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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV5574
MKCR6697
MKCN0611
MKCF0068
MKBT5220V

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1, 3, 2-Dioxathiolane 2, 2-Dioxide
Nicholas L J, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
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)
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)
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
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