LEADER 05227nam 2200637Ia 450 001 9910642778103321 005 20230213095539.0 010 $a1-283-85876-2 010 $a0-470-68252-3 010 $a0-470-68251-5 035 $a(CKB)2500000000001415 035 $a(EBL)792750 035 $a(OCoLC)815647256 035 $a(SSID)ssj0000550590 035 $a(PQKBManifestationID)11379934 035 $a(PQKBTitleCode)TC0000550590 035 $a(PQKBWorkID)10518084 035 $a(PQKB)11694007 035 $a(MiAaPQ)EBC792750 035 $a(PPN)152626212 035 $a(EXLCZ)992500000000001415 100 $a20090528d2010 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aOrganic azides$b[electronic resource] $esyntheses and applications /$feditors, Stefan Bra?se, Klaus Banert 210 $aChichester, West Sussex, U.K. $cWiley$d2010 215 $a1 online resource (537 p.) 300 $aDescription based upon print version of record. 311 $a0-470-51998-3 320 $aIncludes bibliographical references and index. 327 $aOrganic Azides Syntheses and Applications; Contents; Foreword; Preface; List of Contributors; Abbreviations; PART 1: Synthesis and Safety; 1: Lab-scale Synthesis of Azido Compounds: Safety Measures and Analysis; 1.1 Introduction; 1.2 Properties that Impose Restrictions on Lab-scale Handling of Azides; 1.2.1 Hydrazoic Acid and Its Metal Salts; 1.2.2 Organic Azides; 1.3 Laboratory Safety Instructions for the Small-scale Synthesis of Azido Compounds; 1.4 Analyzing Safety-related Properties of Azides; 1.4.1 Impact Sensitivity Testing; 1.4.2 Friction Sensitivity Testing; 1.4.3 ESD Testing 327 $a1.4.4 Thermoanalytical Measurements1.4.5 Calorimetric and Gravimetric Stability Tests; 1.4.6 Koenen Test; References; 2: Large-scale Preparation and Usage of Azides; 2.1 Introduction; 2.2 Precursor Azides, Technical Production and Properties; 2.2.1 Sodium azide (NaN3); 2.2.2 Trimethylsilyl Azide (TMSA)14; 2.2.3 Diphenylphosphoryl Azide (DPPA)14; 2.2.4 Tributyltin Azide (TBSnA); 2.2.5 Azidoacetic Acid Ethyl Ester (AAE)14; 2.2.6 Tetrabutylammonium Azide (TBAA)14; 2.2.7 Others; 2.3 Examples for the Use of Azides on a Technical Scale; 2.3.1 Addition of NaN3 to Multiple CC- or CN-Bonds 327 $a2.3.2 Addition of Alk-N3 and Ar-N3 to Multiple CC- and/or CN-Bonds2.3.3 Carboxylic Acid Azides: Precursors for Isocyanates; 2.3.4 Organic Azides: Ring Opening Reaction on Oxiranes and Aziridines: Paclitaxel, TamifluŽ; 2.3.5 Organic Azides: Protective Group, Masked Amines; 2.3.6 Organic Azides: Cross-linking Agents for Polymers; 2.4 The Future of Commercial-scale Azide Chemistry; References; 3: Synthesis of Azides; 3.1 Introduction; 3.2 Synthesis of Alkyl Azides; 3.2.1 Classic Nucleophilic Substitutions: Azides from Halides, Sulfonates, Sulfites, Carbonates, Thiocarbonates and Sulfonium Salts 327 $a3.2.2 Azides by Ring Opening of Epoxides and Aziridines3.2.3 Azides by the Mitsunobu Reaction; 3.2.4 Alkyl Azides from Amines; 3.2.5 Alkyl Azides from Carbon Nucleophiles and Electron-poor Sulfonyl Azides; 3.3 Synthesis of Aryl Azides; 3.3.1 Nucleophilic Aromatic Substitution: SNAr Reactions; 3.3.2 Aryl Azides from Diazonium Compounds; 3.3.3 Aryl Azides from Organometallic Reagents; 3.3.4 Aryl Azides by Diazo Transfer; 3.3.5 Aryl Azides from Hydrazines and from Nitrosoarenes; 3.4 Synthesis of Acyl Azides; 3.4.1 Acyl Azides from Mixed Acid Chlorides; 3.4.2 Acyl Azides from Mixed Anhydrides 327 $a3.4.3 Acyl Azides by Direct Conversion of Carboxylic Acids3.4.4 Acyl azides by Direct Conversion of Aldehydes; 3.4.5 Acyl Azides by Direct Conversion of Acylhydrazines; 3.4.6 Acyl Azides from N-acylbenzotriazoles; References; 4: Azides by Olefin Hydroazidation Reactions; 4.1 Introduction; 4.2 Conjugate Addition of Hydrazoic Acid and Its Derivatives; 4.3 Addition of Hydrazoic Acid and Its Derivatives to Non-Activated Olefins; 4.4 Cobalt-Catalyzed Hydroazidation; 4.4.1 Optimization of the Cobalt-Catalyzed Hydroazidation Reaction; 4.4.2 Scope of the Hydroazidation of Olefins 327 $a4.4.3 Further Process Optimization 330 $aMost current state-of-the-art overview of this important class of compounds, encompassing many new and emerging applicationsThe number of articles on organic azides continues to increase tremendously; on average, there are more than 1000 new publications a yearCovers basic chemistry as well as state-of-the-art applications in life science and materials scienceWorld-ranked authors describe their own research in the wider context of azide chemistryIncludes a chapter on safe synthesis and handling (azides can decompose explosively) 606 $aAzides$alemac 606 $aChemistry, Organic 615 7$aAzides$alemac 615 0$aChemistry, Organic. 676 $a547.04 676 $a547/.04 686 $aVK 7400$2rvk 701 $aBra?se$b Stefan$0856039 701 $aBanert$b Klaus$01276478 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910642778103321 996 $aOrganic azides$93007823 997 $aUNINA