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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:
1072-53-3
Molecular Weight:
124.12
MDL number:
MFCD00221769
UNSPSC Code:
12352100
PubChem Substance ID:
24870755
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.

Signal Word

Danger

Hazard Statements

H302,H314,H317,H351

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
1, 3, 2-Dioxathiolane 2, 2-Dioxide.
Lynch NJ, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2009)
Rodolphe Jazzar et al.
Journal of organometallic chemistry, 691(14), 3201-3205 (2006-01-01)
Protonated versions of N-heterocyclic carbenes (NHC,H(+)) are classically prepared by closing the ring through the introduction of the CH+ fragment. He we report a totally different synthetic approach, which can be viewed as the addition of a 1,3-diazaallyl anion to
Eric Schönemann et al.
Polymers, 11(6) (2019-06-12)
Films of zwitterionic polymers are increasingly explored for conferring fouling resistance to materials. Yet, the structural diversity of polyzwitterions is rather limited so far, and clear structure-property relationships are missing. Therefore, we synthesized a series of new polyzwitterions combining ammonium
Fuqiang An et al.
Scientific reports, 9(1), 14108-14108 (2019-10-03)
Recently, high-energy density cells containing nickel-rich cathodes and silicon-based anodes have become a practical solution for increasing the driving range of electric vehicles. However, their long-term durability and storage performance is comparatively poor because of the unstable cathode-electrolyte-interphase (CEI) of

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