Diethyl sulfide

From Wikipedia, the free encyclopedia

Diethyl sulfide


IUPAC name 1,1-Thiobisethane
Other names diethyl thioether, ethyl sulfide, thioethyl ether
Identifiers
CAS number	352-93-2^Y
PubChem	6163
ChemSpider	9233^Y
EC number	206-526-9
KEGG	C14706^Y
ChEBI	CHEBI:27710^Y
ChEMBL	CHEMBL117181^Y
RTECS number	LC7200000
Jmol-3D images	Image 1
SMILES S(CC)CC
InChI InChI=1S/C4H10S/c1-3-5-4-2/h3-4H2,1-2H3^Y Key: LJSQFQKUNVCTIA-UHFFFAOYSA-N^Y InChI=1/C4H10O4S/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3 Key: DENRZWYUOJLTMF-UHFFFAOYAR InChI=1/C4H10S/c1-3-5-4-2/h3-4H2,1-2H3 Key: LJSQFQKUNVCTIA-UHFFFAOYAZ
Properties
Molecular formula	C₄H₁₀S
Molar mass	90.19
Appearance	Clear liquid
Density	0.837 g/cm³
Melting point	−103.8 °C; −154.8 °F; 169.3 K
Boiling point	92 °C; 198 °F; 365 K
Solubility in water	insoluble
Solubility in ethanol	fully miscible
Solubility in diethyl ether	fully miscible
Refractive index (n_D)	1.44233
Hazards
MSDS	External MSDS
R-phrases	R11 R65
S-phrases	(S2) S9 S16 S51 S62
Main hazards	Skin and eye irritant. Highly flammable liquid and vapor
NFPA 704	3 2 1
Flash point	−10 °C; 14 °F; 263 K
Related compounds
Related thioethers	dimethyl sulfide
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Diethyl sulfide is a clear flammable chemical compound with a pungent garlic-like odor. It has the chemical formula C
4H
10S, though it can also be written (C
2H
5)
2S or Et
2S to make its chemical structure more clear. It is prepared by treating ethanol with concentrated sulfuric acid, partially neutralizing the new solution with sodium carbonate, then distilling the resulting sodium ethyl sulfate in a solution containing potassium sulfide.^[1]

Diethyl sulfide is a by-product of the commercial production of ethanethiol, which is prepared by the reaction of ethylene with hydrogen sulfide over an alumina-based catalyst. The amount of diethyl sulfide produced can be controlled by varying the ratio of hydrogen sulfide to ethylene.

Occurrence

Diethyl sulfide has been found to be a constituent of the odor of durian fruit^[2] and as a constituent found in volatiles from potatoes.^[3]

Uses

Diethyl sulfide is used as a solvent for anhydrous minerals and in plating baths for gold and silver.^[1]

References

↑ 1.0 1.1 Merck index of Chemicals and Drugs, 9th ed., monograph 3801
↑ Baldry, Jane; J. Dougan and G. E. Howard (1972). "Volatile Flavouring Constituents of Durian". Phytochemistry 11: 2081–2084. Cite uses deprecated parameters (help)
↑ Gumbmann, M. R.; H. K. Burr (1964). "Volatile Sulfur Compounds in Potatoes". Journal of Food and Agricultural Chemistry 12: 404–408. Cite uses deprecated parameters (help)

This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.