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Trimethylene sulfate

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Name

Trimethylene sulfate

EINECS 214-022-5
CAS No. 1073-05-8 Density 1.452 g/cm3
PSA 60.98000 LogP 0.74890
Solubility N/A Melting Point 58-62ºC
Formula C3H6 O4 S Boiling Point 240.4ºC at 760 mmHg
Molecular Weight 138.144 Flash Point 99.2ºC
Transport Information N/A Appearance White Crystal Powder
Safety Mutation data reported. When heated to decomposition it emits toxic fumes of SOx. See also SULFATES. Risk Codes 40
Molecular Structure Molecular Structure of 1073-05-8 (1,3,2-DIOXATHIANE 2,2-DIOXIDE) Hazard Symbols
Synonyms

1,3-Propanediol,cyclic sulfate (8CI); Trimethylene sulfate (6CI,7CI); 1,3-Propylene sulfate;NSC 526595; Propano-1,3-diyl sulfate

Article Data 20

Trimethylene sulfate Synthetic route

sulfuric acid mono-(3-hydroxy-propyl) ester

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With modified ZSM-5 molecular sieve catalyst In toluene at 105 - 115℃; Temperature; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;92%
4176-55-0

2-oxo-1,3,2-dioxathiane

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With ruthenium tetroxide In chloroform; water at 0℃; for 0.0125h;87%
With potassium permanganate In acetic acid for 1h; Ambient temperature;20%
With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate In tetrachloromethane; water; acetonitrile at 20℃; for 0.5h;890 mg
504-63-2

trimethyleneglycol

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
Stage #1: trimethyleneglycol With thionyl chloride In tetrachloromethane for 1.5h; Heating;
Stage #2: With ruthenium trichloride; sodium periodate In water; acetonitrile at 20℃; for 1.5h; Further stages.;
87%
Stage #1: trimethyleneglycol With sodium methylate In toluene for 15h; Reflux;
Stage #2: With fluorosulfonyl fluoride In dichloromethane; toluene at -10 - 0℃; for 2h; Autoclave; Inert atmosphere;
82.7%
Stage #1: trimethyleneglycol With fluorosulfonyl fluoride; sodium sulfate; cetyltrimethylammonim bromide; N-ethyl-N,N-diisopropylamine In acetonitrile at 5 - 10℃; for 1.5h; Inert atmosphere;
Stage #2: With 15-crown-5; 18-crown-6 ether Reflux;
68%
With ruthenium trichloride; sodium periodate; thionyl chloride 1) CCl4, 45 min, reflux, 2) H2O, CCl4, acetonitrile, RT, 2 h; Yield given. Multistep reaction;
With sodium periodate; thionyl chloride; ruthenium trichloride Yield given. Multistep reaction;

ruthenium (III) chloride hydrate

504-63-2

trimethyleneglycol

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With sodium periodate; thionyl chloride In carbon tetrachloride (CCl4); diethyl ether; water87%
628-66-0

1,3-diacetoxypropane

77-78-1

dimethyl sulfate

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
130 deg C oil bath;56%

1,3-bis-sulfooxy-propane; barium compound

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
at 180 - 190℃; under 4 Torr;
109-64-8

1,3-dibromo-propane

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With silver sulfate; xylene
With silver sulfate In xylene
barium salt of/the/ trimethylenedisulfuric acid

barium salt of/the/ trimethylenedisulfuric acid

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
at 180 - 190℃; under 4 Torr;
504-63-2

trimethyleneglycol

oleum

oleum

A

79431-21-3

1,3-bis-sulfooxy-propane

B

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
With chloroform at 60℃;
37480-93-6, 54481-30-0, 59571-05-0

sodium salt of 1,3-propane-diol

1073-05-8

1,3,2-dioxathiane 2,2-dioxide

Conditions
ConditionsYield
Stage #1: sodium salt of 1,3-propane-diol With sodium methylate In toluene at -10 - 10℃; for 2h; Inert atmosphere;
Stage #2: With 15-crown-5 In toluene at 20℃; for 1h;
41.5 g

Trimethylene sulfate Chemical Properties

IUPAC Name:1,3,2-Dioxathiane 2,2-dioxide (1073-05-8)
Synonyms: 1,3-Propanediol, cyclic sulphate ; 1,3-Propylene sulfate ; 1,3-Propylenesulfate ; Trimethylene sulfate ; Trimethylenesulfate ; 1,3,2-Dioxathiane 2,2-dioxide ; 1,3-Propanediol cyclic sulfate ; 1,3-Propylenesulphate
CAS: 1073-05-8
MF: C3H6O4S
MW: 138.14
MS:
EINECS: 214-022-5
Product Categories: Heterocyclic Compounds
Mol File: 1073-05-8.mol
Surface Tension: 41.8 dyne/cm 
Density: 1.452 g/cm3 
Flash Point: 99.2 °C
Melting point:58-62°C 
Enthalpy of Vaporization: 45.8 kJ/mol 
Boiling Point: 240.4 °C at 760 mmHg 
Vapour Pressure: 0.0589 mmHg at 25°C 
Appearance:  Trimethylene sulfate (1073-05-8) is white solid.

Trimethylene sulfate Uses

1.Trimethylene sulfate (1073-05-8) is used in lithium secondary battery electrolyte additive ,can improve the electrolyte at low temperature performance while preventing PC molecules embedded in the graphite electrode;
2.Trimethylene sulfate (1073-05-8) is used in organic synthesis, pharmaceutical intermediates.

Trimethylene sulfate Toxicity Data With Reference

1.    

dnr-omi 690 µg/plate

    BIZNAT    Biologisches Zentralblatt. 95 (1976),463.
2.    

mmo-sat 100 nmol/plate

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

Trimethylene sulfate Consensus Reports

Reported in EPA TSCA Inventory.

Trimethylene sulfate Safety Profile

Hazard Codes  Xn
Risk Statements  40
40:  Limited evidence of a carcinogenic effect 
Safety Statements  22-36
22:  Do not breathe dust
36:  Wear suitable protective clothing    
RTECS  TY4560000

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