1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
With modified ZSM-5 molecular sieve catalyst In toluene at 105 - 115℃; Temperature; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube; | 92% |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With sodium periodate; thionyl chloride In carbon tetrachloride (CCl4); diethyl ether; water | 87% |
Conditions | Yield |
---|---|
130 deg C oil bath; | 56% |
1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
at 180 - 190℃; under 4 Torr; |
Conditions | Yield |
---|---|
With silver sulfate; xylene | |
With silver sulfate In xylene |
1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
at 180 - 190℃; under 4 Torr; |
trimethyleneglycol
A
1,3-bis-sulfooxy-propane
B
1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
With chloroform at 60℃; |
sodium salt of 1,3-propane-diol
1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
In methanol at 20℃; | 99% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 97% |
pent-1-yn-5-ol
1,3,2-dioxathiane 2,2-dioxide
sodium 3-[4-(3-hydroxypropyl)-1H-1,2,3-triazol-1-yl]propyl sulfate
Conditions | Yield |
---|---|
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 96% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 95% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 92% |
benzylamine
1,3,2-dioxathiane 2,2-dioxide
3-(benzylammonio)propyl sulfate
Conditions | Yield |
---|---|
In acetonitrile at 80℃; | 91% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 91% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 91% |
3-Ethynylpyridine
1,3,2-dioxathiane 2,2-dioxide
sodium 3-[4-(pyridin-3-yl)-1H-1,2,3-triazol-1-yl]propyl sulfate
Conditions | Yield |
---|---|
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction; | 90% |
1,3,2-dioxathiane 2,2-dioxide
propynoic acid ethyl ester
sodium 3-[4-(ethoxycarbonyl)-1H-1,2,3-triazol-1-yl]propyl sulfate
Conditions | Yield |
---|---|
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In methanol at 20℃; | 90% |
tert-butylamine
1,3,2-dioxathiane 2,2-dioxide
3-(tert-butylammonio)propyl sulfate
Conditions | Yield |
---|---|
In acetonitrile at 80℃; | 89% |
2-methyl-acrylic acid 3-dimethylamino-propyl amide
1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
With nitrobenzene In acetonitrile at 50℃; for 24h; Schlenk technique; Inert atmosphere; | 88.8% |
n-Dodecylamine
1,3,2-dioxathiane 2,2-dioxide
3-(dodecylammonio)propyl sulfate
Conditions | Yield |
---|---|
In acetonitrile at 80℃; | 88% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In methanol at 20℃; | 88% |
4-(3,4,5-trimethoxybenzyl)morpholine
1,3,2-dioxathiane 2,2-dioxide
C17H27NO8S
Conditions | Yield |
---|---|
In acetonitrile at 40℃; for 49h; | 88% |
propargyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
1,3,2-dioxathiane 2,2-dioxide
sodium 3-[4-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)-1H-1,2,3-traizol-1-yl]propyl sulfate
Conditions | Yield |
---|---|
With sodium azide In water; tert-butyl alcohol at 60℃; for 0.25h; Microwave irradiation; regioselective reaction; | 87% |
cyclohexylamine
1,3,2-dioxathiane 2,2-dioxide
3-(cyclohexylammonio)propyl sulfate
Conditions | Yield |
---|---|
In acetonitrile at 80℃; | 86% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In methanol at 20℃; | 85% |
lithium diphenylphosphide
1,3,2-dioxathiane 2,2-dioxide
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 5℃; | 84% |
Conditions | Yield |
---|---|
With β‐cyclodextrin; sodium hydroxide In water at 35 - 65℃; Microwave irradiation; | 84% |
Cyclopentamine
1,3,2-dioxathiane 2,2-dioxide
3-(cyclopentylammonio)propyl sulfate
Conditions | Yield |
---|---|
In acetonitrile at 80℃; | 83% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 82% |
Conditions | Yield |
---|---|
With β‐cyclodextrin; sodium hydroxide In water at 35 - 65℃; Microwave irradiation; | 80% |
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.
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.
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. |
Reported in EPA TSCA Inventory.
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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