 2328-401 (CRN-20590) F
10:00 am - 10:50 am   SI 298 - Hybrid

Zoom Problem Solving Link

Textbook

Organic Chemistry, Francis  A. Carey 11th editionChapters 12, 13 & 15 - 22



Student Solutions Manual for Organic Chemistry,Francis A. Carey, 11th editionThe solutions manual is required for this class*

*Make sure your solutions manual edition matches the text book edition.

Exams

We will have ten (10) chapter exams, each worth 90 points. 

Make-up exams will be given to replace your lowest exam score or one missed exam. The make-up exam will be a composite exam that is scheduled on 4/26.

We will also have a Applied Organic Chemistry project worth 90 points.


Grading

Midterm Exams               900 points
Applied Organic Chemistry Project           90 pointsl                   
Total Possible Points 990

  100% - 94%  A
93% - 90%  A-
89% - 87%  B+
86% - 83%  B
82% - 80%  B-
79% - 77%  C+
76% - 73%  C

Homework

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 assigned end-of-chapter problems in the textbook and completing the ChemSketch assignments or Chapter Online Questions.  Homework is due with each exam. LATE HOMEWORK WILL NOT BE ACCEPTED.

The Practice Exam is not part of the homework assignment.

Extra Credit

Students may earn up to 3% extra credit by participating with the ACS-Student Affiliates and the Chemical Information Series.  More information will be given in class.

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

 Important Information for Students

The Disability Resource Center

SLCC values inclusive learning environments and strives to make all aspects of the College

accessible to our students. If you have a disability and believe you need accommodations to improve access to learning materials or the learning environment, please contact the Disability Resource Center: (phone) 801-957-4659; (email) drc@slcc.edu; (website) www.slcc.edu/drc.

The Student Code of Conduct

All students are expected to follow the SLCC Student Code of Conduct.

Title IX Statement

Title IX of the Educational Amendments of 1972 prohibits discrimination based on sex in any

educational institution that receives federal funding. Salt Lake Community College does not tolerate sex discrimination of any kind including: sexual misconduct; sexual harassment; relationship/sexual violence and stalking. These incidents may interfere with or limit an individual’s ability to benefit from or participate in the College’s educational programs or activities. If you have questions or concerns regarding your rights or responsibilities, or if you

would like to file a Title IX complaint please contact:
Kenneth Stonebrook, J.D.
Title IX Coordinator
Salt Lake Community College
Taylorsville Redwood Campus – STC 276A
(801) 957-5027
ken.stonebrook@slcc.edu

Online Reporting

Form: http://www.slcc.edu/title-ix/complaint.aspx

Students may also report incidents to an SLCC faculty or staff member, who are required by law to notify the Title IX Coordinator. If a student wishes to keep the information

confidential, the student may speak with staff members of the Center for Health and Counseling, (801) 957-4268. For more information about Title IX, go

to: http://www.slcc.edu/title-ix/index.aspx

Students may also report incidents to an SLCC faculty or staff member, who are required by law to notify the Title IX Coordinator. If a student wishes to keep the information

confidential, the student may speak with staff members of the Center for Health and Counseling, (801) 957-4268. For more information about Title IX, go

to: http://www.slcc.edu/title-ix/index.aspx

General Education

Regardless of your major, General Education courses build a foundation of broad knowledge and skills that help you in your further career and life.

Learning Support and Tutoring Services

General Learning Support & Tutoring Services provide support for SLCC students enrolled in any class at the College. All resources are provided free-of-charge. Ask your instructor about discipline-specific learning support and tutoring services.

Advising and Counseling Support Services

Advising and Counseling Support Services provide support for students enrolled in any class as the college.

Organic Chemistry 2320 Learning Objectives by Chapter Topics:

Chapter 12 - Arenes and Aromaticity

The Structure and Stability of Benzene

An Orbital Hybridization View of Bonding in Benzene

The pi Molecular Orbitals of Benzene

Substituted Derivatives of Benzene and Their Nomenclature

Polycyclic Aromatic Hydrocarbons

Physical Properties of Arenes - Carbon Clusters, Fullerenes, and Nanotubes

Reactions of Arenes

The Birch Reduction

Free-Radical Halogenation of Alkylbenzenes

The Mechanism of The Birch Reduction

Oxidation of Alkylbenzenes

SN1 & SN2 Reactions of Benzylic Halides

Preparation of Alkenylbenzenes

Addition Reactions of Alkenylbenzenes

Cyclobutadiene and Cyclooctatetraene

Hückel’s Rule for Aromaticity

Annulenes

Aromatic Ions

Heterocyclic Aromatic Compounds and Hückel’s Rule


Chapter 13 - Electrophilic and Nucleophilic Aromatic Substitution

Mechanistic Principles of Electrophilic Aromatic Substitution

Nitration of Benzene; Mechanism of Nitration of Benzene

Sulfonation of Benzene; Mechanism Sulfonation of Benzene

Halogenation of Benzene; Mechanism of Bromination of Benzene

Friedel-Crafts Alkylation of Benzene

Mechanism of Friedel–Crafts Alkylation

Friedel-Crafts Acylation of Benzene

The Mechanism of Friedel–Crafts Acylation

Synthesis of Alkylbenzenes by Acylation-Reduction

Rate and Regioselectivity in Electrophilic Aromation Substitution

Substituent Effects in Electrophilic Aromatic; Activating & Deactivating Substituents

Multiple Substituent Effects

Regioselective Synthesis of Disubstituted Aromatic Compounds

Substitution in Naphthalene & Heterocyclic Aromatic Compounds

Nucleophilic Aromatic Substitution

Nucleophilic Substitution in Nitro-Substituted Aryl Halides

The Addition-Elimination Mechanism of Nucleophilic Aromatic Substitution

Related Nucleophilic Aromatic Substitutions


Chapter 15 - Organometallic Compounds

Organometallic Nomenclature

Carbon-Metal Bonds in Organometallic Compounds

Preparation of Organolithium Compounds

Preparation of Organomagnesium Compounds; Grignard Reagents

Organolithium and Organomagnesium Compounds as Brønsted Bases

Synthesis of Alcohols Using Grignard Reagents

Organometallic Nomenclature

Carbon-Metal Bonds in Organometallic Compounds

Preparation of Organolithium Compounds

Preparation of Organomagnesium Compounds:

Grignard Reagents

Organolithium and Organomagnesium Compounds as Brønsted Bases

Synthesis of Alcohols Using Grignard Reagents

Synthesis of Acetylenic Alcohols

Retrosynthetic Analysis

Alkane Synthesis Using Organocopper Reagents

Formation of a Lithium Diaklycuprate (Gilman Reagent)

An Organozinc Reagent for Cyclopropane Synthesis

Carbenes and Carbenoids

Transition-Metal Organometallic Compounds

Olefin Metathesis


Chapter 16 - Alcohols, Diols, and Thiols

Sources  and classifications of Alcohols

Preparation of Alcohols by Reduction of Aldehydes and Ketones

Preparation of Alcohols by Reduction of Carboxylic Acids

Preparation of Alcohols from Epoxides

Preparation of Diols

Conversion of Alcohols to Ethers

Fischer Esterification Reaction

Oxidation of Alcohols

Biological Oxidation of Alcohols

Formation of Diols

Oxidative Cleavage of Vicinal Diols

Thiols

Spectroscopic Analysis of Alcohols and Thiols

Chapter 17 - Ethers, Epoxides, and Sulfides

Nomenclature of Ethers, Epoxides, and Sulfides

Structure and Bonding in Ethers and Epoxides

Physical Properties of Ethers

Crown Ethers

Preparation of Ethers

The Williamson Ether Synthesis

Reactions of Ethers:

Acid-Catalyzed Cleavage of Ethers

Preparation of Epoxides:

Conversion of Vicinal Halohydrins to Epoxides

Reactions of Epoxides:

Nucleophilic Ring Opening of Epoxides

Acid-Catalyzed Ring Opening of Epoxides

Epoxides in Biological Processes

Preparation of Sulfides

Oxidation of Sulfides: Sulfoxides and Sulfones

Alkylation of Sulfides: Sulfonium Salts

Spectroscopic Analysis of Ethers, Epoxides, and Sulfides



Chapter 18 - Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group

Nomenclature

Structure and Bonding: The Carbonyl Group

Physical Properties & Sources of Aldehydes and Ketones

Reactions of Aldehydes and Ketones

Nucleophilic Addition

Hydration of Aldehydes and Ketones with Mechanism

Cyanohydrin Formation

Acetal Formation

Acetals as Protecting Groups

Nucleophilic Addition Reaction with Primary Amines: Imines

Mechanism of Imine Formation

Imines in Biological Chemistry

Nucleophilic Addition Reaction with Secondary Amines: Enamines

The Wittig Reaction with Mechanism

Planning an Alkene Synthesis via the Wittig Reaction

Stereoselective Addition to Carbonyl Groups

Oxidation of Aldehydes

Spectroscopic Analysis of Aldehydes and Ketones

Chapter 19 - Carboxylic Acids

Carboxylic Acid Nomenclature

Structure, Bonding & Physical Properties of Carboxylic Acid

Acidity of Carboxylic Acids

Substituents and Acid Strength

Ionization of Substituted Benzoic Acids

Salts of Carboxylic Acids

Dicarboxylic Acids

Carbonic Acid

Sources of Carboxylic Acids

Synthesis of Carboxylic Acids by the Carboxylation of Grignard Reagents

Synthesis of Carboxylic Acids by the Preparation and Hydrolysis of Nitriles

Reactions of Carboxylic Acids

Acid-Catalyzed Esterification

Intramolecular Ester Formation: Lactones

Decarboxylation of Malonic Acid and Related Compounds

Spectroscopic Properties of Carboxylic Acids


Chapter 20 - Carboxylic Acid Derivatives

Nomenclature of Carboxylic Acid Derivatives

Structure and Reactivity of Carboxylic Acid Derivatives

General Mechanism for Nucleophilic Acyl Substitution

Nucleophilic Acyl Substitution in Acyl Chlorides with Mechanism (Tetrahedral Intermediates)

Nucleophilic Acyl Substitution in Acid Anhydrides with Mechanism

Sources & Physical Properties of Esters

Reactions of Esters: Acid-Catalyzed Ester Hydrolysis

Mechanism of Acid-Catalyzed Ester Hydrolysis

Ester Hydrolysis in Base: Saponification

Mechanism of Ester Hydrolysis in Basic Solution

Reaction of Esters with Ammonia and Amines

Reaction of Esters with Grignard Reagents: Synthesis of Tertiary Alcohols

Mechanism of an Ester with a Grignard Reagent

Reaction of Esters with Lithium Aluminum Hydride

Amides

Hydrolysis of Amides with Mechanisms

Lactams – Cyclic Amides

Preparation of Nitriles

Hydrolysis of Nitriles with Mechanism

Addition of Grignard Reagents to Nitriles

Spectroscopic Analysis of Carboxylic Acid Derivatives


Chapter 21 - Enols and Enolates

Aldehyde, Ketone, and Ester Enolates

Enolization and Enol Content

Enolate Regiochemistry

Aldol Addition & Condensation Reactions

The Aldol Condensation Mechanism

Mixed Aldol Condensations

The Claisen Condensation

Intramolecular Claisen Condensation: The Dieckmann Cyclization

Mixed Claisen Condensations

Acylation of Ketones with Esters

Alkylation of Enolates

The Acetoacetic Ester Synthesis

The Malonic Ester Synthesis

Alkyation of Chiral Enolates

Halogenation of Aldehydes and Ketones

Halogenation of Carboxylic Acids: The Hell-Volhard-Zelinsky Reaction

The Haloform Reaction

Effects of Conjugation in Unsaturated Aldehydes and Ketones

Conjugate Addition to Unsaturated Carbonyl Compounds

Addition of Carbanions to Unsaturated Ketones: The Michael Reaction

Conjugate Addition of Organocopper Reagents

Unsaturated Carbonyl Compounds


Chapter 22 - Amines

Amine Nomenclature

Structure, Bonding & Physical Properties

Basicity of Amines

Amines as Natural Products

Tetraalkylammonium Salts as Phase-Transfer Catalysts

Reactions That Form Amines

Preparation of Amines by Alkylation of Ammonia

The Gabriel Synthesis of Primary Alkylamines

Preparation of Amines by Reduction

Lithium Aluminum Hydride Reduction of an Amide with Mechanism

Reductive Amination

Reactions of Amines

Reaction of Amines with Alkyl Halides

The Hofmann Elimination

Electrophilic Aromatic Substitution in Arylamines

Nitrosation of Alkylamines

Nitrosation of Arylamines

Reactions of an Alkyl Diazonium Ion with Mechanism

Synthetic Transformations of Aryl Diazonium Salts

Azo Coupling

Spectroscopic Analysis of Amines