Reactivity of alkoxy-NNO-azoxy compounds toward hydrazine hydrate and inorganic reducing agents

被引：8

作者：

Zyuzin, I. N. ^{[1
]}

Lempert, D. B. ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Chem Phys Problems, Chernogolovka 142432, Moscow Oblast, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2014年 / 84卷 / 05期

关键词：

alkoxy-NNO-azoxy compounds; methoxy-NNO-azoxymethane; hydrazine; kinetics; reduction; KINETICS; HYDROLYSIS; AZOXYMETHANE; ALKYLATION;

D O I：

10.1134/S1070363214050077

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The chemical stability of alkoxy-NNO-azoxy compounds to reduction with hydrazine hydrate has been studied. Methoxy-NNO-azoxymethane and bis(methyl-ONN-azoxy) formaldehyde acetal are more stable by orders of magnitude than bis(methoxy-NNO-azoxy)methane and 2,2-bis(methoxy-NNO-azoxy)propane. Methoxy-NNO-azoxymethane is also resistant to reduction with titanium(III) under acidic conditions and with iron(II) under basic conditions. Probable reaction mechanisms have been proposed on the basis of the substrate reactivity toward nucleophiles, acids, and alkalies.

引用

页码：831 / 833

页数：3

共 30 条

[11] Chlorination of geminal bis(alkoxy-NNO-azoxy) compounds with sodium hypochlorite
I. N. Zyuzin
Russian Journal of Organic Chemistry, 2014, 50 : 1252 - 1257
[12] Kinetics and Possible Mechanisms of Alkaline Hydrolysis of Alkoxy-NNO-azoxy Compounds
Zyuzin, I. N.
Lempert, D. B.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2010, 80 (09) : 1792 - 1794
[13] Kinetics of hydrolysis of the geminal alkoxy-NNO-azoxy compounds in sulfuric acid
I. N. Zyuzin
D. B. Lempert
Russian Journal of General Chemistry, 2012, 82 : 1105 - 1109
[14] A new one-step method for the synthesis of 1-(alkoxy-NNO-azoxy)-2-phenylethenes from di(alkoxy-NNO-azoxy)methanes
Zyuzin, IN
RUSSIAN CHEMICAL BULLETIN, 1998, 47 (06) : 1231 - 1232
[15] A new one-step method for the synthesis of 1-(alkoxy-NNO-azoxy)-2-phenylethenes from di(alkoxy-NNO-azoxy)methanes
I. N. Zyuzin
Russian Chemical Bulletin, 1998, 47 : 1231 - 1232
[16] Thermochemical and Energy Characteristics of Alkoxy-NNO-Azoxy Derivatives of Pyrazole and Nitropyrazoles
I. N. Zyuzin
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D. B. Lempert
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Combustion, Explosion, and Shock Waves, 2019, 55 : 327 - 334
[17] Thermochemical and Energy Characteristics of Alkoxy-NNO-Azoxy Derivatives of Pyrazole and Nitropyrazoles
Zyuzin, I. N.
Kazakov, A. I.
Lempert, D. B.
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Nabatova, A. V.
COMBUSTION EXPLOSION AND SHOCK WAVES, 2019, 55 (03) : 327 - 334
[18] Synthesis of E-1-(alkoxy-NNO-azoxy)-2-arylethenes by the reaction of bis(alkoxy-NNO-azoxy)methanes with benzyl halides under conditions of phase-transfer catalysis
I. N. Zyuzin
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[19] Synthesis of E-1-(alkoxy-NNO-azoxy)-2-arylethenes by the reaction of bis(alkoxy-NNO-azoxy)methanes with benzyl halides under conditions of phase-transfer catalysis
Zyuzin, I. N.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (05) : 678 - 685
[20] 5,5-Bis(alkoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxides. Synthesis and X-ray diffraction study
Zyuzin, I. N.
Golovina, N. I.
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RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (07) : 1085 - 1089

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