EXAMPLE 1
Naphthalene (1.66 g., 0.0130 m.) was dissolved in dry tetrahydrofuran (THF) to a concentration of 0.16 M. Sodium metal (1.50 g., 0.0652 m.) in pieces
of about 0.2 g. in mass were added and the mixture was stirred vigorously at room temperature in an atmosphere of dry hydrogen at atmospheric
pressure...
As the reaction neared completion the system changed from an initial dark green color to brown and finally to a red-brown to brown color. The reaction
mixture was centrifuged and a gray substance contaminated with small quantities of a white solid was separated. This gray substance was shown by
hydrolysis to be sodium hydride, yielding H 2 and NaOH in relative molar amounts of 0.98 and 0.95.
EXAMPLE 2
The materials and procedure were essentially the same as in example 1, the major difference being that a 1:1 molar ratio of sodium to naphthalene was
used and these two were given time enough to react completely with formation of a solution of sodium naphthalide before exposure to hydrogen and TTIP.
Thus, naphthalene (6.4 g., 0.050 m.) was dissolved in THF to a concentration of 0.63 M in an atmosphere of dry argon. Sodium metal (1.15 g., 0.0500
m.) was added and the mixture stirred at room temperature for five hours. The argon atmosphere was replaced by hydrogen. The vigorously stirred dark
green solution of sodium naphthalide absorbed hydrogen very slowly.... |