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Contents

Semester I.

I. Molecular orbital theory of organic compounds
II. Saturated hydrocarbons (alkanes, cycloalkanes)
III. Unsaturated hydrocarbons (alkenes, alkynes)
IV. Aromatic hydrocarbons
V. Aliphatic halogene compounds
VI. Alcohols, phenols, ethers
VII. Aromatic halogene compounds, compounds with carbon-sulfur bonds, aliphatic and aromatic nitrocompounds
VIII. Aliphatic and aromatic amines, aromatic diazo- and azocompounds, diazomethane

Semester II.

IX. Aliphatic and aromatic carbonyl compounds (aldehydes and ketones)
X. Aliphatic and aromatic carboxylic acids and their derivatives
XI. Substituted carboxylic acids and substituted carboxylic acid derivatives (halogenated carboxylic acids, hydroxy-carboxylic acids, oxo-carboxylic acids and their derivatives)
XII. Natural compounds
XIII. Isomerisms, acid-base properties, principle of retaining orbital symmetry (Woodward-Hoffmann Rules)
XIV. Heterocyclic compounds I. 5 membered, π-electron excess heteroaromatic compounds and their derivatives
XV. Heterocyclic compounds II. 6 membered, π-electron deficient heteroaromatic compounds and their derivatives
XVI. Heterocyclic compounds III. 3, 4 és 7 membered heterocyclic compounds and their derivatives

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Preface

This Collection of organic chemical problems was assembled for pharmacy students at Year II. Topics of the Collection are closely linked to the contents of the main lectures; it gives an overview of the more important compound families, with some special Chapters. The Collection tries to facilitate learning of the theoretical material, through basic and typical examples on the undergraduate level. The problems discussed in the Collection are partially derived from other school books, but is also based on the educational experience of two decades, as a conclusion of consultations, midterm tests as well as exams. The special problems are built on each other, following the internal logics of the subject. The usual arrangement of the problems are the following (Chapter by Chapter): nomenclature; preparation; chemical reactions, then essay question(s) connected to the given reactions. The nomenclature problems are based on the following handbook: József Nyitrai, József Nagy: Guide to the IUPAC-nomenclature of organic compounds (Association of Hungarian Chemists, Budapest, 1998). Mainly basic questions are involved in the Collection, related to preparations or chemical reactions, using different substituted derivatives as starting material. Answers for the essay questions are short, comprised definitions or key points, providing examples how to summarise the students' knowledge.

Problems in this Collection will be useful for learning other special pharmaceutical subjects. Since size of the Collection is limited, some themes are not involved, e.g., there is no Chapter for Spectroscopic problems. Students learn these missing topics at lectures and practices of spectroscopy, through solving attached spectroscopic problems. The Collection can be effectively used in seminars, as well. Names and structures of organic functional groups and compound types are added to the end of Collection, supporting learning and applications of functional groups for Pharmaceutical Chemistry. The Collection consists of 16 Chapters, the Answers are shown just after the Problems, respectively.

Main purpose of the Collection is to facilitate learning of Organic chemistry for the exams. Therefore problem solving of the Collection is useful together with lectures, seminars and practices, throughout the whole Academic Year.

I must say thanks to dr. János Wölfling (Associate Professor), since he helped to finalise the manuscript by his well-based, precise work, as well as by his valuable suggestions. I must say thanks to dr. Péter Mátyus (Professor) for the careful lectoring.

Dr. Péter Tétényi (Assistant Professor) and dr. Ruth Deme (Assistant Lecturer) carried out the translation to English, thanks to them for it.

Dr. Gábor Krajsovszky

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