Practical organic chemistry - Vogel A.

Practical organic chemistry
19.05 КБ
The сприятливими reception вітаЄ to previous editions by reviewers, students and practising organic chemists has encouraged to the author undertake an exhaustive revision of the entire text in the light of the numerous developments in practical organic chemistry since the book was first written (1945-46). The net result has been an increase in the length of the volume by some 150 pages, a figure which gives some indication of the new matter incorporated in the present edition. It is impossible within the limitations of a short preface to give a detailed list of the changes and numerous additions. Some of the more important new preparations include : 1. Chapter III. 1-Heptene (111,10) ; alkyl iodides (KI-H3P04 method) (111,38); alkyl fluorides (KF-ethylene glycol method) (111,41); keten (nichrome wire method) (111,90); ion exchange resin catalyst method for esters (111,102); acetamide (urea method) (111,107) ; ethyl a-bromopropionate (111,126); acetoacetatic ester condensation using sodium triphenylmethide (111,151). 2. Chapter IV. a-Chloromethylnaphthalene (IV,23); benzylamine (Gabriel synthesis) (IV,39) ; iVAT-dialkylanilines (from amines and trialkyl orthophos-phates) (IV.42) ; a-naphthaldehyde (Sommelet reaction) (IV.120); a-phenyl-cinnamic acid (Perkin reaction using triethylamine) (IV.124) ; (3-nitrOstyrene (IV.129) ; p-bromonaphthalene and p-naphthoic acid (from 2-naphthylamine-l-sulphonic acid) (IV.62 and IV,164) ; diphenic acid (from phenanthrene) (IV.165). 3. Chapter V. Quinaldine (V,2) ; 2-methyl-, 2 : 5-dimethyl - and 2-acetyl-thiophene (V,8-V,10) ; 2 : 5-dimethyl - and 2 : 4-dimethyl-dicarbethoxy-pyrrole (V,12-V,13); 2-amino - and 2 : 4-dimethyl-thiazole (V,15-V,16); 3 : 5-dimethyl-pyrazole (V,17) ; 4-ethylpyridine (from pyridine) (V,19) ; n-amyl-pyridines from picolines) (V.28) ; picolinic, nicotinic and t'sonicotinic acid (V,21-V,22) ; (ethyl nicotinate and p-cyanopyridine (V,23-V,24) ; uramil (Державотворення) ; 4-methyl-(coumarin (V,28) ; 2-hydroxylepidine (V,29). 4. Chapter VI. Reductions with potassium borohydride (VI,11) ; Oppen-auer oxidation (VI,13) ; epoxidation and hydroxylation of ethylenic compounds (VI,15) ; Arndt-Eistert reaction (VI,17) ; Darzens glycidic ester condensation (VI,18); Erlenmeyer azlactone reaction (VI,19); Mannich reaction (VI.20); Michael reaction (VI.21); Schmidt reaction (VI.23); Stobbe condensation (VI.24) ; Willgerodt reaction (VI,25); unsymmetrical diaryls (VI.27) ; syntheses with organolithium compounds (VI,28) ; syntheses with organosodium compounds (VI,29) ; syntheses with organocadmium compounds (VI.30); some electrolytic syntheses (VI.31); chromatographic adsorption (VI.33) ; ring enlargement with diazomethane (VI.34). 5. Chapters VII-IX. Diazomethane (p-tolylsulphonylmethylnitrosamide method) (VII.20) ; Girard's reagents " T " and " P " (VII.25) ; pseudo-saccharin chloride (VII.26) ; 2 : 2'-dipyridyl (VIII.13) ; ninhydrin (VIII.14) ; 3-indoleacetic acid (IX,14). A new feature is tha account of the electronic mechanisms (in outline) of the numerous reactions described in the text. Although some of these mechanisms may be modified in the near future, it is hoped that the brief treatment scattered throughout the volume will stimulate the student's interest in this important branch of organic chemistry. It will be noted that many reactions are designated by name ; this may be undesirable on pedagogical grounds but, in most cases, established usage and the example set by the various volumes of Organic Reactions (J. Wiley) may be put forward in justification..