1788
YANCHUK et al.
from the corresponding acid chloride and hydrazine
hydrate in anhydrous benzene [18, 19]. Phenyl iso-
cyanate for kinetic measurements was distilled several
times under reduced pressure in an inert gas flow just
before use. Hexane and heptane for kinetic measure-
ments were dried over phosphorus pentoxide and then
distilled from its fresh portion. Then they were dis-
tilled from sodium. Cyclohexane was passed through
a column whose upper part was packed with silica gel
and the lower part, with activated alumina. Then it
was distilled from sodium. Carbon tetrachloride was
purified by successive shaking with sodium hydroxide
and dilute hydrochloric acid. Then it was dried over
freshly calcined calcium chloride and phosphorus
pentoxide and distilled. Benzene was treated as
described by [20]. Toluene of pure grade was treated
with concentrated sulfuric acid and successively
washed with water and sodium hydroxide solution;
then it was dried over calcium chloride and frac-
tionally distilled from sodium wire. Mesitylene of
pure grade was dried over calcium chloride and frac-
tionated twice at reduced pressure from sodium.
Nitromethane and nitrobenzene of analytically pure
grade were dried over calcium chloride and distilled
twice in a vacuum. Anisole of pure grade was kept for
3 h over solid sodium hydroxide at 100 C and then
distilled twice at reduced pressure from sodium.
Benzonitrile of chemically pure grade was refluxed for
5 h over phosphorus pentoxide and then distilled
twice at reduced pressure without the desiccant. Ace-
tonitrile of analytically pure grade was refluxed for
3 h with phosphorus pentoxide and then was distilled
twice from the fresh portions of phosphorus pentoxide.
After that, it was distilled without the desiccant.
Methyl and ethyl acetate of pure grade were washed
with a saturated aqueous solution of sodium chloride
and then dried for a week over magnesium sulfate.
After that, they were distilled twice from phosphorus
pentoxide and then without the desiccant. Diethyl
ether, dibutyl ether, and THF of pure grade were
purified by refluxing over potassium hydroxide and
distilled from sodium on a column. Dioxane was
refluxed for 2 h over solid potassium hydroxide to
remove peroxides and then for 3 h over sodium. After
that, it was distilled. DMF of pure grade was kept
for 3 4 h under reduced pressure of nitrogen to
remove volatile amines, and the the first fraction was
distilled off. The residue was refluxed for 2 h with
hexamethylene diisocyanate (10 ml/l) and then frac-
tionated thrice on a distillatiom column, collecting
the fraction boiling at 55 C (20 mm). N,N-Dimethyl-
and N,N-diethylacetamide of pure grade were re-
peatedly (3 4 times) distilled in a vacuum. The frac-
tions with bp 84 C (32 mm) and 48 C (6 mm) were
collected. Dimethyl sulfoxide of pure grade was
distilled at reduced pressure from barium oxide and
then twice without the desiccant. The first and the last
fractions were discarded. Pyridine was purified accord-
ing to [21]. The physicochemical constants of all the
compounds used were in agreement with the pub-
lished data.
REFERENCES
1. Grekov, A.P. and Sukhorukova, S.A., Polymery na
osnove gidrazina (Polymers Derived from Hydrazine),
Kiev: Naukova Dumka, 1976.
2. Yanchuk, N.I., Shandruk, M.I., and Grekov, A.P., Sint.
Fizikokhim. Polim. (Kiev), 1976, no. 19, p. 48.
3. Yanchuk, N.I., Shandruk, M.I., and Grekov, A.P., Sint.
Fizikokhim. Polim. (Kiev), 1977, no. 20, p. 90.
4. Yanchuk, N.I., in Fiziko-khimicheskie osnovy sinteza
i pererabotki polimerov (Physicochemical Principles
of Polymer Synthesis and Processing), Gor’kii: Gor’k.
Gos. Univ., 1986, p. 55.
5. Grekov, A.P. and Veselov, V.Ya., Fizicheskaya khi-
miya gidrazina (Physical Chemistry of Hydrazine),
Kiev: Naukova Dumka, 1979.
6. Palm, V.A., Osnovy kolichestvennoi teorii organi-
cheskikh reaktsii (Principles of the Quantitative
Theory of Organic Reactions), Leningrad: Khimiya,
1997.
7. Koppel, I.A. and Payu, A.I., Reakts. Sposobn. Org.
Soedin., 1974, vol. 11, no. 1, p. 139.
8. Koppel, I.A. and Payu, A.I., Reakts. Sposobn. Org.
Soedin., 1974, vol. 11, no. 1, p. 121.
9. Makitra, R.G. and Pirig, Ya.N., Ukr. Khim. Zh., 1980,
vol. 46, no. 1, p. 83.
10. Makitra, R.G., Ukr. Khim. Zh., 1992, vol. 58, no. 3,
p. 269.
11. Shandruk, M.I., Yanchuk, N.I., and Grekov, A.P., Zh.
Obshch. Khim., 1974, vol. 44, no. 11, p. 2424.
12. Shandruk, M.I., Yanchuk, N.I., and Grekov, A.P.,
Dopov. Akad. Nauk URSR, Ser. B, 1974, no. 4, p. 349.
13. Varentsova, N.V., Goldshtein, I.P., Paleeva, I.E.,
Tarakanov, O.G., and Gur’yanova, E.N., Zh. Obshch.
Khim., 1982, vol. 52, no. 7, p. 1612.
14. Varentsova, N.V., Goldshtein, I.N., Paleeva, I.E.,
Tarakanov, O.G., and Gur’yanova, E.N., Zh. Obshch.
Khim., 1980, vol. 50, no. 9, p. 2085.
15. Varentsova, N.V., Goldshtein, I.P., Shifrina, R.R.,
Shcherbakova, E.S., Tarakanov, O.G., and Gur’yano-
va, E.N., Zh. Obshch. Khim., 1979, vol. 49, no. 9,
p. 2082.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY Vol. 72 No. 11 2002