ETHYLENESULFATE Chemical Properties

Melting point:

95-97 °C (lit.)

Boiling point:

231.1±7.0℃ (760 Torr)

Density 

1.604±0.06 g/cm3 (20 ºC 760 Torr)

vapor pressure 

0.91-1.7Pa at 20-25℃

refractive index 

1.5090 (estimate)

Flash point:

93.5±18.2℃

storage temp. 

2-8°C

solubility 

Chloroform, Methanol

form 

solid

color 

White to Off-White

InChI

InChI=1S/C2H4O4S/c3-7(4)5-1-2-6-7/h1-2H2

InChIKey

ZPFAVCIQZKRBGF-UHFFFAOYSA-N

SMILES

C1OS(=O)(=O)OC1

LogP

-0.45 at 23℃ and pH1.4-1.7

Surface tension

66.8mN/m at 1g/L and 20℃

Safety Information

Risk Statements 

22

WGK Germany 

3

RTECS 

JH4800000

HS Code 

29209085

MSDS

• Language:English Provider:SigmaAldrich

ETHYLENESULFATE Usage And Synthesis

Chemical Properties

White Solid

Uses

1,3,2-Dioxathiolane 2,2-Dioxide is an alkylating agent with carcinogenic activty.

Uses

1,3,2-Dioxathiolane 2,2-dioxide may be employed in the preparation of imidazolidinium salts.

Synthesis

Cyclic sulfates of 1,2-diols (1,3,2-dioxathiolane 2,2-dioxides) are most easily prepared in a two-step procedure (eq 1). The reaction of a 1,2-diol with Thionyl Chloride leads to a cyclic sulfite, which is then oxidized to the corresponding cyclic sulfate (1). Direct conversion of a 1,2-diol to a cyclic sulfate using Sulfuryl Chloride is generally less efficient.

Toxics Screening Level

The initial threshold screening level (ITSL) for 1,3,2-dioxathiolane,2,2-dioxide (CAS #1072-53-3) is 0.1 μg/m3 annual averaging time.

Precautions

The structural similarity between cyclic sulfates and Dimethyl Sulfate must be recognized. Dimethyl sulfate, and to a lesser extent, ethylene sulfate, are carcinogenic and potent alkylating agents that are toxic by inhalation and ingestion. Cyclic sulfates must, as a result, be treated with extreme care.

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