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471690

Sigma-Aldrich

1,3,2-Dioxathiolane 2,2-dioxide

98%

Synonym(s):

1,2-Ethylene sulfate, 1,3,2λ6-Dioxathiolane-2,2-dione, 1,3,2-Dioxathiolan-2,2-dioxide, Ethylene sulfate

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About This Item

Empirical Formula (Hill Notation):
C2H4O4S
CAS Number:
Molecular Weight:
124.12
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

solid

mp

95-97 °C (lit.)

storage temp.

2-8°C

SMILES string

O=S1(=O)OCCO1

InChI

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

InChI key

ZPFAVCIQZKRBGF-UHFFFAOYSA-N

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General description

1,3,2-Dioxathiolane 2,2-dioxide, also known as Ethylene sulfate, is a cyclic sulfate that is commonly used as an alkylating agents and intermediate in the synthesis of disulfates and sulfonate surfactants.

Application

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

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Synthesis and kinetic study of 1, 3, 2-dioxathiolane 2, 2-dioxide in microreactors
Ting W, et al.
Reaction Chemistry & Engineering (2024)
Novel, one-pot procedure for the synthesis of 2-arylethanol derivatives
Torsten S, et al.
Synthesis, 2008, 1793-1797 (2008)
1, 3, 2-Dioxathiolane 2, 2-Dioxide
Nicholas L J, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
Synthesis of surfactants based on pentaerythritol. I. Cationic and zwitterionic gemini surfactants
Nusrat J, et al.
The Journal of Organic Chemistry, 74, 7762-7773 (2009)
Computational Study of Ring Strain in 1, 3, 2-Dioxathiolane, its 2-Oxide and its 2, 2-Dioxide.
Petersenb KN and Skanckeb PN.
Acta Chemica Scandinavica, 53, 1003-1008 (1999)

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