By Jared Ledgard
A Laboratory background of Chemical battle brokers is a innovative new e-book discussing the laboratory instruction of a few of the main attention-grabbing poisonous elements identified to guy. besides the fact that wide the sector will be, this e-book is a useful number of approximately a hundred years of chemical war examine and background. From the researcher to the scholar or simply undeniable beginner, the knowledge contained herein will switch how you take into consideration struggle brokers and their houses. The publication is a useful academic device designed to provide the reader an entire photo of the area of chemical conflict brokers. word TO clients: This publication has been renamed from the Preparatory handbook of Chemical war brokers, to A Laboratory historical past of Chemical struggle brokers.
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Extra info for A Laboratory History of Chemical Warfare Agents
1 9 Yields were determined by F NMR based on the amount of 30a used. l Besides BuOK, sodium methoxide (CH ONa) and potassium hydroxide (KOH) were tried as nucleophiles (Table 3, entries d and e). Both of them worked but gave lower yields. There are several possible reasons: first of all, both sodium methoxide and KOH can not readily dissolve in DMF, which affects the reaction rate. Second, unlike potassium fBuOK, sodium methoxide may react with benzaldehyde via a Meerwein-Ponndorf-Verley type reduction pathway.
3 33 It is also possible that an alternative Barbier type coupled intermediate 30d is formed, which can generate the trimethylsilyldifluoromethyl radical species 36 that homo-couples to produce 32j. Likelihood of path Β was supported by the experimental result that, under similar reaction conditions using Mg and TMSC1 in DMF, both sulfone 32d (PhS0 CF SiMe ) and bissulfone 32e (PhS0 CF 0 SPh) readily produce compound 32j in good yields (Scheme 16). ch002 2 • 3 PhS0 CF SiMe 2 321 PhSCF H 2 N a H ° H0 2 (I) 3 30d » PhS0 CF SPh 2 » 2 (PhS0 ) CF 2 2 2 (II) 2 30e PhS0 CF SiMe 2 2 25% 70% 3 30d Mg/TMSCI DMF (PhS0 ) CF 2 2 2 • 30e Me SiCF CF SiMe 3 2 2 3 Me SiCF SiMe 3 2 32J 32k 79% 8% 3 (III) Scheme 16.
M . ; Larivee, A. Synthesis 2003, 11, 1693-1698. 27. Prakash, G. K. ; Mandal. M . ; Olah, G. J. Fluorine Chem. 2003, 123, 61-63; and the references therein. 28. (a) Sosnovskikh, V. ; Sevenard, D. ; Usachev, B. V. Tetrahedron Lett. 2003, 44, 2097-2099. (b) Sosnovskikh, V . Y . ; Usachev, Β. ; Sevenard, D. -V. J. Org. Chem. 2003, 68, 7747-7754. 29. Sevenard, D. ; Sosnovskikh, V. ; Kolomeitsev, Α. ; Konigsmann, M . , Tetrahedron Lett. 2003, 44, 7623-7627. 30. Singh, R. ; Shreeve, J. M . Chem. Comm.