| Identification | Back Directory | [Name]
1,5,2,4-Dioxadithiane 2,2,4,4-tetraoxide | [CAS]
99591-74-9 | [Synonyms]
Methane disoponate
1,5,2,4-Dioxadithian
Methylene Methanedisulfonate
1,5,2,4-Dioxadithiane 2,2,4,4-tetraoxide
1,5,2,4-dioxadithiane-2,2,4,4-tetraoxide (MMDS)
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1,5,2,4-Dioxadithiane-2,2,4,4-Tetraoxide/Methylene Methane Disulfonate | [EINECS(EC#)]
700-464-0 | [Molecular Formula]
C2H4O6S2 | [MDL Number]
MFCD19440777 | [MOL File]
99591-74-9.mol | [Molecular Weight]
188.18 |
| Chemical Properties | Back Directory | [Boiling point ]
624.2±48.0 °C(Predicted) | [density ]
1.850 | [vapor pressure ]
0.002-0.004Pa at 20-25℃ | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
Powder | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C2H4O6S2/c3-9(4)2-10(5,6)8-1-7-9/h1-2H2 | [InChIKey]
GWAOOGWHPITOEY-UHFFFAOYSA-N | [SMILES]
O1COS(=O)(=O)CS1(=O)=O |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline solid | [Uses]
1,5,2, 4-dioxadithiane 2,2,4,4-tetraoxide can be used as an electrolyte additive in lithium-ion batteries, which helps to increase the available capacity of lithium cobalt oxide and graphite-based batteries. | [Synthesis]
Forty-eight grams (0.5 moles) of methanesulfonic acid was added to a four-necked flask equipped with a thermometer, condenser, stirrer, and a dropping funnel at room temperature and stirring was initiated. 48.5 g (0.5 mol) of sulfamic acid was slowly added dropwise, ensuring that the internal temperature of the reaction system was maintained between 25 °C and 35 °C during the dropwise addition, and the dropwise addition time was controlled to be between 3 and 4 hours. After the dropwise addition, the reaction temperature was raised to 150 °C and the reflux reaction was carried out for 3 hours. At the end of the reaction, a viscous liquid product was obtained. The product was confirmed to be methylene disulfonic acid by NMR analysis. After cooling the reaction system to room temperature, 300 g of acetic anhydride was added and stirred continuously for 0.5 h until a clarified solution was formed. In another three-necked flask, 16.5 g (0.55 mol) of formaldehyde and 123.6 g (0.9 mol) of phosphorus trichloride were added with thorough stirring to homogeneously mix the reactants, which were then heated to 120 °C and kept for 5 hours. Upon completion of the reaction, a brown liquid product was obtained. The reaction liquid was slowly poured into 100 g of ice water (temperature controlled at 0 °C to 5 °C), stirred for 0.5 h and then filtered, and the resulting solid was dried under reduced pressure at 50 °C to give 83.4 g of fine white product in 88.72% yield. | [References]
[1] Patent: CN108840852, 2018, A. Location in patent: Paragraph 0028-0035
[2] Patent: CN106916138, 2017, A. Location in patent: Paragraph 0019-0024
[3] Patent: JP5724366, 2015, B2. Location in patent: Paragraph 0048 |
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