Diethyl sulfate

In preparing ethyl esters of fatty acids, both equivalents of the ethyl electrophile are transferred, unlike the usual alkylation of phenoxides:[1] Both dimethyl sulfate and diethyl sulfate react with inorganic nucleophiles as well.

The reaction of oleum with diethyl ether results in excessive oxidation of the ethyl groups.

[6] Experimentation with animals has suggested this compound is likely carcinogenic to humans as it was implicated in the development of laryngeal cancer.

[7] Evidence of the effects of this chemical compound on reproductive or developmental health is also lacking.

[8] Dialkyl sulfates can be rendered nontoxic by treatment with aqueous ammonia.

Molecular structure of diethyl sulfate.
Diethyl sulfate
Space filling molecular structure of diethyl sulfate.
NFPA 704 four-colored diamond Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calcium Special hazards (white): no code