Aromatic hydrocarbon-catalyzed direct reaction of sulfur and sodium in a heterogeneous system: Selective and facile synthesis of sodium monosulfide and disulfide

Inorganic Chemistry

Volumn 42, Issue 12, 2003, Pages 3712-3714

  Takata, Toshikazu ^a   Saeki, Daisaku ^a   Makita, Yoshimasa ^a   Yamada, Nobuo ^b   Kihara, Nobuhiro ^a  

^a Osaka Prefecture University   (Japan)

^b Daiso Co Ltd   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBON; KETONE; SODIUM DERIVATIVE; SODIUM DISULFIDE; SODIUM SULFIDE; SULFUR;

ARTICLE; CALCULATION; CATALYSIS; CATALYST; CHEMICAL REACTION; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; TEMPERATURE DEPENDENCE;

EID: 0038179318     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic034084z     Document Type: Article

References (17)

1. (a) Lange, L.; Triebel, W. Ullmann's Encycl. Ind. Chem. 1994, A25, 443.
2. (b) Steudel, R. Chem. Rev. 2002, 102, 3905.
3. (a) Brown, A. P.; Battles, J. E. Synth. React. Inorg. Met.-Org. Chem. 1984, 14, 945.
4. (b) Courtois, G.; C. R. Hebd. Seances Acad. Sci. 1938, 207, 1220.
5. (c) Meller, J. W. Inorganic and Theoretical Chemistry; Longmans and Green: London, 1961; Vol. II, p 991.
6. Ullmann's Encycl. Ind. Chem., 4th ed.; Wiley: Weinheim, 1979; 17, 167.
7. Brandsma, L.; Wijers, H. E. Recl. Trav. Chim. Pays-Bas 1963, 82, 68.
8. (a) Ranney, M. W.; Pagano, C. A. Rubber Chem. Technol. 1971, 44, 1080.
9. (b) Deschler, U.; Kleinschmit, P.; Panster, P. Angew. Chem., Int. Ed. Engl. 1986, 25, 236.
10. (c) Vondracek, P.; Hradec, M.; Chvalovsky, V.; Khanh, H. D. Rubber Chem. Technol. 1984, 57, 675.
11. Degussa, US 4640832, 1985.
12. Yamada, N.; Furukawa, M.; Nishi, M.; Takata, T. Chem. Lett. 2002, 454.
13. The conversion of inorganic oligosulfide to organic oligosulfane was investigated by various electrophiles including benzyl chloride, benzyl bromide, methyl iodide, and propyl bromide, and no difference was observed in the composition of oligosulfanes. Therefore, it was assumed that the composition of dibenzyl oligosulfanes obtained by the trapping experiments by benzyl chloride is well corresponded to the composition of sodium oligosulfides in the solution. Further, the yield of sodium oligosulfide can be evaluated by the yield of benzyl oligosulfane because of both the high nucleophilicity of sulfur anion and the high electrophilicity of benzyl chloride.
14. CRC Handbook of Chemistry and Physics, 76th ed.; Lide, D. R., Ed.; CRC Press: New York, 1995; pp 8-25.
15. (a) Miller, E.; Crossley, F. S.; Moore, M. L. J. Am. Chem. Soc. 1942, 64, 2322.
16. (b) Field, L. Disulfides and Polysulfides. In Organic Chemistry of Sulfur; Oae, S., Ed.; Plenum: New York, 1977.
17. (c) Shin Jikken Kagaku Koza; Maruzen: Tokyo, 1977; Vol. 14-3, Chapter 8.