ORGANIC CHEMISTRY II

Placido NERI ORGANIC CHEMISTRY II

0512400009
DEPARTMENT OF CHEMISTRY AND BIOLOGY "ADOLFO ZAMBELLI"
EQF6
CHEMISTRY
2024/2025

OBBLIGATORIO
YEAR OF COURSE 2
YEAR OF DIDACTIC SYSTEM 2023
AUTUMN SEMESTER
CFUHOURSACTIVITY
756LESSONS
336EXERCISES
224LAB
ExamDate
CHIMICA ORGANICA II15/01/2025 - 10:00
CHIMICA ORGANICA II15/01/2025 - 10:00
CHIMICA ORGANICA II10/02/2025 - 10:00
CHIMICA ORGANICA II10/02/2025 - 10:00
Objectives
GENERAL OBJECTIVE:
THE COURSE AIMS TO COMPLETE THE BASIC TRAINING IN ORGANIC CHEMISTRY, ALREADY UNDERTAKEN IN THE ORGANIC CHEMISTRY COURSE I. THEREFORE, THE TRAINING OBJECTIVES CONCERN THE UNDERSTANDING AND KNOWLEDGE OF THE STRUCTURAL CHARACTERISTICS, REACTIVITY AND PREPARATION METHODS OF ORGANIC COMPOUNDS CONTAINING THE MOST COMMON FUNCTIONAL GROUPS. THESE OBJECTIVES ARE EXTENDED TO DI- OR POLYFUNCTIONAL COMPOUNDS WITH PARTICULAR REFERENCE TO THOSE CLASSES OF COMPOUNDS OF BIOLOGICAL RELEVANCE (CARBOHYDRATES, AMINO ACIDS, ETC.). THE AIM IS TO DEVELOP THE ABILITY TO RECOGNIZE THE STRUCTURAL CHARACTERISTICS OF FUNCTIONAL GROUPS EVEN WITHIN MORE OR LESS COMPLEX STRUCTURES, TO PREDICT THEIR CHEMICAL BEHAVIOR AND TO DESIGN SIMPLE SYNTHETIC ROUTES.

KNOWLEDGE AND UNDERSTANDING:
THE STUDENT WILL KNOW AND WILL DEVELOP UNDERSTANDING REGARDING:
- STRUCTURE, PROPERTIES, PREPARATION AND REACTIVITY OF ALDEHYDES AND KETONES, CARBOXYLIC ACIDS AND THE CORRESPONDING DERIVATIVES, CARBOHYDRATES, ALIPHATIC AMINES, ARYLAMINES, PHENOLS, AMINO ACIDS AND PEPTIDES, LIPIDS, HETEROCYCLIC COMPOUNDS, NUCLEIC ACIDS.
- MECHANISMS AND SYNTHETIC APPLICATIONS OF ALPHA CARBON SUBSTITUTION REACTIONS, CARBONYL CONDENSATION AND PERICYCLIC REACTIONS;
- STRUCTURE, PROPERTIES, PREPARATION AND REACTIVITY OF DI- OR POLYFUNCTIONAL COMPOUNDS;
- STEREOCHEMICAL ASPECTS IN THE VARIOUS CLASSES OF COMPOUNDS;
- IUPAC NOMENCLATURE AND CURRENT NOMENCLATURE.

ABILITY TO APPLY KNOWLEDGE AND UNDERSTANDING:
THE STUDENT WILL BE ABLE TO:
- DEVELOP SIMPLE SYNTHETIC SEQUENCES OF MONO- AND POLYFUNCTIONAL ORGANIC COMPOUNDS;
- APPLY THE PRINCIPLES OF MODERN SYNTHETIC STRATEGIES SUCH AS APPROACHES FOR THE DISCONNECTION-FORMATION OF CARBON-CARBON BONDS, PROTECTION-DEPROTECTION OF FUNCTIONAL GROUPS;
- APPLY THE MOST COMMONLY USED STRATEGIES IN THE SYNTHESIS OF POLYSUBSTITUTED AROMATIC COMPOUNDS;
- DEDUCE THE ACID-BASE PROPERTIES AND CHEMICAL BEHAVIOR OF SIMPLE ORGANIC COMPOUNDS.

INDEPENDENT JUDGEMENT:
THE STUDENT WILL BE ABLE TO:
- EVALUATE THE FEASIBILITY OF A GIVEN SYNTHETIC PATH;
- SELECT THE BEST EXPERIMENTAL CONDITIONS FOR THE DEVELOPMENT OF A SYNTHETIC PROCESS;
- EVALUATE THE COMPARATIVE REACTIVITY OF SIMPLE ORGANIC COMPOUNDS.

COMMUNICATION SKILLS:
THE STUDENT WILL BE ABLE TO:
- COMMUNICATE IN THE LANGUAGE AND TERMS USED BY THE INTERNATIONAL CHEMICAL COMMUNITY;
- REPRESENT AND COMMUNICATE, THROUGH TEXTS, CHEMICAL STRUCTURES, REACTION SCHEMES AND INTERNATIONAL CONVENTIONS, RESULTS OF RESEARCH OR OWN ELABORATIONS.

LEARNING ABILITY:
THE STUDENT WILL BE ABLE TO:
- USE TRADITIONAL BIBLIOGRAPHIC TOOLS AND PUBLICATIONS IN THE ORGANIC CHEMISTRY SECTOR;
- UNDERSTAND AND INTERPRET BASIC ORGANIC CHEMISTRY LITERATURE;
- PROCEED WITH THE CONTINUOUS UPDATING OF ONE'S KNOWLEDGE OF ORGANIC CHEMISTRY, USING TECHNICAL-SCIENTIFIC LITERATURE.
Prerequisites
THE MAIN PREREQUISITES TO THE COURSE ORGANIC CHEMISTRY II CONCERN THE CONCEPTS OF GENERAL CHEMISTRY AND OF ORGANIC CHEMISTRY I, AS WELL AS THE ACQUAINTANCE WITH THE USE OF THE SYMBOLOGY OF ORGANIC CHEMISTRY AND BASIC STEREOCHEMISTRY. FURTHERMORE, IT IS REQUIRED THE KNOWLEDGE OF STRUCTURAL CHARACTERISTICS, REACTIVITY, AND PREPARATION METHODS OF THE FOLLOWING CLASSES OF ORGANIC COMPOUNDS: SATURATED, UNSATURATED, CYCLIC, ACYCLIC, AND AROMATIC HYDROCARBONS; ALKYL HALIDES; ALCOHOLS AND THIOLS; ETHERS AND EPOXIDES.
Contents
STRUCTURE, PROPERTIES, PREPARATION, AND REACTIVITY OF ALDEHYDES AND KETONES (8 HOURS), CARBOXYLIC ACIDS (2 HOURS), ACYL CHLORIDES (2 HOURS), ANHYDRIDES (1 HOUR), ESTERS (2 HOURS), AMIDES (2 HOURS), AND NITRILES (1 HOUR). REACTIONS AT THE CARBONYL LPHA-CARBON (2 HOURS) AND CARBONYL CONDENSATIONS (2 HOURS). CARBOHYDRATES (6 HOURS). ALIPHATIC AMINES (4 HOURS). ARYLAMINES AND PHENOLS (4 HOURS). AMINOACIDS AND PEPTIDES (8 HOURS). LIPIDS (2 HOURS). HETEROCYCLIC COMPOUNDS (4 HOURS). NUCLEIC ACIDS (2 HOURS). PERICYCLIC REACTIONS (4 HOURS).
PRACTICES AND PROBLEMS (24 HOURS): GUIDED RESOLUTION OF EXERCISES AND PROBLEMS RELATED TO THE COURSE TOPICS.
LABORATORY PRACTICES (36 HOURS): HANDS-ON EXPERIENCES RELATED TO THE COURSE TOPICS.
Teaching Methods
THIS COURSE IS CONSTITUTED BY 3 MODULES: MODULE A (THEORETICAL LESSONS, 56 HOURS); MODULE B (CLASSROOM EXCERCISES, 24 HOURS); MODULE C (LABORATORY PRACTICE, 36 HOURS).
MODULES A AND B COMPRISE TEACHING LESSONS AT THE BLACKBOARD AND EXCERCISES AT THE BLACKBOARD IN THE CLASSROOMÂ (80 H). MODULE C (36 H) IS LABORATORY PRACTICE, 75% ATTENDANCE IS COMPULSORY. AT THE END OF THE LABORATORY PRACTICE, THE STUDENT HAS TO WRITE A SCIENTIFIC REPORT ON THE SYNTHESES PERFORMED IN THE LABORATORY TO BE DELIVERED TO THE LABORATORY TUTOR BEFORE ATTENDING THE EXAM.
Verification of learning
THE ACHIEVEMENT OF THE OBJECTIVES OF THE COURSE IS CERTIFIED BY PASSING AN EXAM WITH ASSESSMENT IN THIRTIES. TO TAKE THE EXAM TEST THE STUDENT MUST HAVE SUBMITTED THE WRITTEN REPORTS OF THE WORK CARRIED OUT IN THE LABORATORY.

THE EXAM INCLUDES A WRITTEN TEST FOLLOWED BY AN ORAL TEST THAT WILL BE TAKEN IN TWO DIFFERENT DAYS. THE DATE OF THE WRITTEN TEST IS THAT PROVIDED BY THE DEPARTMENT CALENDAR, THE DAY OF THE ORAL TEST IS AGREED WITH THE STUDENTS AT THE END OF THE WRITTEN TEST.

THE WRITTEN TEST HAS THE PURPOSE OF VERIFYING IF THE STUDENT HAS DEVELOPED THE ABILITY TO RELATE THE STRUCTURAL PROPERTIES AND THE REACTIVITY OF THE STUDIED ORGANIC COMPOUNDS, THE ABILITY TO FORECAST THE OUTCOME OF A CHEMICAL REACTION AMONG THOSE INCLUDED INTO THE PROGRAM.

DURING THE WRITTEN TEST (WITH A DURATION NOT EXCEEDING 120 MINUTES) THE STUDENT WILL RECEIVE A TRACK COMPOSED OF TWO SECTIONS: IN THE FIRST ONE, SOME EXERCISES RELATING TO THE REACTIVITY OF THE FUNCTIONAL GROUPS AND THE REACTION MECHANISMS ARE PROPOSED; IN THE SECOND SECTION, THE DESIGN OF SIMPLE ORGANIC SYNTHESES BY USING THE KNOWLEDGE ACQUIRED IN THE COURSE IS REQUIRED. THE STUDENT WHO HAS REACHED AT LEAST A SCORE EQUAL TO 18/30 IS ADMITTED TO THE ORAL TEST.

THE ORAL TEST (WHOSE ACCESS REQUIRES THE PASSING OF THE WRITTEN TEST) CONCERNS QUESTIONS RELATED TO THE CONTENT OF THE COURSE AND AIMS TO VERIFY IF THE STUDENT HAS REACHED THE OBJECTIVES OF KNOWLEDGE AND UNDERSTANDING OF THE CONTENTS AS WELL AS THE ABILITY TO APPLY THEM BY USING AN APPROPRIATE SPECIALIST LANGUAGE. THE STUDENT WILL BE ASSESSED WITH A VOTE EXPRESSED IN THIRTY (MINIMUM VOTE 18/30). THE FINAL MARK IS DETERMINED BY THE AVERAGE OF THE SCORES OF THE WRITTEN TEST AND THE ORAL TEST.

DURING THE COURSE IT IS POSSIBLE TO CARRY OUT THREE PARTIAL TESTS, RESPECTIVELY AFTER 1/3 AND 2/3 OF THE LESSONS AND AT THE END OF THE SEMESTER. THE EVALUATION OF THE THREE TESTS WILL BE EXPRESSED IN THIRTIES AND THE FINAL SCORE WILL BE GIVEN BY THE AVERAGE OF THE THREE TESTS. A FINAL SCORE OF AT LEAST 18/30 CORRESPONDS TO PASSING THE WRITTEN TEST.

THE STUDENT ACHIEVES THE EXCELLENCE LEVEL IF HE/SHE IS ABLE TO SOLVE UNUSUAL PROBLEMS (OR TYPE OF PROBLEMS NOT EXPLAINED DURING THE LESSONS) PROPOSED AT THE ORAL TEST.
Texts
J. MCMURRY, ORGANIC CHEMISTRY, THIRD EDITION, BROOKS/COLE, PACIFIC GROVE, CALIFORNIA, 1992 (ITALIAN TRANSLATION: J. MCMURRY, CHIMICA ORGANICA, ZANICHELLI, BOLOGNA, 1995).
A. STREITWIESER, C. H. HEATHCOCK, E. M. KOSOWER, INTRODUCTION TO ORGANIC CHEMISTRY, 4TH EDN., MACMILLAN, NEW YORK, 1992 (ITALIAN TRANSLATION: A. STREITWIESER, C. H. HEATHCOCK, E. M. KOSOWER, CHIMICA ORGANICA, EDISES, NAPOLI, 1995). LESSONS TRASPARENCIES.
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