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Transformations of cyanoacetylenic alcohols in the presence of the cyanide ion

Anastasiya Grigor'evna Mal'kina 1
Anastasiya Grigor'evna Mal'kina
, 
Olesya Aleksandrovna Shemyakina 1
Olesya Aleksandrovna Shemyakina
, 
Valentina Vasil'evna Nosyreva 1
Valentina Vasil'evna Nosyreva
, 
Alexander Ivanovich Albanov 1
Alexander Ivanovich Albanov
, 
Lyudmila Vasil'evna Klyba 1
Lyudmila Vasil'evna Klyba
, 
Elena Rinchinovna Zhanchipova 1
Elena Rinchinovna Zhanchipova
, 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1070/MC2006v016n04ABEH002250
Published 2006-09-01
Communication , Volume 16, Issue 4, 228-230
6
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Mal'kina A. G. et al. Transformations of cyanoacetylenic alcohols in the presence of the cyanide ion // Mendeleev Communications. 2006. Vol. 16. No. 4. pp. 228-230.
GOST all authors (up to 50) Copy
Mal'kina A. G., Shemyakina O. A., Nosyreva V. V., Albanov A. I., Klyba L. V., Zhanchipova E. R., Trofimov B. A. Transformations of cyanoacetylenic alcohols in the presence of the cyanide ion // Mendeleev Communications. 2006. Vol. 16. No. 4. pp. 228-230.
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TY - JOUR
DO - 10.1070/MC2006v016n04ABEH002250
UR - https://mendcomm.colab.ws/publications/10.1070/MC2006v016n04ABEH002250
TI - Transformations of cyanoacetylenic alcohols in the presence of the cyanide ion
T2 - Mendeleev Communications
AU - Mal'kina, Anastasiya Grigor'evna
AU - Shemyakina, Olesya Aleksandrovna
AU - Nosyreva, Valentina Vasil'evna
AU - Albanov, Alexander Ivanovich
AU - Klyba, Lyudmila Vasil'evna
AU - Zhanchipova, Elena Rinchinovna
AU - Trofimov, Boris Aleksandrovich
PY - 2006
DA - 2006/09/01
PB - Mendeleev Communications
SP - 228-230
IS - 4
VL - 16
ER -
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@article{2006_Mal'kina,
author = {Anastasiya Grigor'evna Mal'kina and Olesya Aleksandrovna Shemyakina and Valentina Vasil'evna Nosyreva and Alexander Ivanovich Albanov and Lyudmila Vasil'evna Klyba and Elena Rinchinovna Zhanchipova and Boris Aleksandrovich Trofimov},
title = {Transformations of cyanoacetylenic alcohols in the presence of the cyanide ion},
journal = {Mendeleev Communications},
year = {2006},
volume = {16},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2006v016n04ABEH002250},
number = {4},
pages = {228--230},
doi = {10.1070/MC2006v016n04ABEH002250}
}
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Cite this
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Mal'kina, Anastasiya Grigor'evna, et al. “Transformations of cyanoacetylenic alcohols in the presence of the cyanide ion.” Mendeleev Communications, vol. 16, no. 4, Sep. 2006, pp. 228-230. https://mendcomm.colab.ws/publications/10.1070/MC2006v016n04ABEH002250.

Abstract

The transformation of 4-hydroxy-4-methylpent-2-ynenitrile in the presence of KCN in methanol (20–25 °C, 1 h) leads to (Z)-2-(1-hydroxy-1-methyl)but-2-enedinitrile, 4-hydroxy-3-methoxy-4-alkylalk-2-enenitrile and 2-imino-5,5-dimethyl-4-methoxycarbimide-2,5-dihydrofuran. In dioxane at room temperature, KCN catalyses the auto-transformation of cyanoacetylene to 2,2-dimethyl-3,4-di(cyanomethylene)oxetane and 2,5-di(cyanomethylene)-3,3,6,6-tetramethyl-1,4-dioxane; in aqueous dioxane (20–25 °C, 4 h), the reaction affords 5-amino-2,2-dimethyl-3(2H)-furanone.

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