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BHEA_JKA/CR01-08
UNIVERSITI TEKNOLOGI MARA
COURSE INFORMATION
Confidential
Code
:
CHM456
Course
:
Organic Chemistry I
Level
:
Degree
Credit Hours
:
4
Contact Hours
:
3 hr (Lecture)
3 hr (Practical)
Part
:
2
Course Status
:
Core
Pre-requisite
:
General Chemistry
Course Outcomes
:
Upon completion of this course, students should be able to:
1.
State, discuss and explain the basic concepts of structure and bonding,
chemical reactivity and acid-base involved in chemistry of carbon compounds
(LO1, LO4)
2.
Relate the basic concepts of structure and stereochemistry to reactivity of
carbon compounds (LO1, LO4)
3.
Write chemical reactions for the interconversions of functional groups and
their reaction mechanisms (LO1, LO4)
4.
Outline and explain the mechanisms of addition, elimination, nucleophilic
substitution, and electrophilic substitution reactions (LO1, LO4)
5.
Plan, conduct, observe and report experiments in organic chemistry (LO2, LO3,
LO4, LO5)
Nama Fakulti / Pusat Pengajian:
Fakulti Sains Gunaan
Nama Program:
Ijazah Sarjana Muda Sains (Kepujian) Kimia
© Hak Cipta Universiti Teknologi MARA
Tahun Mula:
2003
Tahun Semakan:
2009
BHEA_JKA/CR01-08
Course Description :
This course is an introduction to the structures and physical properties of carbon
compounds namely hydrocarbons, aromatic compounds, alkyl halides, alcohols and their
derivatives. Basic aspects of bonding, structures and stereochemistry, nomenclature,
chemical reactions and structure-activity relationships are presented. The acid-base
chemistry of organic compounds, reaction pathways, conformational analysis,
nucleophilic substitution and elimination reactions will be discussed.
Syllabus Contents
1.0 Carbon Compounds and Chemical Bonds
1.1
Structure of carbon compounds
1.2
Chemical bonds: ionic and covalent bonds
1.3
1.4
1.5
Polar and nonpolar molecules: Formal charge and resonance
Intermolecular forces
Hybridization, Atomic and Molecular orbitals
2.0 Introduction to Organic Reactions
2.1
2.2
2.3
Reactions and mechanisms: substitution, elimination, addition and
rearrangement
Homolysis and heterolysis of covalent bonds, homogenic and heterogenic of
bonds
Acid-base reactions:
2.2.1 Carbocations and carbanions
2.2.2 Strengths of acids and bases: Ka and pKa
2.2.3 Structure and acidity: resonance and inductive effects
3.0 Stereochemistry
3.1
3.2
Isomerism:
3.1.1 Structural and geometric isomers: position, functional groups, E and
Z
3.1.2 Optical isomers: chirality, racemic mixture,meso compound, specific
rotation
Molecules with more than one stereocenter
4.0 Alkanes and cycloalkanes
4.1
4.2
4.3
4.4
4.5
Structure and Nomenclature
Physical Properties
Bond Rotation and Conformational Analysis of Butane
Stability of Cycloalkanes: Ring Strain and Conformation of Cyclohexane
Synthesis of Alkanes: Hydrogenation of Alkenes and Alkynes, Reduction of
Alkyl Halide, Alkylation of terminal Alkynes
Nama Fakulti / Pusat Pengajian:
Fakulti Sains Gunaan
Nama Program:
Ijazah Sarjana Muda Sains (Kepujian) Kimia
© Hak Cipta Universiti Teknologi MARA
Tahun Mula:
2003
Tahun Semakan:
2009
BHEA_JKA/CR01-08
4.6
Reaction of Alkanes with Halogens: Chlorination of Methane
5.0 Alkyl Halides
5.1
5.2
5.3
5.4
Structure and Physical Properties of Alkyl Halides
Nucleophilic Substitution Reactions
5.2.1 Nucleophiles and Leaving Groups
5.2.2 SN2 Reaction: Kinetics, Mechanism and Stereochemistry
5.2.3 SN1 Reaction: Mechanism, Carbocations and Stereochemistry
5.2.4 Factors affecting SN2 and SN1 Reactions
Elimination Reactions of Alkyl Halides
5.3.1 E2 Reactions
5.3.2 E1 Reactions
Substitution versus Elimination
6.0 Alkenes and Alkynes
6.1
Alkenes: Nomenclature, Structure and Physical Properties
6.2
Reactions and Mechanisms
6.2.1 Synthesis of Alkenes via Elimination Reactions:
Dehydrohalogenation, Dehydration, Debromination
6.2.2 Addition Reactions : and Markovnikov’s and AntiMarkovnikov’s Rule
6.3
Alkynes: Nomenclature, Structure and Physical Properties
6.4
Reactions and Mechanisms
6.4.1 Addition, Hydration, Oxidation and Reduction
7.0 Alcohols and Ethers
7.1
7.2
7.3
7.4
7.5
Structure, Nomenclature and Physical Properties
Synthesis of Alcohols from Alkenes
Reactions of Alcohols, Alcohols as Acids; Conversion to Alkyl Halides;
Oxidation to Carbonyl Compounds
Synthesis and Reactions of Ethers
Phenols: Structure and Nomenclature; Synthesis and Reactions
8.0 Benzene and Aromaticity
8.1
8.2
8.3
Introduction: Benzene, Nomenclature; Structure and Stability; Huckel’s Rule
Other Aromatic Compounds and Heterocyclic Aromatic Compounds
Reactions of Aromatic Compounds
8.3.1 Electrophilic Aromatic Substitution
8.3.2 Halogenation; Nitration and Sulfonation
8.3.3 Friedel-Craft’s Alkylation and Acylation
Nama Fakulti / Pusat Pengajian:
Fakulti Sains Gunaan
Nama Program:
Ijazah Sarjana Muda Sains (Kepujian) Kimia
© Hak Cipta Universiti Teknologi MARA
Tahun Mula:
2003
Tahun Semakan:
2009
BHEA_JKA/CR01-08
Practicals
1. Preparation of acetylsalicylic acid
2. Isolating a neutral compound from a mixture containing an acid impurity
3. 4-Methylcyclohexene
4. Synthesis of n-butyl bromide
5. Competitive nucleophiles with 1-butanol or 2-butanol
6. Friedel-Craft’s Acylation
7. Nitration of methyl benzoate
Teaching Methodology
Lectures and laboratory sessions
Assessment
Assignments
Tests
Laboratory reports
Final examination
:
:
;
:
10%
30%
20%
40%
Recommended Text
Solomons and Fryhle. 9th Edition. Organic Chemistry. Wiley 2007
References
McMurry, J. Organic Chemistry, Brooks and Cole 2007
Smith, J. G. Organic Chemistry 2ed. McGraw Hill 2007
Wade, L. G. 7th Edition. Organic Chemistry, 2010.
Seyhan Ege, 5th Edition, Organic Chemistry: Structure and Reactivity, Houghton Mifflin,
2004.
Pavia, Lampman, Kriz and Engel, 2nd Edition, Introduction to Organic Laboratory
Techniques: A Small Scale Approach, Thomsom Brooks/Cole, 2004.
Nama Fakulti / Pusat Pengajian:
Fakulti Sains Gunaan
Nama Program:
Ijazah Sarjana Muda Sains (Kepujian) Kimia
© Hak Cipta Universiti Teknologi MARA
Tahun Mula:
2003
Tahun Semakan:
2009
BHEA_JKA/CR01-08
COURSE OUTCOMES – PROGRAM OUTCOMES MATRIX
COURSE CODE
CHM456
CENTRE OF STUDY
FACULTY OF APPLIED SCIENCES
COURSE NAME
ORGANIC CHEMISTRY I
PREPARED BY
FARIDAHANIM MOHD JAAFAR
ZURINA SHAAMERI
CREDIT HOURS
4
DATE
23 November 2009
PROGRAMME OUTCOMES
INSTRUCTIONAL
METHODS
COURSE OUTCOMES
LO1
LO2
LO3
LO4
LO5
LO6
LO7
LO8
ASSESSMENT
LO9
1.State, discuss and explain the basic
concepts of structure and bonding,
chemical reactivity and acid-base involved
in chemistry of carbon compounds.
Independent
Learning (pre-class
reading
Lecture
Active learning (self
& peer discission)
Test
Assignment
Final Exam
2. Relate the basic concepts of structure
and stereochemistry to reactivity of carbon
compounds.
Independent
Learning (pre-class
reading
Lecture-discussion
Test
Assignment
Final Exam
3. Write chemical reactions for the
interconversions of functional groups and
their reaction mechanisms
Independent
Learning (pre-class
reading
Lecture
Active learning (self
& peer discussion)
Test
Assignment
Final Exam
Nama Fakulti / Pusat Pengajian:
Nama Program:
© Hak Cipta Universiti Teknologi MARA
Fakulti Sains Gunaan
Ijazah Sarjana Muda (Kepujian) Kimia
Tahun Mula:
Tahun semakan:
2003
2009
BHEA_JKA/CR01-08
PROGRAMME OUTCOMES
INSTRUCTIONAL
METHODS
COURSE OUTCOMES
LO1
4.Outline and explain the mechanisms of
addition, elimination, nucleophilic
substitution, and electrophilic substitution
reactions
LO2
LO3
LO5
LO6
5. Plan, conduct, observe and report
experiments in organic chemistry
LO4
LO7
LO8
ASSESSMENT
LO9
Independent
Learning (pre-class
reading
Lecture Active learning (self
& peer discussion)
•
•
•
Test
Assignment
Final Exam
Independent Learning
(pre-class reading
•
Lab Note
Book
Laboratory
report
•
OVERALL
MOHE LEARNING OUTCOMES
LO1
LO2
LO3
LO4
LO5
LO6
LO7
LO8
LO9
Knowledge in specific area-content
Practical skills
Thinking and scientific skills
Communication skills
Social skills, teamwork and responsibilities
Values, ethics, morals and professionalism
Information, management and life-long learning
Management and Entrepreneurship
Leadership skills
Nama Fakulti / Pusat Pengajian:
Nama Program:
© Hak Cipta Universiti Teknologi MARA
Fakulti Sains Gunaan
Ijazah Sarjana Muda (Kepujian) Kimia
Tahun Mula:
Tahun semakan:
2003
2009