Nucleophilic replacement of nitro group in 6-nitro-2,9-dioxa-l-azabicyclo [4.3.0] nonane series

1973 ◽  
Vol 22 (11) ◽  
pp. 2589-2589
Author(s):  
I. E. Chlenov ◽  
I. M. Petrova ◽  
V. A. Tartakovskii
Keyword(s):  
Nitro Group ◽  
Nucleophilic Replacement ◽  
Nonane Series

Nucleophilic Replacement of the Nitro Group in E-2,4,6-Trinitrostilbenes by O- and S-Nucleophiles. Synthesis of 2-Aryl-4-X-6-nitrobenzo[b]thiophenes.

ChemInform ◽  
2006 ◽  
Vol 37 (9) ◽  
Author(s):  
O. Yu. Sapozhnikov ◽  
V. V. Mezhnev ◽  
M. D. Dutov ◽  
V. V. Kachala ◽  
N. A. Popov ◽  
...  
Keyword(s):  
Nitro Group ◽  
Nucleophilic Replacement

Nucleophilic replacement of a nitro-group in an aromatic compound by chlorine

1970 ◽  
Vol 11 (32) ◽  
pp. 2747-2748 ◽  
Author(s):  
P.H. Gore ◽  
S.D. Hammond ◽  
D.F.C. Morris
Keyword(s):  
Nitro Group ◽  
Aromatic Compound ◽  
Nucleophilic Replacement

Replacement of nitro group by cyano group in 6-nitro-2,9-dioxa-1-azabicyclo[4.3.0]nonane series

1975 ◽  
Vol 24 (6) ◽  
pp. 1258-1261
Author(s):  
I. E. Chlenov ◽  
I. M. Petrova ◽  
V. M. Shitkin ◽  
V. A. Tartakovskii
Keyword(s):  
Nitro Group ◽  
Cyano Group ◽  
Nonane Series

Kinetics of a nucleophilic replacement of an aromatic nitro group

Tetrahedron ◽  
1958 ◽  
Vol 3 (3) ◽  
pp. 321
Author(s):  
A.W. Bamford ◽  
R.W.C. Broadbank
Keyword(s):  
Nitro Group ◽  
Nucleophilic Replacement ◽  
Aromatic Nitro ◽  
Kinetics Of

Nucleophilic replacement of the nitro group in E-2,4,6-trinitrostilbenes by O- and S-nucleophiles. Synthesis of 2-aryl-4-X-6-nitrobenzo[b]thiophenes

2005 ◽  
Vol 54 (3) ◽  
pp. 711-718 ◽  
Author(s):  
O. Yu. Sapozhnikov ◽  
V. V. Mezhnev ◽  
M. D. Dutov ◽  
V. V. Kachala ◽  
N. A. Popov ◽  
...  
Keyword(s):  
Nitro Group ◽  
Nucleophilic Replacement

Effects of Ultrasounds on Neat nitrobenzene

2019 ◽  
Vol 70 (8) ◽  
pp. 3085-3088
Author(s):  
Carmen Eugenia Stavarache ◽  
Yasuaki Maeda ◽  
Mircea Vinatoru
Keyword(s):  
Nitro Group ◽  
Radical Cation ◽  
Reaction Mechanisms ◽  
Diphenyl Ether ◽  
Argon Atmosphere ◽  
Phenyl Radical ◽  
Dissolved Gas ◽  
Decomposition Products ◽  
Oxygenated Compounds ◽  
Phenyl Cation

Neat nitrobenzene was continuously irradiated at two ultrasonic frequencies: 40 and 200 kHz, under air and argon atmosphere, respectively. Samples taken at intervals of 1, 5, 10 and 24 h were analyzed by GC-MS and decomposition products were identified. Possible reaction mechanisms are discussed. Presence of air as dissolved gas leads to oxygenated compounds such as 1,4-benzoquinone, 2,4-dinitrophenol, m-dinitrobenzene while argon inhibits the decomposition of nitrobenzene, especially at sonication times under 5 h. Based on the nature of the compounds identified we advanced a mechanism, involving a divergent splitting of unstable radical cation of NB in air and argon respectively. Thus, under air, the phenyl cation formation is preferred leading to 1,4-benzoquinone nitro-biphenyls and dinitrobenzene, while under argon, the phenyl radical formation seems to be favored, leading to phenol and diphenyl ether. The oxygenated compounds detected under argon clearly are a consequence of the nitro group splitting.

Regioselectivity of nucleophilic aromatic photosubstitution in the biphenyl series. Photohydrolysis of some dimethoxynitrobiphenyls

1987 ◽  
Vol 52 (10) ◽  
pp. 2482-2491 ◽  
Author(s):  
Ján Urban ◽  
Petr Kuzmič ◽  
David Šaman ◽  
Milan Souček
Keyword(s):  
Nitro Group ◽  
Steric Hindrance ◽  
The Other ◽  
Quantum Yields ◽  
Hydroxide Anion ◽  
Tert Butanol ◽  
Nitro Derivatives

Anaerobic photolysis of dimethoxynitrobiphenyls IIIa-VIa in aqueous alkaline tert-butanol gave products of nucleophilic photosubstitution of methoxyl by hydroxide anion, while the dimethoxybiphenyls Ia and IIa were found unreactive. Regioselectivity of the reaction was examined in view of a possible “extended meta activation” by the nitro group. The most reactive substrate IIIa gives both C-3 and C-4 substitution products with an unsubstantial preference for the latter, which opposes the “extended meta selectivity” rule. All of the other compounds obey the rule, and 3,4-dimethoxy-3'-nitrobiphenyl (IVa) even displayed absolute selectivity by yielding C-3 substituted compound as the only product. 2,5-Dimethoxy substituted compounds underwent photosubstitution which much lower quantum yields than their 3,4-substituted counterparts, most probably due to some steric hindrance of conjugation. Similarly, 3-nitro-substituted biphenyls exhibited much lower overall reactivity than 4-nitro derivatives.

Photoreaction of N-butyl 3,4-dimethoxy-6-nitrobenzamide with butylamine. A model study for lysine-directed photoaffinity labelling

1987 ◽  
Vol 52 (7) ◽  
pp. 1780-1785 ◽  
Author(s):  
Petr Kuzmič ◽  
Libuše Pavlíčková ◽  
Milan Souček
Keyword(s):  
Nitro Group ◽  
Aromatic Ring ◽  
Ultraviolet Irradiation ◽  
Title Compound ◽  
Reductive Coupling ◽  
Photoaffinity Labelling ◽  
Photolysis Rate ◽  
Model Study ◽  
A Minor

Ultraviolet irradiation of the title compound I in the presence of butylamine gave predominantly products of nucleophilic photosubstitution by the amine, i.e., nitroanilines IIa and IIb. Besides, small amounts of products of hydrolysis (phenol III) and reductive coupling (azoxybenzene IV) were also formed. Comparison of the overall photolysis rate of I with that of 3,4-dimethoxy-1-nitrobenzene (V) indicates a minor loss of reactivity, most probably due to some deviation from coplanarity of the activating nitro group and the aromatic ring.

The X-Ray Molecular Structure of 1-(2′,4′-Dinitrophenyl)-1,2,3-triazole and the Problem of the Orthogonal Interaction Between a 'Pyridine-Like' Nitrogen and a Nitro Group

2005 ◽  
Vol 58 (11) ◽  
pp. 817 ◽  
Author(s):  
Glenn P. A. Yap ◽  
Fernando A. Jové ◽  
Rosa M. Claramunt ◽  
Dionisia Sanz ◽  
Ibon Alkorta ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Nitro Group ◽  
Title Compound ◽  
Theoretical Calculations ◽  
X Ray

The structure of the title compound serves for a discussion about the topic of orthogonal interactions. This interaction, although weak, is important due to its peculiar geometry. Other examples from the Cambridge Crystallographic Database, together with theoretical calculations are reported.

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