https://www.sciencemadness.org/smwiki/index.php?title=Aminoguanidinium_bicarbonate&feed=atom&action=history
Aminoguanidinium bicarbonate - Revision history
2024-03-28T10:36:18Z
Revision history for this page on the wiki
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https://www.sciencemadness.org/smwiki/index.php?title=Aminoguanidinium_bicarbonate&diff=13954&oldid=prev
Diachrynic at 10:04, 7 May 2021
2021-05-07T10:04:00Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 10:04, 7 May 2021</td>
</tr><tr><td colspan="2" class="diff-lineno" id="L116" >Line 116:</td>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate will react with acids to yield their respective salts.</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate will react with acids to yield their respective salts.</div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;"></ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">X-ray analysis has shown that solid aminoguanidine bicarbonate is actually a zwitterionic molecule, 2-guanidinium-1-aminocarboxylate monohydrate.<ref>Kolev, T., & Petrova, R. '''2003'''. ''Zwitterionic 2-guanidinium-1-aminocarboxylate monohydrate.'' Acta Crystallographica Section E Structure Reports Online, 59''(4)'', 447–449. [https://doi.org/10.1107/s1600536803004203 doi:10.1107/s1600536803004203]</ref></ins></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>===Physical===</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>===Physical===</div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate is a white solid, slightly soluble in water. Recrystallization from hot water is possible.</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate is a white solid, slightly soluble in water. Recrystallization from hot water is possible<ins class="diffchange diffchange-inline">, but some decomposition always occurs and reprecipitation tends to be slow and incomplete</ins>.</div></td></tr>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Availability==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Availability==</div></td></tr>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidine_bicarbonate_2.jpg|Aminoguanidine bicarbonate made from the reduction of nitroguanidine</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidine_bicarbonate_2.jpg|Aminoguanidine bicarbonate made from the reduction of nitroguanidine</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidine_bicarbonate_micro.jpg|Under the microscope, horizontal view window is about 3 mm</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidine_bicarbonate_micro.jpg|Under the microscope, horizontal view window is about 3 mm</div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">Aminoguanidinium_bicarbonate_zwitterion.png|Structure according to XRD</ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">Aminoguanidine_bicarbonate_micro_1.jpg|Commercial sample recrystallized from hot water</ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">Aminoguanidine_bicarbonate_micro_2.jpg|Microscopic view</ins></div></td></tr>
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Diachrynic
https://www.sciencemadness.org/smwiki/index.php?title=Aminoguanidinium_bicarbonate&diff=13568&oldid=prev
Mabus at 20:55, 26 October 2020
2020-10-26T20:55:38Z
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Aminoguanidinium_bicarbonate&diff=13566&oldid=prev
Diachrynic at 19:33, 26 October 2020
2020-10-26T19:33:56Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 19:33, 26 October 2020</td>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| OtherNames = Aminoguanidine hydrocarbonate<br>Aminoguanidine hydrogencarbonate<br>Aminoguanidinium hydrogen carbonate<br>Guanylhydrazine hydrogen carbonate</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| OtherNames = Aminoguanidine hydrocarbonate<br>Aminoguanidine hydrogencarbonate<br>Aminoguanidinium hydrogen carbonate<br>Guanylhydrazine hydrogen carbonate</div></td></tr>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>===Physical===</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>===Physical===</div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate is a white solid, slightly soluble in water.</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate is a white solid, slightly soluble in water<ins class="diffchange diffchange-inline">. Recrystallization from hot water is possible</ins>.</div></td></tr>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Availability==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Availability==</div></td></tr>
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<td colspan="2" class="diff-lineno">Line 125:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate can be prepared by reacting [[calcium cyanamide]] with [[hydrazine sulfate]].</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate can be prepared by reacting [[calcium cyanamide]] with [[hydrazine sulfate]].</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div><del class="diffchange diffchange-inline">Can </del>also be easily prepared by reducing [[nitroguanidine]] with [[zinc]] powder. Diachrynic used this route obtaining a great yield:<ref>https://www.sciencemadness.org/whisper/viewthread.php?tid=155675</ref></div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins class="diffchange diffchange-inline">It can </ins>also be easily prepared by reducing [[nitroguanidine]] with [[zinc]] powder. Diachrynic used this route obtaining a great yield:<ref>https://www.sciencemadness.org/whisper/viewthread.php?tid=155675</ref></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>41.14 g zinc powder (629 mmol, 3.3 molar eq.) are weighed and put to the side. Into a reaction flask of at least 500 mL are put 20.00 g nitroguanidine (192 mmol, 1 molar eq.) and 47.62 g of ammonium sulfate (360 mmol, 1.88 molar eq.) in 285 mL of water. The suspension is stirred and not everything dissolves, this is expected. The reaction flask is immersed in an ice bath and equipped with magnetic stirring and a thermometer. Stirring is started. Once the solution reaches 10 °C the addition of small spatulas of zinc powder at a time is started. Monitor the exotherm and don't add too much at once, however the reaction is fairly easy to control. 3-4 spatulas of zinc can be added at a time, making the temperature jump up by 5-8 °C. The reaction was kept between 5-15 °C, leaning to the latter temperature. The complete addition of zinc took about 1 hour, during which the ice bath was refilled just once. Afterwards the reaction was left stirring at about 15 °C for a further 30 minutes. The pH rose to about 8-9. Using a fritted vacuum filter the zinc oxide sludge was removed, it filtered fairly easily. The yellow colored filtrate is put into a flask with magnetic stirring, and 8.57 g of 25% ammonia solution (126 mmol, 0.66 molar eq.) are added as well as 28.57 g of sodium bicarbonate (340 mmol, 0.94 molar eq.) with stirring, it dissolves after a short while. The solution is left standing for 12 h during which the aminoguanidine bicarbonate slowly precipitates. Afterwards the product is vacuum filtered off and air dried.</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>41.14 g zinc powder (629 mmol, 3.3 molar eq.) are weighed and put to the side. Into a reaction flask of at least 500 mL are put 20.00 g nitroguanidine (192 mmol, 1 molar eq.) and 47.62 g of ammonium sulfate (360 mmol, 1.88 molar eq.) in 285 mL of water. The suspension is stirred and not everything dissolves, this is expected. The reaction flask is immersed in an ice bath and equipped with magnetic stirring and a thermometer. Stirring is started. Once the solution reaches 10 °C the addition of small spatulas of zinc powder at a time is started. Monitor the exotherm and don't add too much at once, however the reaction is fairly easy to control. 3-4 spatulas of zinc can be added at a time, making the temperature jump up by 5-8 °C. The reaction was kept between 5-15 °C, leaning to the latter temperature. The complete addition of zinc took about 1 hour, during which the ice bath was refilled just once. Afterwards the reaction was left stirring at about 15 °C for a further 30 minutes. The pH rose to about 8-9. Using a fritted vacuum filter the zinc oxide sludge was removed, it filtered fairly easily. The yellow colored filtrate is put into a flask with magnetic stirring, and 8.57 g of 25% ammonia solution (126 mmol, 0.66 molar eq.) are added as well as 28.57 g of sodium bicarbonate (340 mmol, 0.94 molar eq.) with stirring, it dissolves after a short while. The solution is left standing for 12 h during which the aminoguanidine bicarbonate slowly precipitates. Afterwards the product is vacuum filtered off and air dried.</div></td></tr>
<tr><td colspan="2" class="diff-lineno" id="L132" >Line 132:</td>
<td colspan="2" class="diff-lineno">Line 132:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Projects==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Projects==</div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>*Preparation of aminoguanidine compounds</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>*Preparation of aminoguanidine compounds <ins class="diffchange diffchange-inline">and complexes</ins></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>*Preparation of tetrazoles</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>*Preparation of tetrazoles</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td colspan="2" class="diff-lineno" id="L144" >Line 144:</td>
<td colspan="2" class="diff-lineno">Line 144:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>===Disposal===</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>===Disposal===</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Dilute it with water and pour it down the drain.</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Dilute it with water and pour it down the drain.</div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;"></ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">==Gallery==</ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;"><gallery widths="200" position="center" columns="4" orientation="none"></ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">Aminoguanidine_bicarbonate_2.jpg|Aminoguanidine bicarbonate made from the reduction of nitroguanidine</ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;">Aminoguanidine_bicarbonate_micro.jpg|Under the microscope, horizontal view window is about 3 mm</ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins style="font-weight: bold; text-decoration: none;"></gallery></ins></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==References==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==References==</div></td></tr>
</table>
Diachrynic
https://www.sciencemadness.org/smwiki/index.php?title=Aminoguanidinium_bicarbonate&diff=13565&oldid=prev
Mabus: /* Preparation */
2020-10-26T15:07:33Z
<p><span dir="auto"><span class="autocomment">Preparation</span></span></p>
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<td colspan='2' style="background-color: white; color:black; text-align: center;">← Older revision</td>
<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 15:07, 26 October 2020</td>
</tr><tr><td colspan="2" class="diff-lineno" id="L125" >Line 125:</td>
<td colspan="2" class="diff-lineno">Line 125:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate can be prepared by reacting [[calcium cyanamide]] with [[hydrazine sulfate]].</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Aminoguanidinium bicarbonate can be prepared by reacting [[calcium cyanamide]] with [[hydrazine sulfate]].</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>Can also be easily prepared by reducing [[nitroguanidine]] with [[zinc]] powder.</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>Can also be easily prepared by reducing [[nitroguanidine]] with [[zinc]] powder. <ins class="diffchange diffchange-inline">Diachrynic used this route obtaining a great yield:<ref>https://www.sciencemadness.org/whisper/viewthread.php?tid=155675</ref></ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div> </div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins class="diffchange diffchange-inline">41.14 g zinc powder (629 mmol, 3.3 molar eq.) are weighed and put to the side. Into a reaction flask of at least 500 mL are put 20.00 g nitroguanidine (192 mmol, 1 molar eq.) and 47.62 g of ammonium sulfate (360 mmol, 1.88 molar eq.) in 285 mL of water. The suspension is stirred and not everything dissolves, this is expected. The reaction flask is immersed in an ice bath and equipped with magnetic stirring and a thermometer. Stirring is started. Once the solution reaches 10 °C the addition of small spatulas of zinc powder at a time is started. Monitor the exotherm and don't add too much at once, however the reaction is fairly easy to control. 3-4 spatulas of zinc can be added at a time, making the temperature jump up by 5-8 °C. The reaction was kept between 5-15 °C, leaning to the latter temperature. The complete addition of zinc took about 1 hour, during which the ice bath was refilled just once. Afterwards the reaction was left stirring at about 15 °C for a further 30 minutes. The pH rose to about 8-9. Using a fritted vacuum filter the zinc oxide sludge was removed, it filtered fairly easily. The yellow colored filtrate is put into a flask with magnetic stirring, and 8.57 g of 25% ammonia solution (126 mmol, 0.66 molar eq.) are added as well as 28.57 g of sodium bicarbonate (340 mmol, 0.94 molar eq.) with stirring, it dissolves after a short while. The solution is left standing for 12 h during which the aminoguanidine bicarbonate slowly precipitates. Afterwards the product is vacuum filtered off and air dried.</ins></div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div> </div></td></tr>
<tr><td colspan="2"> </td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div><ins class="diffchange diffchange-inline">Yield of aminoguanidine bicarbonate: 15.700 g (115 mmol, 60% based on nitroguanidine)</ins></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Projects==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Projects==</div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Aminoguanidinium_bicarbonate&diff=13557&oldid=prev
Mabus: Created page with "{{Chembox | Name = Aminoguanidinium bicarbonate | Reference = | IUPACName = 2-Aminoguanidinium hydrogen carbonate | PIN = | SystematicName = | OtherNames = Aminoguanidine hydr..."
2020-10-25T20:54:46Z
<p>Created page with "{{Chembox | Name = Aminoguanidinium bicarbonate | Reference = | IUPACName = 2-Aminoguanidinium hydrogen carbonate | PIN = | SystematicName = | OtherNames = Aminoguanidine hydr..."</p>
<p><b>New page</b></p><div>{{Chembox<br />
| Name = Aminoguanidinium bicarbonate<br />
| Reference =<br />
| IUPACName = 2-Aminoguanidinium hydrogen carbonate<br />
| PIN =<br />
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| OtherNames = Aminoguanidine hydrocarbonate<br>Aminoguanidine hydrogencarbonate<br>Aminoguanidinium hydrogen carbonate<br>Guanylhydrazine hydrogen carbonate<br />
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| Section5 = {{Chembox Explosive<br />
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| DetonationV = <br />
| REFactor = <br />
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| Section6 = {{Chembox Hazards<br />
| AutoignitionPt = <br />
| ExploLimits = <br />
| ExternalMSDS = [https://www.docdroid.net/S0cpAb0/aminoguanidinium-bicarbonate-sa-pdf Sigma-Aldrich]<br />
| FlashPt = <br />
| LD50 = 5.000 mg/kg (rat, oral)<br>1.160 mg/kg (rat, IP)<br />
| LC50 = <br />
| MainHazards = Irritant<br />
| NFPA-F = <br />
| NFPA-H = <br />
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| NFPA-S = <br />
}}<br />
| Section7 = {{Chembox Related<br />
| OtherAnions = <br />
| OtherCations = <br />
| OtherFunction = <br />
| OtherFunction_label = <br />
| OtherCompounds = [[Aminoguanidinium nitrate]]<br />
}}<br />
}}<br />
'''Aminoguanidinium bicarbonate''' or '''aminoguanidine bicarbonate''' is a chemical compound used as precursor for the preparation of aminoguanidine compounds. It has the chemical formula '''C<sub>2</sub>H<sub>8</sub>N<sub>4</sub>O<sub>3</sub>'''.<br />
<br />
==Properties==<br />
===Chemical===<br />
Addition of an equimolar amount of freebase [[aminoguanidine]] to aminoguanidine bicarbonate will yield [[aminoguanidinium carbonate]].<br />
<br />
Aminoguanidinium bicarbonate will react with acids to yield their respective salts.<br />
<br />
===Physical===<br />
Aminoguanidinium bicarbonate is a white solid, slightly soluble in water.<br />
<br />
==Availability==<br />
Aminoguanidine bicarbonate is sold by chemical suppliers.<br />
<br />
==Preparation==<br />
Aminoguanidinium bicarbonate can be prepared by reacting [[calcium cyanamide]] with [[hydrazine sulfate]].<br />
<br />
Can also be easily prepared by reducing [[nitroguanidine]] with [[zinc]] powder.<br />
<br />
==Projects==<br />
*Preparation of aminoguanidine compounds<br />
*Preparation of tetrazoles<br />
<br />
==Handling==<br />
===Safety===<br />
Aminoguanidine compounds don't pose significant toxicity, though they should still be handled with proper protection.<br />
<br />
===Storage===<br />
In closed bottles.<br />
<br />
===Disposal===<br />
Dilute it with water and pour it down the drain.<br />
<br />
==References==<br />
<references/><br />
===Relevant Sciencemadness threads===<br />
*[https://www.sciencemadness.org/whisper/viewthread.php?tid=155675 An improved synthesis of aminoguanidine bicarbonate]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=145513 Aminoguanidine bicarbonate from fertilizer]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=14267 Calcium cyanamide and aminoguanidine from urea and calcium oxide]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=12938 Synthetic route to tetrazoles from urea & ammonium nitrate]<br />
*[https://www.sciencemadness.org/whisper/viewthread.php?tid=155162 Unsuccessful Aminoguanidine Bicarbonate synthesis]<br />
<br />
[[Category:Chemical compounds]]<br />
[[Category:Organic compounds]]<br />
[[Category:Nitrogen compounds]]<br />
[[Category:Guanidines]]<br />
[[Category:Bicarbonates]]<br />
[[Category:Solids]]</div>
Mabus