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Chlorination of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole

Elena Nikolaevna Varaksina 1
Elena Nikolaevna Varaksina
,  , 
Alfia Akhmetovna Shtyrlina 1
Alfia Akhmetovna Shtyrlina
, 
Alexey Borisovich Dobrynin 1
Alexey Borisovich Dobrynin
, 
Igor Anatol'evich Litvinov 1
Igor Anatol'evich Litvinov
, 
Aleksandr Ivanovich Konovalov 1
Aleksandr Ivanovich Konovalov
10.1070/MC2005v015n05ABEH002170
Published 2005-09-09
Communication , Volume 15, Issue 5, 181-183
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Varaksina E. N. et al. Chlorination of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole // Mendeleev Communications. 2005. Vol. 15. No. 5. pp. 181-183.
GOST all authors (up to 50) Copy
Varaksina E. N., Mironov V. F., Shtyrlina A. A., Dobrynin A. B., Litvinov I. A., Konovalov A. I. Chlorination of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole // Mendeleev Communications. 2005. Vol. 15. No. 5. pp. 181-183.
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TY - JOUR
DO - 10.1070/MC2005v015n05ABEH002170
UR - https://mendcomm.colab.ws/publications/10.1070/MC2005v015n05ABEH002170
TI - Chlorination of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole
T2 - Mendeleev Communications
AU - Varaksina, Elena Nikolaevna
AU - Mironov, Vladimir Fedorovich
AU - Shtyrlina, Alfia Akhmetovna
AU - Dobrynin, Alexey Borisovich
AU - Litvinov, Igor Anatol'evich
AU - Konovalov, Aleksandr Ivanovich
PY - 2005
DA - 2005/09/09
PB - Mendeleev Communications
SP - 181-183
IS - 5
VL - 15
ER -
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@article{2005_Varaksina,
author = {Elena Nikolaevna Varaksina and Vladimir Fedorovich Mironov and Alfia Akhmetovna Shtyrlina and Alexey Borisovich Dobrynin and Igor Anatol'evich Litvinov and Aleksandr Ivanovich Konovalov},
title = {Chlorination of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole},
journal = {Mendeleev Communications},
year = {2005},
volume = {15},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2005v015n05ABEH002170},
number = {5},
pages = {181--183},
doi = {10.1070/MC2005v015n05ABEH002170}
}
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Varaksina, Elena Nikolaevna, et al. “Chlorination of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole.” Mendeleev Communications, vol. 15, no. 5, Sep. 2005, pp. 181-183. https://mendcomm.colab.ws/publications/10.1070/MC2005v015n05ABEH002170.

Abstract

An NMR investigation has shown that the reaction of 2,2,2,5-tetrachloro-6-methylbenzo[d]-1,3,2-dioxaphosphole 2 with an excess of molecular chlorine occurs stepwise with high stereoselectivity to give 2,3,4,5,6,6-hexachloro-3-dichlorophosphoryl-5-methylcyclohex- 1-ene 4, which then undergoes stabilization via a 3,3-sigmatropic shift of the dichlorophosphonate fragment to give 1,2,4,4,5,6-hexachloro-3-dichlorophosphoryl-5-methylcyclohex-1-ene 5. The configuration of the hydrolysis product of the latter (1,2,4,4,5,6-hexachloro-5-methyl-3-phosphorylcyclohex-1-ene 6) was established by single crystal X-ray diffraction

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