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Spring 2014 Chem 100 Organic Synthesis and Mechanism I t t Prof. Instructor: P f Meng-Lin M Li Tsao T (曹夢麟) Office: SE 360 Tel: 228-4511 Email: [email protected] Lectures: T, R 9:00 am – 10:15 am, COB 120 Office hours: MW 10:30am – 11:30 am and by appointments Spring 2014 Chem 100 Organic Synthesis and Mechanism TA Shuhuai TA: Sh h i Xi Xiang (([email protected]) i @ d d ) Dustyy Ventura (([email protected]) @ ) Al Tramontano ([email protected]) Office hours: TBA Textbook: P. N. Bruice, Organic Chemistry, Prentice Hall, 6th ed., 2011 Recommended: Bruice Study Guide and Solution Solution’s s Manual Organic Chemistry Molecular Models Kit • Course Goals/Objectives This course is designed to help students build a solid knowledge base of common methods and applications in organic synthesis. Reaction mechanisms are emphasized g chemical reactivity y and p predicting g for understanding reaction outcomes. You are expected to read each assigned chapter in Bruice before the class period in which that chapter is discussed. A successful Chem 100 student will prepare by reading the book, attend lectures, ask questions, and do many practice problems. Homework: H k You Y are encouraged d tto d do problems bl iin th the textbook. Problem sets will be posted on CROPS each Thursdayy afternoon and will be collected during g the subsequent class. Exams: Quizzes (chances for extra credits) 3 Midt Midterm exams (F (Feb b 20 20, M Mar 20 20, A Apr 24) Final exam (May 13; comprehensive) Grading: Homeworks: (all 14) Midterms: ((3 x 100 ) Final Exam: Total: 100 points 300 points p 200 points 600 points A = 90%; B = 80%; C = 70%; D = 60%; F = 0-59% A curve may be applied to course grades. Misc items on syllabus: • UCM CROPS: Resources Announcements Gradebook • Cl Class P Policies li i Attendance and behavior • Academic A d i Integrity I t it Policy P li • Disabilities Services Information Chem 100 Lecture Schedule (Tentative) – Spring 2014 Date T 1/21 …. …. R 2/20 …. …. R 3/20 …. …. …. R 4/24 …. …. T 5/13 Topic Covered Syllabus; Carbonyl compds 17.1-2 17 1 2 Aldehyde & Ketones 18.1-18.10,18.14 Enolate 19.1-19.3 1st Midterm Exam (Ch 17 & 18 ) Alkyne 6.1-6.8 Radicals 12.1-12.9 2nd Midterm Exam ((Ch 19,, 6 & 12 ) Redox 20.1-20.4 Amines&heterocycles 21.1-21.7 Carbohydrates 22.1-22.6 3rd Midterm Exam (Ch 20, 21 & 22 ) Amino acids 23.1-23.3 Nucleic Acids 28.1-28.4; course evaluation Fi l Exam Final E (comprehensive) ( h i ) Organic Chemistry 6th Edition Paula Yurkanis Bruice Chapter 17 Carbonyl Compounds I Reactions eact o s o of Carboxylic Acids and Carboxylic Acid Derivatives 9 Class II carbonyl compounds: will be discussed in Ch. 18 Class I carbonyl compounds: How to name a carbonyl compound? O O OH propane propanoic acid O propanoic anhydride O O O O Cl H propanal propanoyl chloride O O NH2 propanamide N O propanone methyl propanoate propanenitrile How to name a carbonyl compound? O Cl cyclohexanecarbonyl chloride cyclohexane O O OH NH2 cyclohexanecarboxylic acid cyclohexanecarboxamide O N O methyl cyclohexanecarboxylate cyclohexanecarbonitrile How to name a carbonyl compound? O Cl benzene benzenecarbonyl chloride benzoyl chloride O O OH NH2 benzenecarboxylic acid benzoic acid benzenecarboxamide benzamide O N O methyl benzenecarboxylate methyl benzoate benzenecarbonitrile benzonitrile