Faculty of Science Technology and Subject code: CHE1C1B

Engineering Unit name: Chemistry 1B

Unit Outline Year offered: 2010

Unit description
In this subject, students will be introduced to chemical hazards and the safe handling of inorganic
and organic chemicals. The topics introduced are the chemistry of carbon compounds: alkanes,
alkenes, alkynes, aromatic compounds, halides, phenols, ethers, nitro compounds, amines,
aldehydes, ketones and carboxylic acids. The stereochemistry and its implications are introduced in
some detail. Some reaction mechanisms of organic compounds will be introduced in addition to the
systematic chemical identification of organic molecules. In this unit, the practical component
consists of seven experiments of three hours each. These experiments deal with determination of
alcohol content in wine , preparation of Aspirin, TLC analysis of analgesics drugs, molecular
models and stereochemistry, relative rates of electrophilic aromatic substitution, the solubility and
acid-base properties of organic compounds, functional group tests.

Academic and support staff

Dr. Jasim Al-Rawi, (Co-ordinator) AS1 2.14B, Ext 7364 e-mail, J.Al-Rawi@latrobe.edu.au

LECTURE OUTLINE

WEEK LECTURES
1-3 Introduction: structure and bonding in organic molecules.
Alkanes: structure of alkanes, nomenclature, stereochemistry, chirality; enantiomers,
racemate, and meso compounds, representation of chiral centres, saw horse, Newman,
Fischer, nomenclature about chiral centres, assigning priorities, manipulation of the
Fischer projection, resolution of racemic mixtures, biological chirality.
Cycloalkanes: introduction, nomenclature of cycloalkanes: cycloalkans, monosubstituted
cyclohexane, disubstituted cyclohexane in general, fused cyclohexane rings can be cis or
trans at their junction.
4 Alkenes: structure of alkenes, nomenclature of alkenes, cycloalkenes.
Alkynes: Structure of alkynes, nomenclature of alkynes
Organic Reactions: bond breaking, electro negativities, reagents (Electrophiles, &
nucleophiles), and reactions of alkanes in absence of oxygen, in the presence of oxygen,
reaction with Halogens.
5 Reactions of alkenes: Free radical mechanism, electrophilic mechanism, addition to
unsymmetrical alkenes (Markonikov’s rule, halogenations, aqueous sulphuric acid,
hydroboration and oxidation with hydrogen peroxide.), reduction & oxidation.
Reactions of alkynes: (halogenations, reduction, reaction with strong bases), alkyne
acidity.
Alkadienes: resonance, electrophilic additions to conjugated dienes
6&7 Benzene and aromaticity: resonance and polar covalent bonds, the chemistry of aromatic
compounds: sources of aromatic compounds, nomenclature of aromatic compounds,
general reactions of benzene (bromination, alkylation, Friedel-Crafts alkylation, nitration,
sulphonation. Chemistry of alkyl benzene: electrophilic attack on benzene and substitution
effects, summary of substituent effects, activating/deactivating and directing effects, %
orientation of nitration in substituted benzenes, resonance and inductive effects on acid
and base strength.
8&9 Alkyl halide: nomenclature, preparation of alkyl halides, reactions alkyl halides
(substitution reactions, elimination reactions, Introduction, Substitution (SN2 & SN1), The
factors that favour these reactions, The nucleophile, the nucleophile strength, The Solvent,
Stereochemical Considerations of SN2, Factors that favour SN1, Stereochemical
Considerations of SN1.
 Faculty of Science Technology and Subject code: CHE1C1B
Engineering Unit name: Chemistry 1B
Unit Outline Year offered: 2010

10 Elimination reactions: introduction (E1 & E2), regiochemistry of elimination, summary,

the E1 reaction, unimolecular rate determining step, stereochemistry of E1.
11 Hydroxyl compounds: nomenclature, physical properties of alcohols, chemical properties
of alcohols, preparation of alcohols (hydration of an alkene, oxidation of an alkene with
KMnO4)), reactions of alcohols (with strong acids, with thionyl chloride, SOCl2, oxidation
of alcohols). Phenols: reactions.
Amines: Classifications, nomenclature, structure of amines - similar to ammonia, basicity
of amines, synthesis of amines (from alkyl halides, reduction of nitriles or amides
aromatic, by reduction of aromatic nitro compounds), reactions of amines (alkylation,
acylation).
12 Ethers: nomenclature
Nitro compounds: reduction of nitrobenzene. Aldehydes and Ketones: nomenclature,
reactions of aldehydes and ketones (reaction with Grignard reagent, reaction with
hydrazines - neutral species). distinguishing aldehydes from ketones
13 Carboxylic acids and their derivatives: carboxylic acids, nomenclature, properties (acidity
of carboxylic acids, hydrogen bonding is very important for acids and amides), general
reactions of carboxylate derivatives. Acid chlorides: nomenclature, synthesis. Acid
anhydrides: nomenclature synthesis. Esters: nomenclature, synthesis. Amides:
nomenclature, synthesis.
Amino Acids.

Assessment
Examination (3 hours) 60% Students must obtain at least 40% in the examination to pass
this unit
Tutorial questions 10% Assessment will be two 15 minute tests each worth 5 % in
week 5 and week 12
Problem-based assignment 10% (equiv. 500 words)
Practical work 20% prac consist of 3 hours lab for 7 periods and reports of 200-
400 words must be submitted the following week and will be
marked.
Prac attendance is compulsory and you will need a medical certificate or equivalent proof of
incapacity to justify any missed sessions. Without this, you will be allocated 'zero' for that practical
component. If you miss more than 30% of the prac sessions (even with medical certificate) you
may be required to make up for the missed practical exercises.

No marks will be given for the prac if the report is not submitted and 10% will be deducted from
the marks for every 24 h delay without special consideration. Lab sessions will start in week 3 of
the semester.

The assignment consists of 40 multiple choice questions each worth 1 mark and short answer
questions worth 60 marks.

The assignment (open book exercise) is on 25/10 /2010 at 2-5 group C, 26/10/2010 at 10-1 group B,
and 26/10/2010 group / at 2:30 group A all the work will be done in AS1306-LAB
How the assessment is linked to the learning objectives and the generic skills is shown in the
relevant paragraphs below

Learning Outcomes
At the completion of this unit, students should be able to demonstrate an understanding of chemical
hazards and the safe handling of inorganic and organic chemicals.
 Faculty of Science Technology and Subject code: CHE1C1B
Engineering Unit name: Chemistry 1B
Unit Outline Year offered: 2010

- Students will be able explain the chemistry and reactivity of organic functional groups.
- Students will be able explain concepts in organic reaction mechanisms.
- Students will be able interpret the stereoisomerism phenomena.
Assessment of the learning outcomes will be by the final exam, tutorial questions submitted and
practical reports submitted.

Generic skills
In this unit, you are given the opportunity to improve a number of generic skills. The Faculty of
Science, Technology and Engineering is committed for graduates to have the generic skills listed at:
http://www.latrobe.edu.au/scitecheng/students/Genskills.htm,
There is a heavy emphasis on such skills, once you seek employment, so do not assume they are
secondary to the subject matter, or content, of a unit.

In this subject, emphasis is placed on improving your academic writing and communication skills
in the form of introductory academic communication using special vocabulary related IUPAC
Nomenclature of organic molecules. These skills will be assessed by the submission of practical
reports, an assignment and tutorial questions. Numeracy and computer literacy skills will be
taught in this unit as the students will be introduced to ChemSketch programme which is used to
draw organic molecules, name compounds and calculate some physical property of organic
molecules. The practical and tutorial periods provide capacity to experience teamwork, as
communication and cooperation are often required (in the discovery stage, not the write-up stage).
Some interpretation and analysis of data is required in practicals, but the opportunity to improve
problem-solving skills and analytical thinking is emphasised in tutorial and the assignment which
will be assessed.

Enrolment information
The pre-requisite for this unit is Chemistry 1A.
Pre-readings required from Chemistry 1A:
Atomic structures of C, H, O, N, & S, sp3, sp2 and sp1 hybridization of C, H, O, N, & S
Relative electro-negativity of C, H, O, N, S and halogens, Organic acid and base
Some of the above information is available in chapter 1 of Bruice (2007).

Learning resources
Bruice, P.Y. Organic Chemistry. 6th ed, 2011. New Jersey. Prentice-Hall, Inc. Lecture semi-notes
and practical manual and tutorial questions.

Organization and Timetables

There are three 1hr lectures and an average of three hours of practical for 7 weeks (3-12) (three
groups), and 1 hour tutorial work per week (three groups).
Tute Wed at 11.00 am in AS2320 group C, Thu at 3.00 pm in AS2320 group B and Fri at 11.00 Am
in AS2401 group A. Tutorials will start week 3 in the semester.

Attendance at practical classes is compulsory. For the pharmacy students, the course administrator
will arrange the students into groups for tutorial and pracs, but science students for prac group have
to contact the Laboratory Technical Services(JeeToo Tan) AS1 level 4. Tutorials will be organised
in the lecture for these students.

On average, students are expected to spend 10 hours per week, including the 6 scheduled hours.
The locations for all teaching activities is given on the university timetable at
http://www.latrobe.edu.au/timetable/
 Faculty of Science Technology and Subject code: CHE1C1B
Engineering Unit name: Chemistry 1B
Unit Outline Year offered: 2010

You will be allocated to one practical/tutorial class at the beginning of the semester and you are
expected to attend that class for the entire semester. Allocation is largely determined by timetable
availability of students as well as permissible class sizes.

Laboratory classes
Chemistry 1B includes 7 laboratory periods three hours each in AS1 306.
Each laboratory practical is designed to meet one or more learning objectives and you should
understand the purpose of each experiment before starting the work. The objectives for each
week’s practical exercises are listed at the beginning of the relevant section in the prac manual.
You will be required to purchase some basic items for your personal use, such as lab coat, safety
glasses, a notebook and to wear shoes that cover your feet to comply with OHS requirements.
All laboratory data and rough sketches are to be recorded on new empty pages in your note book
and will be signed by your demonstrator before you leave the lab.
Extensive School safety information is given on the ‘School of Pharmacy and Applied Science’
homepage, http://www.latrobe.edu.au/pharmacy/index.html, click on the OHS link on the left.
Similar safety information is also found in your practical manual.

Plagiarism
The School of Pharmacy and Applied Science regards academic honesty as fundamental to teaching
and learning. It expects its academic staff and students to observe the highest ethical standards in
all aspects of academic work. Further information is available at
http://www.latrobe.edu.au/plagiarism/

For the assignment in this subject, a ‘statement of authorship’ form is required. This can be
downloaded from, http://www.latrobe.edu.au/text-match/authorship.html, click on ‘student links’ on
the left and select ‘statement of authorship’. This is a legal document, so read it carefully before
signing.
Although discussions amongst students about assignments are often helpful and inspiring, never
share a data or word file when writing up anything for assessment.

Student Evaluation
A report of the previous year’s quality assurance survey is available through the school website,
http://www.latrobe.edu.au/chemistry/subjects/qafeedback.html

Feedback on Assessment
All effort is made to return your work in a timely manner. Any work submitted in laboratory
periods or tutorials will always be returned the following prac and tutorial session.