By Prof. Dr. Drs. h. c. Heinrich Zollinger(auth.)
Diazo compounds play a huge function as response intermediates and reagents in natural synthesis. This publication is a severe, good- referenced and eminently readable creation to the chemistry of aliphatic, inorganic and organometallic diazo compounds. It presents well-researched info that may rather be bought basically via high priced and time-consuming searches of multi-volume treatises and the unique literature.
issues lined intensive include:
- guidance and constitution of diazo compounds
- kinetics and mechanism of diazotizations
- reactions of diazo compounds
- purposes in natural synthesis
- steel complexes with diazonium and diazo compounds
Many tables and response schemes in addition to copious literature citations make this publication a hugely beneficial reference paintings for man made natural chemists, inorganic chemists, organometallic chemists and business chemists.
Already on hand: quantity 1 of Diazo Chemistry protecting fragrant and heteroaromatic compounds.
Chapter 1 advent (pages 1–10):
Chapter 2.1–2.5.2 equipment for the practise of Alkane, Alkene, and Alkyne Diazo Compounds: part 2.1–2.5.2 (pages 11–45):
Chapter 2.5.3–2.11 tools for the education of Alkane, Alkene, and Alkyne Diazo Compounds: part 2.5.3–2.11 (pages 46–94):
Chapter three Inorganic Diazo Compounds and steel Complexes with Dinitrogen as Ligand (pages 95–119):
Chapter four Kinetics and Mechanism of Aliphatic Diazotization (pages 121–143):
Chapter five The constitution of Aliphatic Diazo Compounds (pages 145–189):
Chapter 6 Reactions of Aliphatic Diazo and Diazonium Compounds now not concerning preliminary Dediazoniation (pages 191–240):
Chapter 7.1–7.4 Dediazoniation Reactions regarding Diazonium Ion Intermediates: part 7.1–7.4 (pages 241–277):
Chapter 7.5–7.8 Dediazoniation Reactions regarding Diazonium Ion Intermediates: part 7.5–7.8 (pages 278–304):
Chapter 8.1–8.5 Dediazoniation Reactions concerning Carbene and Carbenoid Intermediates: part 8.1–8.5 (pages 305–344):
Chapter 8.6–8.8 Dediazoniation Reactions related to Carbene and Carbenoid Intermediates: part 8.6–8.8 (pages 344–381):
Chapter nine Miscellaneous Reactions concerning Diazo and similar Compounds (pages 383–419):
Chapter 10 steel Complexes of Diazonium and Diazo Compounds (pages 421–454):
Chapter eleven Epilogue: From Peter Griess' Discovery to Organometallic Diazo Compounds (pages 455–458):
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Extra resources for Diazo Chemistry II: Aliphatic, Inorganic and Organometallic Compounds
1964), as the following figures demonstrate: 1-diazo-l-ethoxyethane 47-49%, l-diazo-3-methoxypropane 5-8%, and l-diazo-4-methoxybutane 3-5%. If the yield with 7V-alkylated 7V-nitroso-4-toluene-sulfonamides is not suitable, the corresponding urea derivatives may give more satisfactory results, as shown by Adam et al. 52, X = CH2CHN2). 52, X = CH2CH2N(NO)CONH2) gave the diazo compound in 46% yield. 52 Sekiya et al. 51 are still not entirely stable. 53). The preparation is carried out in a stirred diethylene glycol solution with a large excess of KOH, over which petroleum ether is layered.
The main danger of diazoalkanes is that one can work with them for some time without noticeable effects, but later asthma-like symptoms develop, followed by an allergic oversensitivity. Toxicity of diazoalkanes is due to their acid-catalyzed decomposition to form carbocations. These ions alkylate desoxynucleic acids. This alkylation is the cause for the carcinogenicity of the 7V-nitrosodi- and -monoalkylamines, which is discussed in more detail in the context of the chemistry of nitroso amines (Sect.
16) in a mixture of dichloromethane and aqueous HC1 at 0 °C (2-6). The overall reaction is probably a diazotization followed by a hydroxy-de-chlorination and a hydroxyde-protonation. , 1960a)*. A solu* Metal-nitrosyl complexes can also be used for diazotizations at relatively high basicities, as discussed later in this section. 22 2 Methods for the Preparation of Alkane, Alkene, and Alkyne Diazo Compounds tion of NOC1 in anhydrous ether is added slowly to a three- to four-fold excess of methylamine (2-7) at -80°C.