Zoo-Course Syllabus (1)

San Pedro College

Davao City

COURSE SYLLABUS

1st Semester

S.Y. 2013-2014

Capalla, Hannah Kay

Castillo, Mona Lisa

Cuarenta, Carl Kris

Diaz, Benilda

Fernandez, Liane Maristel

Gabiazon, Vivien

Molina, Karl Augustus

Nebrada, Mary Louise

Instructor

I. COURSE TITLE: Organic Chemistry

Name of Subject: Chem 200

Time of Discussion: Semestral

II. COURSE DESCRIPTION:

An introduction to the field of physical organic chemistry. Topics include bonding and structure, conformational analysis, stereochemistry, acids and bases reactivity and reaction. Develops problem-solving skills related to the nature of matter, chemical reactions, stoichiometry, energy transformations, atomic and molecular structure, quantum theory, chemical bonding, and periodic properties. Emphasizes qualitative and quantitative experiments, data analysis and error propagation. Lecture and laboratory course develops skill and understanding of analytical chemistry and instrumental analysis. The chemistry of aromatic, carbonyl, and nitrogen compounds. The first section is designed to alert you and your instructor to possible hazards associated with experimental operations being performed because of the flammable the use of flameless heating sources is emphasized. The guidelines and methods in the finishing touches section are provided to assist you in the proper disposal of the spent chemicals and other byproducts of the experimental procedures. Pre-lab exercises are intended to be worked as part of preparing for the laboratory and are contained in a separate book. They are designed to test the understanding of the basic concepts underlying the experiments being performed and the techniques required to conduct the procedures in a safe and successful manner.

III. CREDITS: 5 units (Lecture: 3 hours/week; Laboratory: 6 hours/week)

IV. SPC Vision:

A Dominican learning community, committing to excellence in the formation of persons, living and spreading the love of the compassionate Jesus – Healer and Teacher.

SPC Mission:

We, the students, staff, faculty, and administrators, commit ourselves to continually:

Build a nurturing Christian community with passion for truth, service, and excellence;

Provide the Philippines and the world with the persons who are professionally and technically skillful imbued with strong ethical, moral, and spiritual values through innovative programs of instruction and formation, research, and community extension services;

Sustain quality work life for the employees by providing competitive benefits, good working conditions and opportunities for growth and development;

Ensure a sustainable economic viability of the organization through efficient use of resources

SPC Core Values:

-Truth and wisdom

-Quality and excellence

-Respect the uniqueness of persons

-Social responsibility

-Family spirit and sense of caring

V. COURSE GOALS:

At the end of the course, the students are expected to:

1. To be able to analyze the structure of organic compounds by recognizing main functional groups.

2. To be familiar with the nomenclature, preparation and reactions of the functional groups and its derivatives.

3. To be able to name organic compounds using IUPAC system.

4. To know several organic compounds reactions and be able to use them to build organic compounds.

5. To be able to write systematic names and draw accurate structures.

6. To recognize the structure and functions of the different organic compounds.

(TPO)

At the end of the course, with the proper motivation and direction of the teacher and with the students’ commitment to develop a god study habit and be able to apply it with other things; with the help of relevant materials and references, the students are able to:

1. Compare the chemicals of different functional groups.

2. Describe the structures, characteristics and properties of chemicals in each functional group.

3. Discuss the importance of safety measures while performing inside the laboratory.

4. Explain the basic concepts underlying the experiments being performed and the techniques required to conduct the procedures in a safe and successful manner.

These goals are considered achieved if 90% of the class is able to satisfactorily explain all concepts and be able to apply these in all the lecture and laboratory activities and pass all oral and written outputs successfully.

VI. TEACHING PLAN

Specific Objectives Contents Teaching/Learning Activities

Values Infused

Time Allotment

References Evaluation

At the end of this chapter, the students are expected to:

1. Discuss the history of Organic Chemistry

2. Discuss the sources of Organic Chemistry

3. Differentiate the functional Groups

4. Discuss the structures of Organic Compounds and the Lewis Electron Dot Formula

5. Differentiate the types of Hybridization and the types of bonding

CHAPTER 1Introduction

1.1 History of Organic Chemistry a. Michel Chevreul b. Friedrch Wohler 1.2 Sources of Organic Compound a. Isolation from Nature b. Synthesis in the Laboratory c. Other Important Sources 1.3 Functional Groupsa. Alcohols b. Aldehydes c. Amines d. Carboxylic Acid e. Esters f. Ethers g. Alkyl Halides h. Ketones i. Nitriles j. Sulfonic Acids k. Thiols

Logical Presentation

Listening Skills

PatienceAwareness

1.5 hours

1.4 Structures of Organic Compounds and Lewis Electron Dot Formula1.5 Hybridizationa. Types of Hybrid Orbital A. sp3 hybrid orbital B. sp2 hybrid orbital C. sp hybrid orbitalb. Types of Bonding A. Sigma bond

1.5 hours Written Quiz about the Different Functional Groups

B. Pi BondCHAPTER 2

Hydrocarbons (Alkanes and Cycloalkanes)

2.1 Introduction and Structure of Hydrocarbonsa. Categories of Organic Compounds A.Aliphatic Compounds B. Aromatic Compounds C Cyclic Compounds D. Heterocyclic Compoundsb. Types of Hydrocarbons A. Saturated B. Unsaturatedc. Families of Hydrocarbons A. Alkanes B. Alkenes C. Alkynes D. Aromatic Hydrocarbonsd. Types of Carbon Atoms A. Quaternary Carbons B. Tertiary Carbons C. Secondary Carbons D. Primary Carbonse. Structural Formulas A. Straight chain alkanes B. Branched chain alkanes2.2 Definition of Isomerisma. Types of Isomers A. Constitutional Isomers B. Geometric Isomers 2.3 Characteristics of alkanes and cycloalkanes

1.5 hours Written Quiz on identifying the types of hybrid orbital in a given structure

2.4 Nomenclature of alkanes and cycloalkanes 2.5 Cis-Trans Isomerism in Cycloalkanes2.6 Alkanes A. Physical Properties of Alkanes B. Boiling Point and Melting Point2.7 Reactions A. Combustion B. Halogenation2.8 Hydrocarbon Resources A. Natural Gas and Petroleum B. Coal

CHAPTER 3Hydocarbons (Alkenes and Alkynes)

3.1 Characteristics of Alkenes and Alkynes3.2 Structure and Nomenclature of Alkenes and Alkynes3.3 Stereoisomerism of Alkenes A. Cis isomer B. Trans isomer3.4 Properties of Alkenes and Alkynes3.5 Types of Reactions common to Alkenes A. Addition Reaction B. Elimination C. Substitution D. Rearrangement3.6 Definition of Halogenation, Hydration, Hydrogenation, Oxidation3.7 Meaning of Polymerization3.8 Types of Synthetic Polymers A. Addition Polymers

1.5 hours Written Quiz on Naming and Drawing the structure of Alkanes and Cycloalkanes

Written Quiz on Naming and Drawing the structure of Alkenes and

B. Condensation Polymers3.9 Classification of Polymers A. Elastomers B. Fibers C. Plastics 3.10 Important Alkenes and Alkynes

Alkynes

Prelims Exam

CHAPTER 4Benzene and its Derivatives

4.1 Discovery of Benzene4.2 Characteristics, Structure and Properties of Benzene4.3 Nomenclature of Benzene A. IUPAC B. Common Name4.4 Reactions of Benzene and its Derivatives A. Nitration B. Sulfonation C. Halogenation D. Friedel-Crafts alkylation4.5 Reactions of Mono-substituted Aromatic Compounds A. Ortho and Para substituents B. Meta directing substituents4.6 Characteristics of Aromatic Compounds4.7 Resonance of Aromatic Compounds

1.5 hours

At the end of this chapter, the students

CHAPTER 5Alcohols, Ethers and Thiols

5.1 Definition of Alcohols, Phenols, Ethers

1.5 hours Written Quiz on

the Reactions

are expected to: 1. Review the

functional groups of Alcohols, Ethers, and Thiols

2. Name and draw the structures of alcohols, ethers, and thiols using IUPAC and common name

3. Predict the physical properties of alcohols, ethers, and thiols

4. Predict the products of Oxidation Reactions

5. Discuss the mechanism of alcohol oxidation and Antiabuse

and Thiols5.2. Nomenclature of Alcohols, Ethers, Phenols and Thiols A. IUPAC B. Common Name5.3 Classification of Alcohol A. Primary (1º) alcohol B. Secondary (2º) alcohol C. Tertiary (3º) alcohol5.4 Structure and Properties of Alcohol5.5 Comparison of the boiling points5.6 Solubility of Alchols

of Benzene

Written Quiz on Naming and Drawing the Structure of Benzene

5.7 Reaction of Alcohols, Phenols and Ethers


A. Acid-base reaction of alcohols and phenol5.8 Oxidation of Alcohols5.9 Nucleophilic Substitution of Alcohols5.10 Elimination of Water from Alcohols5.11 Properties of Alcohols and Phenols 5.12 Characteristics of Phenols5.13 Some Common Alcohols A. Methanol B. Ethanol C. 2-Propanol D. 1,2-Ethanediol E. 1,2,3-Propanetriol5.14 Characteristics of Ethers5.15 Characteristics of Thiols

classification of

Alcohols

Written Quiz on Naming and Drawing the Structure of Ethers and Thiols


1. Explain and differentiate isomers

2. Name and draw stereoisomers

3. Explain chirality of molecules

4. Discuss the significance of chirality in nature especially in biological

CHAPTER 6Chirality

6.1 Definition of Isomers6.2 Types of Isomers A. Stereo Isomers a. Geometric Isomers I. Achiral i. Cis-Trans Isomers b. Optical Isomers I. Chiral i. Enantiomers 1. Dextrorotatory molecules 2. Levorotatory molecules 3. Racemic Mixture ii. Diastereomers 1. Epimers

1.5 hours Written Quiz on Naming and Drawing the Structure of Ethers and Thiols

process5. Explain how

chirality is detected

6.3 Identifying Chiral or Achiral A. Stereogenic Center B. Plane of Symmetry C. Center of Symmetry D. Chan-Ingold-Prelog6.4 Naming the Stereocenters A. R system B. S System6.5 Definition of Optical Activity6.6 Physical Properties of Enantomiers

Midterm Exam


1. Name and draw the structures of amines using IUPAC and common name

2. Classify amines

3. Predict the physical properties of amines

4. Write the reactions of amines

5. Enumerate applications

CHAPTER 7Amines

7.1 Uses of Amines7.2 Types of Amines A. Alkyl Amines B. Aryl Amines C. Heterocyclic Amines7.3 Classification of Amines A. Primary Amines B. Secondary Amines C. Tertiary Amines7.4 Nomenclature of Amines A. IUPAC B. Common Name7.5 Physical Properties of Amines A. Solubility B. Boiling Point C. Other Physical Properties7.6 Basicity of Amines7.7 Chemical Reactions of Amines


the Classificati

on and Types of Amines

Written Quiz on Naming and Drawing Structure of Amines

of amines A. Reaction with AcidsAt the end of this chapter, the students are expected to:

1. Name and draw the structures of aldehydes and ketones using IUPAC and common name

2. Predict the physical properties of aldehydes and ketones

3. Provide the products in the preparation of aldehydes and ketones

4. identify the compounds which undergo keto-enol tautomerism

5. Identify oxidation-reduction reactions in

CHAPTER 8Aldehydes and Ketones

8.1 Structure and Bonding of Aldehydes and Ketones8.2 Nomenclature of Aldehydes A. IUPAC B. Common Name8.3 Nomenclature of Ketones A. IUPAC B. Common Name8.4 Properties of Aldehydes and Ketones

1.5 hours Written Quiz on Naming and Drawing Structure of Aldehydes

8.5 Uses of Aldehydes and Ketones8.6 Reactions of Aldehydes and Ketones A. Combustion B. Oxidation8.7 Oxidation, Reduction and Hydration of Aldehydes 8.8 Addition of Alcohols

1.5 hours

nature At the end of this chapter, the students are expected to:

1. Name and draw the structures of Carboxylic Acids, Anhydrides, Esters, Amides using IUPAC and common name

2. Predict the physical properties of Carboxylic Acids, Anhydrides, Esters, Amides

3. Write the reactions of Carboxylic Acids, Abhydrides, Esters, Amides

4. Understand the importance of

CHAPTER 9Carboxylic Acids and its Derivatives

9.1 Structures of Carboxylic acids, Anhydrides, Esters and Amides9.2 Nomenclature of Carboxylic Acids A. IUPAC B. Common Name9.3 Nomenclature of Dicarboxylic Acids9.4 Properties of Carboxylic Acids9.5 General structures of Carboxylic acids and its derivatives. 9.6 Nomenclature of Acid Anhydrides

1.5 hours

Carboxylic Acid, Anhydrides, Esters, Amides in medicine

9.7 Brief description on Amides9.8 Nomenclature of Amides9.9 Properties of Amides9.10 Nomenclature of Esters9.11 General Reaction Patterns of Esters9.12 Reaction of Carboxylic Acids A. Carboxylic Acids to Acid Chlorides B. Carboxylic Acids to Acid Anhydrides9.13 Hydrolysis of Anhydrides, Esters and Amide A. Hydrolysis of Acid Halides into Acids B. Hydrolysis of Acid Anhydride to Acids C. Hydrolysis of Amides to Carboxylate Ion D. Hydrolysis of Esters into Carboxylic Acids9.14 Definition of Saponification A. Saponification Reaction B. Cleansing Action of Soap9.15 Neutralization of Carboxylic Acids

1.5 hours

Finals Exam

Laboratory Teaching Plan:

Specific Objectives ContentsTeaching/Learning

ActivitiesValues Infused

Time Allotment

References Evaluation

At the end of this semester, the students are expected to:

1. To determine the melting points of citric acid, urea, benzoic acid, oxalic acid and salicylic acid

2. To compare the effects of structures and functional groups on the melting points of organic compounds

*3. To identify

the unknown organic compound sample using

Experiment no. 1:MELTING POINT DETERMINATION

1.1. Introduction to heat and temperature1.2. Melting Points of the following: a. Benzioc acid b. Citric acid c. Oxalic acid d. Salicylic acid e. Urea1.3. Effects of structures and functional groups on the melting points of organic compounds.

Demonstration of the experiment

Experimentation

3 hours

Experiment no. 2:BOILING POINT

DETERMINATION2.1. Introduction of Boiling Point2.2. Boiling Point of the following: a. Acetic acid b. Acetone c. Ethanol d. 2-methyl-2-


Experimentation

3 hours

melting point Determination

*4. To determine

the boiling points of acetone, water, 2-propanol, ethanol, acetic acid,2-methyl-2-propanol

5. To compare the effects of structures and functional groups on the boiling points of organic compound

*6. To determine

the pH of 5% acetone, sodium benzoate, water, 2-propanol,

propanol e. 2-propanol f. water2.3. Factors affecting Boiling PointExperiment no. 3:

pH DETERMINATION

3.1. Meaning of acid and base3.2. pH of the following: a. Acetic acid b. Acetone c. Ethanol d. 2-propanol e. Water f. Formic acid g. 2-methyl-2-propanol h. Salicylic acid i. Cyclohexanol


Experimentation

3 hours

Experiment no. 4:SOLUBILITY

4.1. Meaning /Nature of Solubility4.2. Solubility of the following: a. Acetanilide b. Benzoic acid c. Phthalic acid anhydride


Experimentation

3 hours

ethanol, 2-methyl-2-propanol, acetic acid, formic acid, salicylic acid and pure cyclohexanol

7. To compare the effects of structure and functional groups on the pH of organic compounds.

*8. To determine

the solubility of sodium benzoate, urea, benzoic acid, phthalic acid, salicylic acid and acetanilide, ethyl alcohol, acetone, acetic acid in water

9. To compare the effects of

d. Salicylic acid e. Sodium benzoate f. Urea g. Acetic acid h. Acetone i. Cyclohexane j. Ethyl alcoholExperiment no. 5A

PURIFICATION METHOD:

EXTRACTION5a.1. Meaning/Nature of Extraction


Experimentation

3 hours

Experiment no. 5B:PURIFICATION

METHOD: SUBLIMATION

5b.1. Meaning/Nature of Sublimation


Experimentation

3 hours

Experiment no. 5C:PURIFICATION

METHOD: CRYSTALLIZATIO

N AND DECOLORIZATION5c.1. Nature/Meaning of Crystallization


Experimentation

3 hours

Experiment no. 5D:PURIFICATION


3 hours

structure and functional groups on the solubility of organic compiunds.

*10.To separate

benzoic acd from the mixture.

11. To explain how electrolytes affect extraction

12.To explain how multiple extraction affects the efficiency of extraction

*13.To separate

phthalic anhydride from the mixture

14.To explain how difference in physical properties

METHOD: SIMPLE DISTILLATION

5d.1. Nature/Meaning of Distillation

Experimentation

Experiment no. 6A:HYDROCARBONS:

ALKANES6a.1. Nature/Meaning of alkanes


Experimentation

3 hours

Experiment no. 6B:HYDROCARBONS:

ALKENES AND AROMATIC

HYDROCARBONS6b.1. Nature/Meaning of Alkenes and Aromatic Hydrocarbons


Experimentation

3 hours

Experiment no. 6C:HYDROCARBONS:

ALKYNES6c.1. Nature/Meaning of Alkynes6c.2. Reaction of alkanes to ignition and Baeyer’s tests


Experimentation

3 hours

Experiment no. 7:ALCOHOLS

7.1.


3 hours

help in the choices of purification method. *

15. To obtain pure benzoic acid from the mixture

16. To explain the factors affecting crystallization and decolonization

17. to explain how difference in rate of crystallization affect the purity of the crystals. *

18. to separet

Nature/Meaning of Alcohols7.2 The reactions of alcohols to the following: a. Solubility in water and in Phosphoric acid b. Sodium c. Lucas Reagent d. Oxidation of Alcohols e. Iodoform Reaction7.3. The different classification of alcohols: a. Primary b. Secondary c. Tertiary

Experimentation

Experiment no. 8:ALDEHYDES AND

KETONES8.1. Nature/Meaning of Aldehydes and ketones8.2. The difference between aldehydes and ketones using the different tests: a. Schiff’s test


Experimentation

3 hours

b. Tollen’s test c. Fehling’s test8.3. The reaction of acetone and ethanol to Iodoform test.8.4. The reaction for the autooxidation of benzaldehyde.Experiment no. 9:

CARBOXYLIS ACIDS AND ITS DERIVATIVES

9.1. Nature/Meaning of Carboxylic acids9.2. The mechanism of the following: a. Esterification of ethanol and acetic b. Reaction of acetic acid with FeCl3 c. Reaction of acetic acid anhydride with H2O d. Reaction of Benzamide with NaOH e. Reaction of Potassium Oxalate


Experimentation

3 hours

with FeExperiment no. 9:PREPARATION

AND ANALYSIS OF SOAP

9.1. Nature/Meaning of Soap9.2. The following properties of the soap produced??


Experimentation

3 hours

Experiment no. 11:PREPARATION

AND ANALYSIS OF ETHANOL

11.1. Nature/Meaning of Ethanol


Experimentation

3 hours

Experiment no. 12:ANALYSIS OF ACETIC ACID

12.1. Nature/Meaning of Acetic acid


Experimentation

3 hours

VII. COURSE REQUIREMENTS:

Lecture:

Attendance

Assignments

Quizzes

Lecture notes

Laboratory:

Compilation of Laboratory Activities per group

Post-laboratory reports

3D Structural model of functional groups (Prelim)

Soap making product (Finals)

VIII. REFERRENCES:

Carrey, F. (). Organic Chemistry 6th Edition.

Smith, J. G. (). Organic Chemistry International Edition.

McMurry, J. (). Fundamentals of Organic Chemistry 5th Edition.

Gilbert, J., & Martin, S. (). Experimental Organic Chemistry 2nd Edition.

Solomons, T. W. (). Fundamentals of Organic Chemistry 4th Edition.

Pasto et al., (). Experiments and Techniques in Organic Techniques.

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Zoo-Course Syllabus (1)