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

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Name

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

EINECS 600-809-4
CAS No. 1072-53-3 Density 1.604 g/cm3
PSA 60.98000 LogP 0.35880
Solubility N/A Melting Point 95-97 °C(lit.)
Formula C2H4 O4 S Boiling Point 231.1 °C at 760 mmHg
Molecular Weight 124.117 Flash Point 93.5 °C
Transport Information N/A Appearance yellowish crystal
Safety Questionable carcinogen with experimental tumorigenic and neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of SOx. See also SULFATES and ESTERS. Risk Codes 22
Molecular Structure Molecular Structure of 1072-53-3 (ETHYLENESULFATE) Hazard Symbols N/A
Synonyms

Ethyleneglycol, cyclic sulfate (8CI); Ethylene sulfate (((CH2O)2SO2)) (6CI,7CI);1,2-Ethylene sulfate; Ethylene sulfate; NSC 526594

Article Data 48

1,3,2-Dioxathiolane 2,2-dioxide Synthetic route

75-21-8

oxirane

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With cerium(IV) oxide; iron(III) chloride; sulfur dioxide; antimony(III) chloride at 140℃; under 45004.5 Torr; for 2h; Pressure; Temperature; Inert atmosphere; Autoclave;97.8%
With aminosulfonic acid; acetic anhydride at -10 - 20℃; for 24h; Autoclave;73.22%
107-21-1

ethylene glycol

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N,N,N,N,-tetramethylethylenediamine In acetonitrile at 60℃; for 36h; Reagent/catalyst; Solvent; Temperature;96.5%
Stage #1: ethylene glycol With fluorosulfonyl fluoride; sodium sulfate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In tert-butyl methyl ether at 5 - 10℃; for 1h; Autoclave;
Stage #2: With 15-crown-5; 18-crown-6 ether In dichloromethane Solvent; Reagent/catalyst; Temperature;
81.8%
With potassium hydroxide; sulfuryl dichloride; silica gel 1.) reflux; 2.) rt., 3 h; Yield given. Multistep reaction;
Stage #1: ethylene glycol With potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 130 - 140℃; for 20h;
Stage #2: With fluorosulfonyl fluoride In acetonitrile at -15 - -5℃; for 1h; Temperature; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;
106.3 g
With sulfuryl dichloride In chloroform at 5 - 60℃; for 3h;375 g
3741-38-6

ethylene sulfite

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With manganese(IV) oxide In water at 5℃; for 0.75h; Reagent/catalyst; Temperature;95.84%
With sodium hydrogencarbonate; iron(II) sulfate In dichloromethane pH=7 - 8; Concentration;90.66%
With ruthenium trichloride; calcium hypochlorite at 15℃;83%
74-85-1

ethene

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With PhI(1+)OSO2O(1-) In dichloromethane at 15℃; for 0.3h;85%
With μ-oxodiphenyldiiodine(III) sulfate; phenyliodine(III) sulfate Yield given;
96-49-1

[1,3]-dioxolan-2-one

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With carbon dioxide; sulfur trioxide at 25 - 65℃; for 8h; Inert atmosphere;76%
7719-09-7

thionyl chloride

107-21-1

ethylene glycol

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
Stage #1: thionyl chloride; ethylene glycol at 25 - 30℃; for 3h; Inert atmosphere;
Stage #2: With sodium hypochlorite; ruthenium(III) chloride trihydrate at 0 - 10℃; for 3h; pH=7-8; Concentration; Temperature;
74%

C2H5ClO3S

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With sodium periodate; ruthenium(III) chloride trihydrate In water; acetonitrile for 0.25h; Cooling with ice; Inert atmosphere;70%
106-93-4

ethylene dibromide

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With silver sulfate; xylene
With silver sulfate In xylene
3741-38-6

ethylene sulfite

ruthenium (IV) oxide dihydrate

1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With sodium hypochlorite In dichloromethane; isopropyl alcohol
1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
Stage #1: potassium ethyleneglycolate With sulfuryl dichloride In dichloromethane at -10 - 10℃; for 2h; Inert atmosphere;
Stage #2: With 18-crown-6 ether In toluene at 20℃; for 1h; Reagent/catalyst; Solvent;
37.9 g

1,3,2-Dioxathiolane 2,2-dioxide Chemical Properties

IUPAC Name: 1,3,2-Dioxathiolane 2,2-dioxide
The MF of 1,3,2-Dioxathiolane 2,2-dioxide (CAS NO.1072-53-3) is C2H4O4S.

                                         
The MW of 1,3,2-Dioxathiolane 2,2-dioxide (CAS NO.1072-53-3) is 124.12.
Synonyms of 1,3,2-Dioxathiolane 2,2-dioxide (CAS NO.1072-53-3): Ethylene glycol, cyclic sulphate ; 1,3,2-Dioxathiolane 2,2-dioxide ; Sulfuric acid, cyclic ethylene ester
Product Categories: Biphenyl & Diphenyl ether;Heterocyclic Compounds;Heterocyclic Building Blocks;Others;S-Containing
Index of Refraction: 1.469 
Density: 1.604 g/ml 
Flash Point: 93.5 °C 
Boiling Point: 231.1 °C
Melting Point: 95-97 °C
Storage temp: 2-8 °C

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

Raw materials: Xylene-->1,2-Dibromoethane-->Silver sulfate

1,3,2-Dioxathiolane 2,2-dioxide Toxicity Data With Reference

1.    

mmo-sat 1 µmol/plate

    CBINA8    Chemico-Biological Interactions. 19 (1977),241.
2.    

hma-mus/sat 5 mmol/kg

    CBINA8    Chemico-Biological Interactions. 19 (1977),241.

1,3,2-Dioxathiolane 2,2-dioxide Consensus Reports

EPA Genetic Toxicology Program.

1,3,2-Dioxathiolane 2,2-dioxide Safety Profile

Questionable carcinogen with experimental tumorigenic and neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of SOx. See also SULFATES and ESTERS.Safety information of 1,3,2-Dioxathiolane 2,2-dioxide (CAS NO.1072-53-3):
WGK Germany  3
RTECS  JH4800000

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