Investigation of Correlation between Impact Sensitivities and Nitro Group Charges in Nitro Compounds

2005 ◽  
Vol 109 (18) ◽  
pp. 8978-8982 ◽  
Author(s):  
Chaoyang Zhang ◽  
Yuanjie Shu ◽  
Yigang Huang ◽  
Xiaodong Zhao ◽  
Haishan Dong
Keyword(s):  
Nitro Group ◽  
Nitro Compounds ◽  
Impact Sensitivities

Simple Synthesis of Dimethyl Nitrobenzhydrylphosphonates and Heteroarylnitroarylacetonitriles via Vicarious Nucleophilic Substitution (VNS) Reaction

Synthesis ◽  
2020 ◽  
Vol 53 (01) ◽  
pp. 175-181
Author(s):  
Mieczysław Mąkosza ◽  
Małgorzata Bechcicka ◽  
Krzysztof Wojciechowski
Keyword(s):  
Nucleophilic Substitution ◽  
Nitro Group ◽  
Nitro Compounds ◽  
Simple Synthesis ◽  
Para Position ◽  
Crucial Step ◽  
Vicarious Nucleophilic Substitution ◽  
Aromatic Nitro Compounds ◽  
Leaving Group ◽  
Aromatic Nitro

Acetals of dimethyl phenyl- and heteroaryl-α-hydroxymethanephosphonates were deprotonated to generate carbanions, which enter the vicarious nucleophilic substitution (VNS) of hydrogen in aromatic nitro compounds to form 4-nitrobenzhydrylphosphonates and α-heteroaryl-4-nitrobenzylphosphonates. Similarly acetals of cyano­hydrins of heteroaromatic aldehydes (furfural and 2-formylthiophene) react to form heteroaryl 4-nitroarylacetonitriles. The anion of the hemiacetal of acetaldehyde is an efficient leaving group in the base-induced β-elimination step – the crucial step in the VNS reaction. The reaction selectively occurred at the para-position to the nitro group.

The possibilities of polarography in the chemistry of nitroazoles

1984 ◽  
Vol 49 (6) ◽  
pp. 1342-1353 ◽  
Author(s):  
Dragica Dumanović ◽  
Janka Ćirić ◽  
Djuro Kosanović ◽  
Dragoslav Jeremić
Keyword(s):  
Nitro Group ◽  
Systematic Investigation ◽  
Nitro Compounds ◽  
The Other ◽  
Polarographic Method ◽  
Spectrophotometric Methods ◽  
Group Position ◽  
High Yields

Based on systematic investigation of mononitroimidazoles, selective polarographic and spectrophotometric methods for determination of nitrazole compounds in reaction mixture are proposed. It was proved that the selectivity is based on the different properties of the nitro group due to the effects of the nitro group position in the ring, the type and position of the other substituents and on the fact whether the compound is N-substituted or not. The proposed methods can be successfully used for monitoring the synthetic procedures and decreasing the number of experiments for optimization. Based on the anticipated and proved behaviour of the nitro compounds of pyrazole, novel mononitropyrazole derivatives were synthetized in a new way and with high yields. Applying the polarographic method it was discovered that during N-substitution of tautomeric mononitroimidazole and mononitropyrazole substrates other byproducts were obtained besides the main products and undesired isomers. The products were identified and then a correct and more complete N-substitution scheme could be given. Following quantitatively these N-substitution processes conclusions which directly concern the mechanism of reactions were drawn.

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