Abstract
Alkali metal halides NaF, KCl, and KBr sharply enhance the nitrating activity of sodium nitrate in acetic acid with respect to 9-methylcarbazole. In the presence of KI and KBr, both nitration and halogenation of the substrate occurs, while KCl and NaF promote only the nitration process. The results may be interpreted in terms of formation of the corresponding nitryl halides XNO2 (X = F, Cl, Br, I) whose structure and reactivity were examined in the framework of the density functional theory (DFT B3LYP/3-21G*).
| Original language | English |
|---|---|
| Pages (from-to) | 917-923 |
| Number of pages | 7 |
| Journal | Russian Journal of Organic Chemistry |
| Volume | 40 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - 1 Jul 2004 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Halogenating and nitrating activity of reagents based on sodium nitrate and alkali metal halides in acetic acid. / Filimonov, V. D.; Miroshnichenko, Yulia Yurievna; Yusubov, M. S.; Perederina, I. A.; Chi, Ki Whan; Poleshchuk, O. Kh.
In: Russian Journal of Organic Chemistry, Vol. 40, No. 7, 01.07.2004, p. 917-923.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Halogenating and nitrating activity of reagents based on sodium nitrate and alkali metal halides in acetic acid
AU - Filimonov, V. D.
AU - Miroshnichenko, Yulia Yurievna
AU - Yusubov, M. S.
AU - Perederina, I. A.
AU - Chi, Ki Whan
AU - Poleshchuk, O. Kh
PY - 2004/7/1
Y1 - 2004/7/1
N2 - Alkali metal halides NaF, KCl, and KBr sharply enhance the nitrating activity of sodium nitrate in acetic acid with respect to 9-methylcarbazole. In the presence of KI and KBr, both nitration and halogenation of the substrate occurs, while KCl and NaF promote only the nitration process. The results may be interpreted in terms of formation of the corresponding nitryl halides XNO2 (X = F, Cl, Br, I) whose structure and reactivity were examined in the framework of the density functional theory (DFT B3LYP/3-21G*).
AB - Alkali metal halides NaF, KCl, and KBr sharply enhance the nitrating activity of sodium nitrate in acetic acid with respect to 9-methylcarbazole. In the presence of KI and KBr, both nitration and halogenation of the substrate occurs, while KCl and NaF promote only the nitration process. The results may be interpreted in terms of formation of the corresponding nitryl halides XNO2 (X = F, Cl, Br, I) whose structure and reactivity were examined in the framework of the density functional theory (DFT B3LYP/3-21G*).
UR - http://www.scopus.com/inward/record.url?scp=6344284869&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=6344284869&partnerID=8YFLogxK
U2 - 10.1023/B:RUJO.0000045178.33131.c2
DO - 10.1023/B:RUJO.0000045178.33131.c2
M3 - Article
VL - 40
SP - 917
EP - 923
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 7
ER -