Naphthalene, 99+%, Thermo Scientific Chemicals

General References:

1. Reacts with Na metal in 1,2-dimethoxyethane to give Na naphthalenide. This radical anion is a powerful-electron donor, e.g. in reductive dehalogenation of vic-dihalides: J. Chem. Soc., Chem. Commun., 78 (1969), and in reductive cleavage of tosylates to alcohols: J. Am. Chem. Soc., 88, 1581 (1966).
2. Li naphthalenide is a useful, non-nucleophilic reagent for the conversion of carboxylic acids to their dianions in cases where LDA could interfere: J. Org. Chem., 45, 1106 (1980). Similarly, has been found preferable to LDA in the lithiation of allylic nitriles: Synthesis, 358 (1981).
3. Carboxylic acids react with alkyl, alkenyl or aryl chlorides in the presence of Li metal and a catalytic amount of naphthalene in THF to give ketones in fair to good yields: J. Org. Chem., 61, 6058 (1996).
4. Hwang, Y. J.; Earmme, T.; Courtright, B. A.; Eberle, F. N.; Jenekhe, S. A. n-Type Semiconducting Naphthalene Diimide-Perylene Diimide Copolymers: Controlling Crystallinity, Blend Morphology, and Compatibility Toward High-Performance All-Polymer Solar Cells. J. Am. Chem. Soc. 2015, 137 (13), 4424-4434.
5. Attah, I. K.; Platt, S. P.; Meot-Ner, M.; El-Shall, M. S.; Peverati, R.; Head-Gordon, M. What Is the Structure of the Naphthalene-Benzene Heterodimer Radical Cation? Binding Energy, Charge Delocalization, and Unexpected Charge-Transfer Interaction in Stacked Dimer and Trimer Radical Cations. J. Phys. Chem. Lett. 2015, 6 (7), 1111-1118.