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CHE3703/101/0/2022 Tutorial Letter 101/0/2022 Organic Chemistry III CHE3703 Year module Department of Chemistry This tutorial letter contains important information about your module. BARCODE CONTENTS Page 1 INTRODUCTION .......................................................................................................................... 3 2 PURPOSE AND OUTCOMES ...................................................................................................... 4 2.1 Purpose ........................................................................................................................................ 4 2.2 Outcomes ..................................................................................................................................... 5 3 CURRICULUM TRANSFORMATION ........................................................................................... 7 4 LECTURER AND CONTACT DETAILS ....................................................................................... 7 4.1 Lecturer ........................................................................................................................................ 7 4.2 Department ................................................................................................................................... 8 4.3 University ...................................................................................................................................... 8 5 RESOURCES ............................................................................................................................... 8 5.1 Prescribed book(s) ........................................................................................................................ 8 5.2 Recommended book(s) ................................................................................................................. 9 5.3 Electronic reserves (e-reserves) ................................................................................................... 9 6 STUDENT SUPPORT SERVICES .............................................................................................. 10 7 STUDY PLAN ............................................................................................................................. 10 8 PRACTICAL WORK ................................................................................................................... 11 9 ASSESSMENT ........................................................................................................................... 11 9.1 Assessment criteria..................................................................................................................... 11 9.2 Assessment plan......................................................................................................................... 12 9.3 Assignment due dates................................................................................................................. 12 9.4 Submission of assignments ........................................................................................................ 13 9.5 The assignment .......................................................................................................................... 13 9.6 Other assessment methods ........................................................................................................ 13 9.7 The examination ......................................................................................................................... 14 10 ACADEMIC DISHONENESTY.................................................................................................... 14 10.1 Plagiarism ................................................................................................................................... 14 10.2 Cheating ..................................................................................................................................... 14 11 STUDENT WITH DISABILITY .................................................................................................... 14 12 FREQUENTLY ASKED QUESTIONS ........................................................................................ 15 13 SOURCES CONSULTED ........................................................................................................... 15 14 IN CLOSING ............................................................................................................................... 15 15 ADDENDUM ............................................................................................................................... 15 2 CHE3703/101/0/2022 Dear Student 1 INTRODUCTION Welcome to third and final year undergraduate organic chemistry module, CHE3703. We would like to congratulate you for making it this far and hope this module will prepare you for the road ahead as you come to your final year of undergraduate studies. Tutorial Letter 101 contains important information about the scheme of work, resources and assignments for this module. We urge you to read it carefully and to keep it at hand when working through the study material, preparing the assignment(s), preparing for the examination and addressing questions to your lecturers. In Tutorial Letter 101, you will find important information about assessment criteria as well as instructions on the preparation and submission of the assignments. This tutorial letter also provides all the information you need about the prescribed study material and other resources and how to obtain it. Please study this information carefully and make sure that you obtain the prescribed material as soon as possible. We have also included certain general and administrative information about this module. Please study this section of the tutorial letter carefully. Right from the start we would like to point out that you must read all the tutorial letters you receive during the semester immediately and carefully, as they always contain important and, sometimes, urgent information. Other study materials include Tutorial Letter 102, which contains the assignment questions for this module. Tutorial Letters 201 to 204 contain memo to assignments. Some of this study material may not have been available to you when you registered. Study material that was not available when you registered will be available on myUnisa. Both the study guide and the tutorial resource are divided into study or tutorial units in which there are different learning activities which you should complete at specific periods during the year. Please take time to complete the activities in these study materials. The activities have been designed to help you to understand the difficult concepts. 3 Please note few and fundamental changes to this module structure to be implemented in 2022. a. Year Module In 2022, CHE3703 will be offered as a year module and no longer a semester module. In this set up, students will have more formative assessments as compared to semester modules. There will be only one exam sitting at the end of the year. It is important understand these changes to your academic calendar in order to get a better idea of what your academic year will be like in terms of work or study load. b. Online Module From now onward this will be offered as a fully online learning module as opposed to a blended module. Online learning refers to using online tools for learning and takes place via computer network This means that your lectures, assignments, tests and exams are all enabled by virtual platforms. You are therefore be expected to be familiar with and utilize all online resources at your disposal in order to succeed in this module. Furthermore, you will be continuously referred to relevant online material you can consult during your studies. Your lecturer is always available to assist you with your studies, but the responsibility to contact your lecturer if you experience any difficulties lies with you. During the year, your lecturer will be communicating with you through myUnisa or other approved platforms. 2 PURPOSE AND OUTCOMES 2.1 Purpose The purpose of the module is to equip learners with a sound understanding and knowledge of stereochemistry, conformational analysis, reaction mechanisms, organic reactions to design and plan synthesis involving carbonyl compounds and derivatives, polyfunctional compounds, polymers and the understanding of the various spectroscopic methods and their application in the structure determination of organic compounds. 4 CHE3703/101/0/2022 2.2 1 Outcomes Specific outcome Assessment criteria Apply Knowledge of Reaction Mechanism to Carbonyl Addition Reactions. 1.1 Mechanisms of formation of formation of acetals / thioacetals (protective group chemistry) are formulated and described. 1.2 Mechanisms of formation of enamines are formulated and described. 1.3 Mechanisms of reaction of carbonyl compounds with charged nucleophiles (R2CuLi and RMgX) are compared and described. 1.4 Mechanism of Wittig reaction and advantages over classical methods of alkene formation are formulated and described. 2 Distinguish the Products and Mechanisms of α-Substitution to Carbonyl Derivatives. 2.1 -Acidity of carbonyl compounds tautomerism are described and keto-enol 2.2 Mechanisms of acid-catalyzed (mineral or Lewis acid) and base-promoted -halogenation are formulated and described 2.3 Mechanisms of base and acid catalyzed aldol and cross aldol reactions are formulated and described 2.4 Mechanisms of Claisen and Crossed-Claisen condensation reactions of esters are formulated described 3 Interpret the Reactivity of βDicarbonyl Derivatives. 3.1 Mechanisms and the regioselectivity of alkylation of βDicarbonyl Derivatives are formulated and described 3.2 Mechanism of malonic ester synthesis is formulated and described 3.3 Mechanisms of decarboxylation and acetoacetic acid synthesis are described 3.4 Synthesis of target molecules using malonic ester and/or acetoacetic acid synthesis 4 Differentiate the Reactivity of α, βUnsaturated Carbonyl Compounds. 4.1 Reactivity of ,-unsaturated carbonyl compounds: 1,2versus 1,4-addition mechanisms are formulated and described 4.2 Reactions of ,-unsaturated carbonyl compounds with reducing agents are described 4.3 Reactions of ,-unsaturated carbonyl compounds with Grignard reagents are described 4.4 Reactions of ,-unsaturated carbonyl compounds with organocopper reagents are described 4.5 The Michael reaction is described, and its mechanism is formulated 5 Demonstrate Understanding of the Concept of Retrosynthesis. 5.1 Retrosynthetic performed analysis of aromatic derivatives is 5 5.2 Retrosynthetic analysis of isolated double bonds is performed 5.3 Retrosynthetic analysis of conjugated C-C double bonds is performed 5.4 Retrosynthetic analysis of saturated and α,β-unsaturated carbonyl compounds is performed 5.5 Retrosynthetic analysis of β-ketoesters and malonic acid derivatives is performed 6 Demonstrate the Understanding of Carbohydrate Chemistry. 6.1 Carbohydrates are classified as polyhydroxy aldehydes (aldose) and polyhydroxy ketones (ketose 6.2 The D and L notation is used to name monosaccharide molecules 6.3 The outcome of reactions of monosaccharides including oxidation, reduction, osazone formation is predicted. 6.4 Anomers and epimers; cyclic forms of monosaccharides and glycosides are described and named. 7 Describe Cycloaddition Reactions 7.1 Mechanisms of electrocyclic reaction are described (Pericyclic and Diels-Alder Reactions). 7.2 Mechanism and stereochemical outcome of Diels-Alder reactions are described 8 Apply Conformational Analysis to Cyclohexanes. 8.1 Torsional angles and Bayer strain theory are described 8.2 Conformational analysis of cyclohexane and substituted cyclohexanes are performed 8.3 Stereochemical outcome of reactions of substituted cyclohexanes is described and the mechanisms are formulated 9 Demonstrate the Understanding of Polymer Chemistry 9.1 The concept of macromolecules and their properties is described. 9.2 Regio and stereo isomerization in macro-molecules are explained. 9.3 The preparation of synthetic polymers as addition polymerization or condensation polymerization and formulate their mechanisms are explained. 10 Apply Spectroscopic Techniques to Structural Analysis. 10.1 Principles and application of IR spectroscopy are described. 10.2 Principles and application of 1H NMR and 13C NMR spectroscopy are described. 10.3 Principles and application of mass spectrometry are described. 10.4 Mechanisms of fragmentation patterns of hydrocarbons, hydrocarbon derivatives and carbonyl derivatives are formulated and described. 6 CHE3703/101/0/2022 3 CURRICULUM TRANSFORMATION Unisa has implemented a transformation charter based on five pillars and eight dimensions. In response to this charter, we have placed curriculum transformation high on the teaching and learning agenda. Curriculum transformation includes the following pillars: student-centred scholarship, the pedagogical renewal of teaching and assessment practices, the scholarship of teaching and learning, and the infusion of African epistemologies and philosophies. These pillars and their principles will be integrated at both programme and module levels as a phasedin approach. You will notice a marked change in the teaching and learning strategy implemented by Unisa, together with how the content is conceptualised in your modules. We encourage you to embrace these changes during your studies at Unisa in a responsive way within the framework of transformation. 4 LECTURER AND CONTACT DETAILS 4.1 Lecturer The lecturer responsible for this module is Lecturer’s name: Mr. L. G. Lesenyeho KM-038, Eureka Building Florida Science Campus Florida Park, Johannesburg [email protected] 011 670 9312 Email and telephone numbers are included above but you might also want to write to us. Letters should be sent to: Mr. L. G. Lesenyeho Department of Chemistry P O Box x392 UNISA 0003 7 4.2 Department Chemistry Department Eureka Building UNISA Florida Campus Florida Park, Johannesburg [email protected] 011 670 9318 4.3 University Communication with the University If you need to contact the University about matters not related to the content of this module, please consult the publication My studies @ Unisa that you received with your study material. This booklet contains information on how to contact the University (e.g. to whom you can write for different queries, important telephone and fax numbers, addresses and details of the times certain facilities are open). You can also refer to the following link for contact details: https://www.unisa.ac.za/sites/corporate/default/Contact-us/Student-enquiries Always have your student number at hand when you contact the University. PLEASE NOTE: Letters to lecturers may not be enclosed with or inserted into assignments. 5 RESOURCES 5.1 Prescribed book(s) The prescribed book for CHE3703 is: Organic Chemistry Plus MasteringChemistry with Pearson eText (Paperback) Global Edition, 9 Edition by Leroy G. Wade, Jan W. Simek, Pearson Education Ltd. ISBN-13: 9781292151229. Students may use an earlier edition of the textbook. 8 CHE3703/101/0/2022 5.2 Recommended book(s) Students may consult any Organic Chemistry textbook. Recommended books can be requested online, via the Library catalogue. Recommended books can be requested online, via the Library catalogue. 5.3 Electronic reserves (e-reserves) E-reserves can be downloaded from the Library catalogue. More information is available at https://libguides.unisa.ac.za/request/request. 5.4 Library services and resources The Unisa Library offers a range of information services and resources: • For a general Library overview, go to https://www.unisa.ac.za/sites/corporate/default/Library/About-the-Library Library @ a glance • For detailed Library information, go to https://www.unisa.ac.za/sites/corporate/default/Library • For research support and services (eg personal librarians and literature search services), go to https://www.unisa.ac.za/sites/corporate/default/Library/Library-services/Research-support The Library has created numerous Library guides to assist you: http://libguides.unisa.ac.za Recommended guides: • Request recommended books and access e-reserve material: https://libguides.unisa.ac.za/request • Requesting and finding library material: Postgraduate services: https://libguides.unisa.ac.za/request/postgrad • Finding and using library resources and tools (Research Support): https://libguides.unisa.ac.za/research-support • Frequently asked questions about the library: https://libguides.unisa.ac.za/ask 9 • Services to students living with disabilities: https://libguides.unisa.ac.za/disability • A-Z databases: https://libguides.unisa.ac.za/az.php • Subject-specific guides: https://libguides.unisa.ac.za/?b=s • Information on fines & payments: https://libguides.unisa.ac.za/request/fines Assistance with technical problems accessing the Unisa Library or resources: https://libguides.unisa.ac.za/techsupport [email protected] (insert your student number in the subject line please) General library enquiries can be directed to [email protected]. 6 STUDENT SUPPORT SERVICES The Study @ Unisa website is available on myUnisa: www.unisa.ac.za/brochures/studies This website has all the tips and information you need to succeed at Unisa. 7 STUDY PLAN Use your “Study @ Unisa” brochure for general time management and planning skills. The use of molecular models is permissible (see paragraph 10 below). Molecular models are physical models that represent the orientation of and connectivity in molecules. These are useful tools for a better understanding of Organic Chemistry. Models show the nature and characteristics of the chemical bond linking atoms and are particularly useful to understand stereochemistry. The Unisa Library has a limited number of molecular model sets available – consult the brochure, “Study @ Unisa”, for information on how to access the Library resources. We may add additional information to assist you in your studies on the myUnisa website. Consult the myUnisa site for this module and look under ‘Additional Resources’. 10 CHE3703/101/0/2022 You will be well on your way to success if you start studying early in the semester and resolve to do the assignment(s) properly before the specific dates below. 8 PRACTICAL WORK There are no practicals for this module. However, a practical component for the module, CHE3723, is a co-requisite. 9 ASSESSMENT 9.1 Assessment criteria • The Final Mark for the CHE3703 module will be calculated as follows: Final Mark = 0.2 x Semester Mark + 0.8 Examination Mark • You need a final mark of 50% in order to pass the subject with a subminimum of 40% on your examination mark. • A mark of zero will be allocated for assignments not submitted by the student. • NB. If a student obtains 40% or LESS THAN 40% IN THE EXAMINATION, the YEAR MARK IS NOT TAKEN INTO ACCOUNT when the FINAL MARK IS CALCULATED i.e. the EXAMINATION MARK counts 100% towards your FINAL MARK. • Admission to the Examinations Please note that LECTURERS are NOT RESPONSIBLE for EXAMINATION ADMISSION. • Please note that to qualify to be admitted to the final Examination, you need to obtain a minimum of an average of 40% semester mark from the best two assignments marks out of 4 assignments submitted. 11 9.2 Assessment plan • To complete this module, you will be required to submit 4 assignments. • All information on when and where to submit your assignments will be made available to you via the myUnisa site for your module. • Due dates for assignments, as well as the actual assignments are available on the myUnisa site for this module. • To gain admission to the examination, you will be required to submit at least 2 assignments. • Your assignments will comprise a combination of written assignments and online group discussions • You need to obtain a year mark average of 40% for the assignment/s to gain admission to the examination. • The assignment weighting for the module is 20%. • The examination will be a 3-hour take-home examination. • The examination will count 80% towards the final module mark. 9.3 Assignment due dates • There are no assignment due dates included in this tutorial letter. • Assignment due dates will be made available to you on the landing page of myUnisa for this module. We envisage that the due dates will be available to you upon registration. • Please start working on your assignments as soon as you register for the module. • Log on to the myUnisa site for this module to obtain more information on the due dates for the submission of the assignments. 12 CHE3703/101/0/2022 9.4 Submission of assignments • Modules offered by Unisa are either blended (meaning that we use a combination of printed and online material to engage with you) or online (all information is available via the internet). In all cases of online engagement, we use myUnisa as our virtual campus. • From 2022, the myUnisa virtual campus will be offered via a new learning management system. This is an online system that is used to administer, document and deliver educational material to you and support engagement with you. • Look out for information from your lecturer as well as other Unisa platforms to determine how to access the virtual myUnisa module site. • Information on the tools that will be available to engage with the lecturer and fellow students to support your learning will also be communicated via various platforms. • The University undertakes to communicate as clearly and as frequently as is necessary to ensure optimum advantage in the use of the new learning management system. • Additional information on the use of the myUnisa site for the module, as well as features to engage and communicate with your lecturer and other students will also be made available via the online site for the module. • Therefore, log on to the myUnisa site for your module to gain more information on where to complete and/or upload your assignments and how to communicate with your lecturer. 9.5 The assignment As indicated in section 9.2, you need to complete 4 assignments for this module. Details on the assignments including submission will be available on Tutorial Letter 102. 9.6 Other assessment methods Currently there are no other assessment methods for this module, however other methods will be introduced, and students will be notified timeously. 13 9.7 The examination Examination information and details on the format of the examination will be made available to you online via the myUnisa site. Look out for information that will be shared with you by your lecturer and e-tutors (where relevant) and for communication from the University 10 ACADEMIC DISHONENESTY 10.1 Plagiarism Plagiarism is the act of taking the words, ideas and thoughts of others and presenting them as your own. It is a form of theft which involves several dishonest academic activities, such as the following: • Cutting and pasting from any source without acknowledging the source. • Not including or using incorrect references. • Paraphrasing without acknowledging the original source of the information. 10.2 Cheating Cheating includes, but is not limited to, the following: • Completing assessments on behalf of another student, copying from another student during an assessment or allowing a student to copy from you. • Using social media (eg WhatsApp, Telegram) or other platforms to disseminate assessment information. Submitting corrupt or irrelevant files. • Buying completed answers from “tutors” or internet sites (contract cheating). More information about plagiarism can be downloaded on the link below https://www.unisa.ac.za/sites/myunisa/default/Study-@-Unisa/Student-values-and-rules 11 STUDENT WITH DISABILITY The Advocacy and Resource Centre for Student with Disability ARCSWiD) provides an opportunity for staff to interact with new and returning students with disabilities. 14 CHE3703/101/0/2022 • If you are a student with a disability and would like additional support or need additional time for assessments, you are invited to contact Mr L. G. Lesenyeho: [email protected] so that you can be assisted. 12 FREQUENTLY ASKED QUESTIONS The “Study @ Unisa” brochure contains an A-Z guide of the most relevant study information. 13 SOURCES CONSULTED None. 14 IN CLOSING Please do not hesitate to contact and communicate with a lecturer whenever you experience academic problems. We wish you all the best in your studies. 15 ADDENDUM None. © UNISA 2022 15