Organic Chemistry of Explosives
8 Synthetic Routes to AliphaticC-Nitro XCH 2 (CH 2 )nCH 2 XO 2 NCH 2 (CH 2 )nCH 2 NO 2 NaNO 2 , DMF phloroglucinol, (NH 2 ) 2 CO ...
Halide displacement 9 1.5.2 Modified Victor Meyer reaction The synthesis of aliphatic nitro compounds from the reaction of alkyl ...
10 Synthetic Routes to AliphaticC-Nitro CH 3 CH 2 CH 2 CH 2 SO 2 CH 3 CH 3 CHBrCO 2 Et Br DMF DMF DMF DMSO DMF DMF H 3 CCH 2 CH ...
Halide displacement 11 in alkaline solution. These reactions are believed^100 to go via the tautomericα-halonitronic acid (12) r ...
12 Synthetic Routes to AliphaticC-Nitro in aqueous potassium carbonate forms the potassium salt of 1,1-dinitroethane (24), which ...
Halide displacement 13 1.5.4 Displacements using nitronate salts as nucleophiles Nitronate salts can react with alkyl halides to ...
14 Synthetic Routes to AliphaticC-Nitro The reactions of alkyl halides with the silver salt of dinitroacetonitrile have been sho ...
Oxidation and nitration of C N bonds 15 available ketone groups to nitro andgem-dinitroaliphatic functionality is usually via th ...
16 Synthetic Routes to AliphaticC-Nitro Yields are frequently moderate for Scholl reactions. Aldoximes are not usually compatibl ...
Oxidation and nitration of C N bonds 17 Dinitrogen pentoxide has also been used to synthesize aryldinitromethanes from arylal- d ...
18 Synthetic Routes to AliphaticC-Nitro NOH HON NOH NO 2 NO 2 NO 2 NO 2 O 2 N O 2 N O 2 N NOH HON H H NOHHON H H (CF 3 CO) 2 O, ...
Oxidation and nitration of C N bonds 19 1.6.1.4 Halogenation–oxidation–reduction route C NOH R R R 2 C Br NO R 2 C Br NO 2 R 2 C ...
20 Synthetic Routes to AliphaticC-Nitro HON NOH NOH NOH NO 2 NO 2 NO 2 NO 2 NO 2 NO 2 NO 2 H H O 2 N O 2 N O 2 N H H NOH NOH H H ...
Oxidation and nitration of C N bonds 21 NH 2 NH 2 NH 2 NH 2 NH 2 H H H H H 2 N NO 2 NO 2 NO 2 NO 2 NO 2 NO 2 NO 2 O 2 N O 2 N O ...
22 Synthetic Routes to AliphaticC-Nitro C HNO 2 K C 2 N NOHO X X C(NO 2 ) 3 X X = m-NO 2 , 60 % X = p-NO 2 , 58 % X = H, 77 % X ...
Oxidation and nitration of C N bonds 23 1.6.4 Oxidation of pseudonitroles KOH (aq) (CH 3 ) 2 CHNO 2 CH 3 C CH 3 NO 2 K (CH 3 ) 2 ...
24 Synthetic Routes to AliphaticC-Nitro (69) is formed in 85 % yield via the oxidation of the corresponding bis-isocyanate (81) ...
Kaplan–Shechter reaction 25 A range of primary and secondary nitroalkanes and their derivatives have been converted to the corre ...
26 Synthetic Routes to AliphaticC-Nitro Homologue n = 1 2 3 4 5 0 0 10 84 89 0 49 25 70 --- via the dinitroalkane (83) via the b ...
Nitration of compounds containing acidic hydrogen 27 ferricyanide oxidant in the presence of sodium nitrite. The process was lat ...
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