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foxy2
(Distinctive Doe)
12-06-01 02:28
No 244689
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Easy Formic Acid Synthesis<br>
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Here is a very easy oxidation of formaldehyde to formic acid using peracetic acid. I would rather do this than the synth from oxalic acid.<br><br><b>Formic acid. <br><i>Yasuda, Kiyoshi; Goto, Yukihisa.</i><br><a href="http://l2.espacenet.com/dips/viewer?PN=JP52113911&CY=gb&LG=en&DB=EPD" target="_blank" title="Jump to this patent">Patent JP52113911</a> (in Japanese) <br><br><b>Abstract</b> <br><br>HCO<sub>2</sub>H was prepared by liquid-phase oxidation of HCHO with MeCO<sub>3</sub>H at >100°C. Thus, 150 mL/h 29% MeCO<sub>3</sub>H in AcOEt was added to 100g 37% aqueous HCHO containing 10% MeOH over 5 h at 40°C with 0.8 mol ratio of MeCO<sub>3</sub>H/HCHO to give HCO<sub>2</sub>H with 99.1% conversion and 98.5% selectivity.
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foxy2<br>
<i>(<span title="The user's title at the time of posting">Distinctive Doe</span>)</i><br>
<span title="Posting date">12-06-01 10:29</span><br>
<span title="Link to this post by using the markup [244888]">No 244888</span><br>
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<title>Re: Easy Formic Acid Synthesis</b><br>
<i title="This post has been up-rated by the moderators">(Rated as: good read)</i>
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These articles indicate that you cannot synthesize formic acid by oxidation of methanol or formaldehyde with potassium permanganate, as the formic acid would be ozidized further to carbon dioxide and water.<br><br><b>A kinetic study of the autocatalytic permanganate oxidation of formic acid.</b><br>Perez-Benito, Joaquin F.; Arias, Conchita; Brillas, Enrique. <br>Int. J. Chem. Kinet. (1990), 22(3), 261-87. <br><br><b>Abstract</b><br><br>The results of the title study indicate that <b>this reaction is autocatalyzed by both manganese(II) ion (formed as a reaction product) and colloidal manganese dioxide (formed as an intermediate).</b> The apparent rate consts. corresponding to the noncatalytic and autocatalytic reaction pathways are obtained. The activation energies assocd. with the true rate consts. were also derived. The percentage of the total reaction corresponding to each pathway is given for typical exptl. conditions. Mechanisms in agreement with the kinetic data are proposed for the six different reaction pathways obsd. <br><br><br><b>Conditions for acetic acid purification from formic acid by potassium permanganate or dichromate.</b> <br>Fedoseeva, Z. K.; Freidlin, G. N. <br>Khim. Prom. (1956), 306-7.<br><br><b>Abstract</b><br><br>A 5% excess of oxidizing agent over the theoretically required amt. is sufficient for the HCO2H oxidation. Vigorous stirring shortens the reaction and improves the results. A revolution no. in the soln. of 6208, calcd. from the mixer revolution rate, is found to be the optimum for oxidation. A single treatment with KMnO4 or K2Cr2O7 reduces the HCO2H concn. in AcOH to 0.1%, a double treatment to 0.06%. Higher temp. favors the oxidation rate. <br><hr>Do Your Part To Win The War
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<font color="#FF0033">Rhodium</font><br>
<i>(<span title="The user's title at the time of posting">Chief Bee</span>)</i><br>
<span title="Posting date">12-06-01 18:16</span><br>
<span title="Link to this post by using the markup [244978]">No 244978</span><br>
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<b title="The subject of this post">Re: Easy Formic Acid Synthesis</b>
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Is it easy to separate formic and acetic acid, as the final reaction mixture seem to contain 50/50 of the two acids (I am now referring to the first post in the thread)?
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<font color="#ff0000">Osmium</font><br>
<i>(<span title="The user's title at the time of posting">Stoni's sexual toy</span>)</i><br>
<span title="Posting date">12-06-01 19:28</span><br>
<span title="Link to this post by using the markup [244994]">No 244994</span><br>
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<b title="The subject of this post">Re: Easy Formic Acid Synthesis</b>
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Separating the formic and acetic acid isn't trivial, but maybe there is no need to separate the two, just use the resulting acid mixture for another run to decrease the acetic acid content each time. Maybe it is possible to start with HCO3H instead of the acetic acid, so you will end up with HCOOH only?<br><br>What bothers me much more is how to prepare a 29% solution of MeCO3H in EtOAc...
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Greensnake<br>
<i>(<span title="The user's title at the time of posting">Newbee</span>)</i><br>
<span title="Posting date">12-06-01 20:05</span><br>
<span title="Link to this post by using the markup [245000]">No 245000</span><br>
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<b title="The subject of this post">preparation of peracid solutions</b>
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Quite nice method for preparation of peracid solutions - <br><br>Journal of Organic Chemistry, 1959, Vol 23, N 12, pp. 1823-1826<br><br>Read it carefully and you will be enlightened (some right glassware strongly reccomended tho)<br><br><font color="red"><b>Edit:</b></font color="red"> This article has been posted in <span title="Jump to this post"><a href="../newbee/000456156.html#Post460155">Post 460155</a> <i>(Rhodium: "Prep of anhydrous peracetic acid solutions", Newbee Forum)</i></span> <font color="red">/Rhodium</font color="red">
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goiterjoe<br>
<i>(<span title="The user's title at the time of posting">Hive Addict</span>)</i><br>
<span title="Posting date">12-07-01 02:06</span><br>
<span title="Link to this post by using the markup [245135]">No 245135</span><br>
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<b title="The subject of this post">Re: Easy Formic Acid Synthesis</b>
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would this reaction work for paraformaldehyde?<br><hr>Sed quis custodiet ipsos custodes?
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