Diethyl sulfate

Diethyl sulfate (DES) is a highly toxic, combustible, and likely carcinogenic chemical compound with the formula (C2H5)2SO4. It occurs as a colorless, oily liquid with a faint peppermint odor and is corrosive to tissue and metals. Diethyl sulfate is used as an alkylating agent to prepare ethyl derivatives of phenols, amines, and thiols. It is used to manufacture dyes and textiles.

Diethyl sulfate
Names
Preferred IUPAC name
Diethyl sulfate
Other names
Sulfuric acid diethyl ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.536
KEGG
PubChem CID
RTECS number
  • WS7875000
UNII
  • InChI=1S/C4H10O4S/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3 Y
    Key: DENRZWYUOJLTMF-UHFFFAOYSA-N Y
  • InChI=1/C4H10O4S/c1-3-7-9(5,6)8-4-2/h3-4H2,1-2H3
    Key: DENRZWYUOJLTMF-UHFFFAOYAR
SMILES
  • O=S(=O)(OCC)OCC
Properties
C4H10O4S
Molar mass 154.18 g·mol−1
Appearance Colorless liquid
Density 1.2 g/mL
Melting point −25 °C (−13 °F; 248 K)
Boiling point 209 °C (408 °F; 482 K) (decomposes)
decomposes in water
Vapor pressure 0.29 mm Hg
Magnetic susceptibility (χ)
 -86.8·10−6 cm3/mol
Hazards
GHS labelling:
Danger
H302, H312, H314, H332, H340, H350
P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P322, P330, P363, P405, P501
NFPA 704 (fire diamond)
3
1
1
Flash point 104 °C (219 °F; 377 K)
Related compounds
Related compounds
 Dimethyl sulfate; diethyl sulfite
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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