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Spontaneous reaction of malonyl peroxides with methanol

Margarita Aleksandrovna Lapitskaya 1
Margarita Aleksandrovna Lapitskaya
Ljudmila Leonidovna Vasiljeva 1
Ljudmila Leonidovna Vasiljeva
Elena Dmitrievna Daeva 1
Elena Dmitrievna Daeva
Kazimir Konstantinovich Pivnitsky 1
Kazimir Konstantinovich Pivnitsky
Published 2017-04-25
CommunicationVolume 27, Issue 3, 243-245
3
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Lapitskaya M. A. et al. Spontaneous reaction of malonyl peroxides with methanol // Mendeleev Communications. 2017. Vol. 27. No. 3. pp. 243-245.
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Lapitskaya M. A., Vil' V. A., Vasiljeva L. L., Daeva E. D., Terent'ev A. O., Pivnitsky K. K. Spontaneous reaction of malonyl peroxides with methanol // Mendeleev Communications. 2017. Vol. 27. No. 3. pp. 243-245.
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TY - JOUR
DO - 10.1016/j.mencom.2017.05.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.05.008
TI - Spontaneous reaction of malonyl peroxides with methanol
T2 - Mendeleev Communications
AU - Lapitskaya, Margarita Aleksandrovna
AU - Vil', Vera Andreevna
AU - Vasiljeva, Ljudmila Leonidovna
AU - Daeva, Elena Dmitrievna
AU - Terent'ev, Alexander Olegovich
AU - Pivnitsky, Kazimir Konstantinovich
PY - 2017
DA - 2017/04/25
PB - Mendeleev Communications
SP - 243-245
IS - 3
VL - 27
ER -
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@article{2017_Lapitskaya,
author = {Margarita Aleksandrovna Lapitskaya and Vera Andreevna Vil' and Ljudmila Leonidovna Vasiljeva and Elena Dmitrievna Daeva and Alexander Olegovich Terent'ev and Kazimir Konstantinovich Pivnitsky},
title = {Spontaneous reaction of malonyl peroxides with methanol},
journal = {Mendeleev Communications},
year = {2017},
volume = {27},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.05.008},
number = {3},
pages = {243--245},
doi = {10.1016/j.mencom.2017.05.008}
}
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Lapitskaya, Margarita Aleksandrovna, et al. “Spontaneous reaction of malonyl peroxides with methanol.” Mendeleev Communications, vol. 27, no. 3, Apr. 2017, pp. 243-245. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.05.008.

Abstract

The spontaneous reaction of disubstituted malonyl peroxides (MPOs) with methanol affording monopermalonic acid monomethyl esters is fast (minutes) for lower homologues but is sharply decelerated (days) for the higher ones. Spirocyclopropyl-MPO is an exception in which the nucleophilic opening of the spiroactivated cyclopropane ring leads to 2,4-dimethoxy-2-carboxybutanoic acid.

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