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The Relative Rates of Reaction of Sodium with Some Polynuclear Hydrocarbons
Author(s) -
Orchin M.,
Blatchford J. K.,
Shupack S. I.
Publication year - 1963
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.196300044
Subject(s) - chemistry , phenanthrene , naphthalene , biphenyl , anthracene , terphenyl , hydrocarbon , sodium , inorganic chemistry , organic chemistry
The Na‐Hg amalgam consisting of 40 weight percent sodium which is liquid at room temperature readily metalates all polynuclear hydrocarbons in the presence of active ether solvents. This system made possible a determination of the relative rates of addition of sodium to polycyclic hydrocarbons. In the present study, various hydrocarbons reacted with decreasing rates as follows: o ‐terphenyl ≅ p ‐terphenyl ≫ anthracene > naphthalene > biphenyl > phenanthrene > m ‐terphenyl. At equilibrium, the gram atoms of sodium consumed per mole of hydrocarbon by the seven polycyclic compounds listed above in the order given was: 2.0; 2.0; 1.8; 1.0; 0.4; 1.24; and 1.0.