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Chemical Structure| 503-40-2 Chemical Structure| 503-40-2

Structure of Methanedisulfonicacid
CAS No.: 503-40-2

Chemical Structure| 503-40-2

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Product Details of [ 503-40-2 ]

CAS No. :503-40-2
Formula : CH4O6S2
M.W : 176.17
SMILES Code : O=S(CS(=O)(O)=O)(O)=O
MDL No. :MFCD00041888
InChI Key :OPUAWDUYWRUIIL-UHFFFAOYSA-N
Pubchem ID :10427

Safety of [ 503-40-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H290-H314-H335
Precautionary Statements:P280-P303+P361+P353-P304+P340-P305+P351+P338-P310
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 503-40-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 503-40-2 ]

[ 503-40-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 503-40-2 ]
  • [ 99591-74-9 ]
YieldReaction ConditionsOperation in experiment
50.0% With formaldehyd; phosphorus pentoxide; at 20 - 120℃; for 1.0h; In a 200 ml four-necked flask equipped with a stirrer, a condenser, and a thermometer, were placed 8.8 g (0.05 mole) of methanedisulfonic acid and 7.1 g (0.05 mole) of phosphorus pentoxide. To the mixture, 1.6 g (0.05 mole) of 92percent paraformaldehyde was added while stirring at room temperature. After completion of the addition, the mixture was heated to 120°C and stirred for one hour. The mixture was then cooled to room temperature and 100 g of methylene chloride was added thereto. After stirring for one hour, insoluble matter was filtered off. The resulting filtrate was concentrated to obtain crystals, and the resulting crystals were dried at 40°C and 10 mmHg for 6 hours, giving 4.7 g of light brown crystals of methylene methanedisulfonate represented by General Formula (2) wherein R1 and R2 are hydrogen atoms, and n is 1. The yield of the resulting methylene methanedisulfonate was 50.0percent relative to methanedisulfonic acid. It was confirmed that the resulting light brown crystals were methylene methanedisulfonate by the following analysis results: 1H-NMR (400 MHz, CD3CN) delta (ppm): 5.33 (s, 2H), 6.00 (s, 2H).
  • 2
  • [ 50-00-0 ]
  • [ 503-40-2 ]
  • [ 99591-74-9 ]
YieldReaction ConditionsOperation in experiment
88.72% With acetic anhydride; phosphorus trichloride; at 120℃; for 5.0h; At room temperature, 48 g (0.5 mol) of methanesulfonic acid was added to the four-necked flask equipped with thermometer, condenser, stirrer and dropping funnel, and stirred. 48.5 g (0.5 mol) of sulfamic acid was added dropwise, and the internal temperature was controlled to 25 ° C - 35 ° C during the dropwise addition. The dropping time was controlled at 3-4h. After completion of the dropwise addition, the temperature was raised to 150 ° C, and refluxed for 3h. After completion of the reaction, the viscous liquid was obtained. The nuclear magnetic analysis showed that was methylene disulfonic acid. The system was cooled to room temperature, 300g of acetic anhydride was added, and stirred for 0.5 h till clear solution was obtained. 16.5g (0.55mol) of formaldehyde and 123.6 g (0.9 mol) of phosphorus trichloride were added to a three-neck bottle, stirred such that the resulting product was uniformly dispersed, and heated to 120 ° C for 5 h. After completion of the reaction, the product was obtained as a brown liquid. The reaction solution was poured into 100g of ice water (water temperature 0-5 ° C), stirred for 0.5h, suction-filtered and dried at 50 ° C under reduced pressure to obtain fine white product 83.4g. The yield was 88.72percent.
81.2% In toluene; at 120℃; for 2.0h; Pre-toluene with calcium chloride removed 24 hours, water content of less than 1ppm;To the esterification reactor equipped with a condensate trap, methylene disulfonic acid was added,Paraformaldehyde, toluene, heating to 120 ° C,With water organic solvent to maintain the distillation cycle,The water carried by the waterborne organic solvent is separated by a water separator during the distillation and recycle cycle.The molar ratio of methylene disulfonic acid to waterborne organic solvent was 1: 1.5,The molar ratio of methylene disulfonic acid to polyoxymethylene was 1: 1.1; after 2 hours of esterification reaction, the reaction was stopped and cooled to room temperature;The reaction material was filtered to remove the insoluble matter, and the filtrate was distilled off at -0.095 MPa to remove the solvent until no solvent was introduced. Ethanol was then added to the distillation kettle and allowed to stand for half an hour for half an hour.Filtration to obtain white crystals, the white crystals in acetonitrile in the recrystallization, the molar ratio of material to acetonitrile 1: 3,Methyl methanesulfonate was obtained in a yield of 81.2percent.
47% With phosphorus pentoxide; at 120℃; for 1.0h; In a 100 ml four-necked flask used in the first batch (withdrawing the reaction mixture of the first batch and not being washed and dried)5.0 g (28.4 mmol) of methanedisulfonic acid and 4.0 g (28.4 mmol) of diphosphorous pentoxide were added, and 0.85 g (28.4 mmol) of paraformaldehyde was added with stirring. After completion of the addition, the mixture was stirred at 120 ° C. for 1 hour and then cooled to 80 ° C. 0.5 g of water was slowly added to the reaction mixture, stirred for 10 minutes, and then taken out in a 100 ml eggplant flask at 65 ° C. The reaction mixture taken out to the recovery flask was cooled to room temperature, and 35 g of water was added. After stirring for 30 minutes, insoluble matter was separated by filtration to obtain white crystals. The obtained crystals were dried at 40 ° C. and 10 mmHg for 6 hours to obtain 2.5 g (yield 47percent) of the objective methylene methane disulfonate.
 

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