Russian Chemical Bulletin p. 838 - 840 (1996)
Update date:2022-08-02
Topics:
Pakuro
Arest-Yakubovich
Shcheglova
Petrovsky
Chekulaeva
1H, 23Na, and 7Li NMR spectra of 2-ethylhexylsodium, 2-ethylhexyllithium, and isobutyllithium obtained in the reaction of the corresponding alkyl chlorides and metals have been recorded. The 1H NMR signal for the protons of the CH2Na group is shifted upfield compared with that for the protons of the CH2Li group (doublets at δ -0.88 and δ -0.83, respectively). The composition of the products of reaction of 2-ethylhexyl chloride with sodium depends on the form of the metal reagent employed. The use of sodium balls with diameter up to 2 mm results in the formation of products containing ionic chlorine (30-50 % with respect to Na); the reaction with the dispersion proceeds faster and the reaction product is chlorine-free. The 23Na NMR spectra of these substances are also different, which is explained by the formation of 2-ethylhexylsodium complexes with NaCl in the former case.
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