Identification Prerequisites Language Compulsory/Elective Required textbooks and course materials Course website Course outline Course objectives Learning outcomes Teaching methods Evaluation Subject (code, title, credits) Department Program (undergraduate, graduate) Term Instructor E-mail: Phone: Bioorganic CHEMISTRY (3 credits) Biomedical Engineering Undergraduate FALL 2015 Dr. Jestin Mandumpal jmandumpal@khazar.org or dejesman@gmail.com +994 514142095 This course is a prerequisite for the Course Biochemistry studied further English compulsory Core textbooks 1. Organic Chemistry A Brief Course, Robert C. Atkins & Francis A. Carey 2. Organic Chemistry T.W. Graham Solomons This course is based on traditional face-to-face classes Alcohols, Ethers and Phenols/ Aldehydes and Ketones/Carboxylic acids & their derivatives/ Amines/Carbohydrates/Amino acids, Peptides, and Proteins/Lipids/Nucleic acids This course is a prerequisite for the Course Biochemistry studied further. General Objective of the Course To meet curriculum requirements of the School of Architecture, Engineering and Applied Sciences. Specific Objectives of the Course -To support student academically, to improve their chances of realizing their potential. -To encourage students participation and interaction as well as fostering atmosphere of tolerance and respect. -To develop understanding the fundamentals of chemistry. -To build background for the students further studying Biochemistry By the end of the course the students should be able -To know and apply main laws of chemistry. -To know properties of the main chemical elements and their most important compounds. -To know properties of the most important organic & biorganic compounds. x Lecture x Group discussion Experimental exercise Case analysis Simulation x Course paper Others Methods Date/deadlines Percentage (%) Policy November, 2014 30 Midterm Exam 20 Assignment and quizzes 10 Presentation/Group Discussion May, 2015 40 Final Exam 100 Total Attendance The students are required to attend all classes as a part of their studies and those having legitimate reasons for absence (illness, family bereavement, etc.) are required to inform the instructor. Tardiness / other disruptions. If a student is late to the class for more than 10 (ten) minutes, (s)he is not allowed to enter and disturb the class. However, this student is able to enter the second double hours without delaying. Exams In order to be excused from the exam, the student must contact the dean and the instructor before the exam. Excuse will not be granted for social activities such as trips, cruises and sporting events (unless you are participating). The exams will all be cumulative. Most of the questions on each exam will be taken from the chapters covered since the last exam. But some will come from the earlier chapters. In general the coverage will reflect the amount of the time spend in class on the different chapters. Withdrawal (pass / fail) This course strictly follows grading policy of the School of Engineering and Applied Sciences. Thus, a student is normally expected to achieve a mark of at least 60% to pass. In this case of failure, he/she will be referred or required to repeat the course the following term or year. Cheating / plagiarism Cheating or other plagiarism during midterm and final examinations will lead to paper cancellation. In case, the student will automatically get 0 (zero), without any considerations. Professional behaviour guidelines The student shall behave in the way to create favorable academic and professional environment during the class hours. Unauthorized discussions and unethical behavior are strictly prohibited. For successful completion of the course, the students shall take an active part during the class time, raising questions and involving others to discussions. Learning and Teaching Methods This course considers active learning process rather than passive one. Week Topic 1 1 Tentative Schedule Topics i. ii. iii. iv. v. vi. vii. viii. ix. x. xi. xii. 2 2 i. ii. iii. iv. v. vi. vii. viii. 3 2 ix. x. xi. xii. xiii. xiv. xv. xvi. xvii. Alcohols, ethers and Phenols (272303) Alcohols a review (273) Natural resources of alcohols (275) Preparations of alcohols (276) Alcohols as BrØnsted acids(281) Oxidation of alcohols(282) Introduction to Ethers (286) Preparations of Ethers & Epoxides (290) Naturally occurring Phenol derivatives (294) Acidity of Phenols (295) Reactions of Phenols. Preparation of Aryl Ethers(297) Oxidation of Phenols. Quinones (298) Review of the topic Aldehydes and Ketones (308−346) Structure and Bonding of the Carbonyl group (311) Physical Properties (313) Sources of Aldehydes and Ketones (313) Preparation of Aldehydes and Ketones (314) Reactions of Aldehydes and Ketones(317) Hydration of Aldehydes and Ketones (318) Acetal formation(320) Cyanohydrin Formation(322) Reactions with Derivatives of Ammonia (324) Reactions that introduce new CarbonCarbon bonds (325) Grignard Reagents (327) Synthesis of Alcohols using Grignard Reagents(328) Grignard Reagents in synthesis. Working Backward(330) The alpha Carbon and its Hydrogens (332) Enols and Enolates (333) The Aldol condensation(335) Oxidation of aldehydes (338) Textbook/Assignments [1] [1] [1] 4 3 Carboxylic acids (347-365) i. ii. iii. iv. v. vi. vii. viii. 5 6 4 4 Carboxylic acid derivatives (366-397) i. Nomenclature of Carboxylic acid (367) ii. Acyl Transfer reactions : Hydrolysis (368) iii. Natural sources of Esters (370) iv. Preparation of Esters: Fischer Esterification (371) v. Preparation of Esters(374) vi. Reactions of Esters (375) vii. Polyesters (377) viii. ix. x. xi. xii. xiii. 7 5 i. ii. iii. iv. v. vi. vii. viii. 8 5 Carboxylic acid nomenclature (348) Physical Properties (349) Acidity of Carboxylic acids (350) Substituents and acid strength(351) Salts of Carboxylic acids(353) Sources of carboxylic acids (355) Preparation of Carboxylic acids (357360) Reactions of Carboxylic acids (360) Reactions of Esters with Grignard reagents(380) Natural sources of amides (383) Preparation of amides (383) Hydrolysis of amides (386) Polyamides (387) review Amines (398−424) Amine Nomenclature (399) Structure and Bonding (401) Physical Properties (402) Amines in nature (403) Amines as bases (404) Preparation of alkylamines by alkylation of ammonia (406) Preparation of alkylamines by reduction (407) Preparation of arylamines(408) Reactions of amines (409) Reactions of Amines with Alkyl Halides (410) xi. The Hoffmann Elimination (411) xii. Nitrosation of Amines (413) xiii. Reactions of Aryl Diazonium salts(415) xiv. Azo dyes (417) Midterm exam :: topics 1 − 5 [1] [1] [1] [1] ix. x. [1] 9 6 10 6 Carbohydrates (425−449) i. Classification (426) ii. Glyceraldehyde and the D-L system of steroechemical notation (426) iii. The aldotetroses (428) iv. Aldopentoses and Aldohexoses (429) v. Cyclic Forms of Carbohydrates : Furanose forms(431) vi. Cyclic forms of Carbohydrates : Pyranose forms(434) vii. Hemiacetal equilibrium(435) viii. Ketoses(436) [1] ix. x. xi. xii. xiii. xiv. xv. 11 7 i. ii. iii. iv. v. vi. vii. viii. ix. x. xi. xii. xiii. 12 [1] 8 Structural variations in Carbohydrates (438) Glycosides(439) Disaccharides (440) Polysaccharides (442) Oxidation of Carbohydrates (443) Osazone formation (444) Review Amino acids, Peptides and Proteins (451-476) Structure of Aminoacids (451) Stereochemistry of Amino acids(454) Acid-Base behaviour of Amino acids (455) Synthesis of Amino acids (456) Peptides (457) Peptide structure determination (460) End group analysis: N and C terminus (461-463) Selective Hydrolysis of Proteins (463) The strategy of Peptide Synthesis (464) Protecting groups and peptide bond formation (465) Secondary structures of peptide and proteins (466) Tertiary structure of peptides and proteins (470) Protein Quaternary structure Haemoglobin (471) Lipids (477-496) i. ii. iii. iv. v. vi. Classification of Lipids (478) Fats and Fatty Acids (478) Phospholipids (480) Waxes (482) Steroids, Cholesterol (482) Vitamin D (483) [1] [1] 13 8 14 9 vii. viii. Bile Acids (485) Corticosteroids (486) ix. x. xi. xii. xiii. Sex hormones (486) Biosynthesis (488) Terpene Biosynthesis (489) Iospentenyl Pyrophosphate (492) Review of the topic (477-494) [1] [1] vii. Nucleic Acids (497- 510) Pyraimidines and Purines (497) Nucleosides (498) Nucleotides (500) Nucleic Acids (501) Structure and Replication of DNA The Double helix (502) DNA-Directed Protein Biosynthesis (507) Review of the topic i. Review of the topics ( 5-9) i. ii. iii. iv. v. vi. 15 January 2016 Final exam :: topics 5-9 This syllabus is a guide for the course and any modifications to it will be announced in advance.