Chemistry:Dibenzyl sulfide
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| Names | |
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| Preferred IUPAC name
1,1′-[Sulfanediylbis(methylene)]dibenzene | |
| Other names
1,1′-[Thiobis(methylene)]dibenzene; Benzyl thioether; dibenzyl sulfide
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| Identifiers | |
3D model (JSmol)
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| 1911157 | |
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PubChem CID
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| UNII | |
| UN number | 3335 |
CompTox Dashboard (EPA)
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| Properties | |
| C14H14S | |
| Molar mass | 214.33 g·mol−1 |
| Melting point | 49.5 °C (121.1 °F; 322.6 K) |
| Boiling point | 322 °C (612 °F; 595 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Dibenzyl sulfide is a symmetrical thioether. It contains two C6H5CH2- (benzyl) groups linked by a sulfide bridge. It is a colorless or white solid that is soluble in nonpolar solvents.
Crystallography
The crystal structure of the solid is of the orthorhombic system with space group Pbcn; number 60. The unit cell dimensions are a=13.991 Å b=11.3985 Å c 7.2081 Å. The molecules in the gas take the same form as in the solid with a C2 symmetry.[1]
Production
Benzyl sulfide is commercially manufactured by treating potassium sulfide with benzyl chloride, followed by distillation of the product.[2] It is also obtainable by desulfurization of dibenzyldisulfide with phosphine reagents.[3]
References
- ↑ Hansson, Christian (19 May 2006). "Dibenzyl sulfide at 150 K". Acta Crystallographica Section E 62 (6): o2377–o2379. doi:10.1107/S1600536806017491.
- ↑ Lewis, R.J. Sr, ed (1993). Hawley's Condensed Chemical Dictionary (12 ed.). New York, NY: Van Nostrand Rheinhold Co. p. 137.
- ↑ Harpp, David N.; Smith, Roger A. (1978). "Sulfide Synthesis: Benzyl Sulfide". Org. Synth. 58: 138. doi:10.15227/orgsyn.058.0138.
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