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CAS No. : | 711-02-4 | MDL No. : | MFCD00498000 |
Formula : | C10H14O4 | Boiling Point : | - |
Linear Structure Formula : | (C(CH2CH2)3C)(C(O)OH)2 | InChI Key : | KVOACUMJSXEJQT-UHFFFAOYSA-N |
M.W : | 198.22 | Pubchem ID : | 607709 |
Synonyms : |
|
Chemical Name : | Bicyclo[2.2.2]octane-1,4-dicarboxylic acid |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ruthenium 1,1,1-tris(diphenylphosphinomethyl)ethane; hydrogen; toluene-4-sulfonic acid; In 1-methyl-pyrrolidin-2-one; at 210℃; under 104192 Torr; for 6.0h;Autoclave; | At atmospheric conditions, 0.25g of the Ru-TRIPHOS catalyst ruthenium 1 ,1 ,1 -tris(diphenylphosphinomethyl)ethane, 20 mg of p-toluenesulfonic acid, 2g of bicyclo[2.2.2]octane-1 ,4-dicarboxylic acid and 40g of N-methy-2-pyrroidone were added to a 100 imL autoclave reactor. The reactor was then purged three times by pressurizing with nitrogen to 200 psig, then venting the pressure to atmospheric each time. The reactor was then purged three times by pressurizing with hydrogen to approximately 300 psig, then venting the pressure to atmospheric each time. Agitation at 800 rpm was then commenced, and hydrogen was then added to bring the pressure to 1600 psig. The temperature was then increased to 210 °C while allowing pressure to rise. After the temperature reaches 210 °C, the hydrogen pressure was increased to 2000 psig. These conditions (210 °C and 2000 psig) were held for 6 hours of reaction. After 6 hours of reaction, the agitation was stopped, and the heat turned off to let the autoclave start cooling. After cooling to room temperature, pressure was released and the contents were purged with nitrogen gas and vented. The solution was finally discharged from the autoclave and analyzed by GC-MS and 1 H NMR, showing bicyclo[2.2.2]octane-1 ,4-diyldimetanol as major product with small amount of 4-(hydroxymethyl)bicyclo[2.2.2]octane-1 -carbaldehyde. The conversion of bicyclo[2.2.2]octane-1 ,4-dicarboxylic acid is 100percent. |
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