Difference between revisions of "Aminoguanidine"

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Aminoguanidine canso al be prepared by reducing [[nitroguanidine]] with [[zinc]] powder in [[acetic acid]].<ref>http://www.orgsyn.org/demo.aspx?prep=CV3P0073</ref> Reaction produces aminoguanidine acetate, which can be converted into pure base by dissolving the solid in another solvent, then adding a strong base, like [[sodium methoxide]].
 
Aminoguanidine canso al be prepared by reducing [[nitroguanidine]] with [[zinc]] powder in [[acetic acid]].<ref>http://www.orgsyn.org/demo.aspx?prep=CV3P0073</ref> Reaction produces aminoguanidine acetate, which can be converted into pure base by dissolving the solid in another solvent, then adding a strong base, like [[sodium methoxide]].
 +
 +
A better reduction of nitroguanidine can be performed by adding zinc powder to a stirred suspension of nitroguanidine in [[ammonium sulfate]] solution. The zinc oxide sludge is filtred off and remaining zinc is kept dissolved by adding [[ammonia]] solution, the aminoguanidine is precipitated as the bicarbonate.<ref>https://patents.google.com/patent/US2537328A/en</ref><ref>https://www.lambdasyn.org/synfiles/aminoguanidinhydrogencarbonat.htm</ref>
  
 
==Projects==
 
==Projects==
 
*Make aminoguanidinium nitrate
 
*Make aminoguanidinium nitrate
 
*Make tetrazoles
 
*Make tetrazoles
 +
*Make nickel complexes<ref>https://www.youtube.com/watch?v=Lfnx0wjltyA</ref>
  
 
==Handling==
 
==Handling==
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==Gallery==
 
==Gallery==
 
<gallery widths="200" position="center" columns="4" orientation="none">
 
<gallery widths="200" position="center" columns="4" orientation="none">
Aminoguanidine_bicarbonate.jpg|Aminoguanidine bicarbonate
+
Aminoguanidine_bicarbonate.jpg|Aminoguanidine bicarbonate made from calcium cyanamide
 +
Aminoguanidine_bicarbonate_2.jpg|Aminoguanidine bicarbonate made from nitroguanidine
 +
Aminoguanidine_bicarbonate_micro.jpg|Aminoguanidine bicarbonate under the microscope, image width is about 3 mm
 +
Nickel_aminoguanidine_sulfate_and_nitrate.jpg|Bis(aminoguanidine)nickel(II) sulfate (left) and nitrate (right)
 +
Nickel_aminoguanidine_perchlorate.jpg|Bis(aminoguanidine)nickel(II) perchlorate
 +
Nickel_aminoguanidine_perchlorate_micro.jpg|Bis(aminoguanidine)nickel(II) perchlorate under the microscope, image width is about 3 mm
 
</gallery>
 
</gallery>
  
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===Relevant Sciencemadness threads===
 
===Relevant Sciencemadness threads===
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=29341 Aminoguanidine from Nitroguanidine?]
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=29341 Aminoguanidine from Nitroguanidine?]
 +
*[https://www.sciencemadness.org/whisper/viewthread.php?tid=155675 An improved synthesis of aminoguanidine bicarbonate]
  
 
[[Category:Chemical compounds]]
 
[[Category:Chemical compounds]]

Latest revision as of 21:38, 3 August 2020

Aminoguanidine
Names
IUPAC name
2-Aminoguanidine
Other names
Guanyl hydrazine
Hydrazinecarboximidamide
Imino semicarbazide
Monoaminoguanidine
Pimagedine
Properties
CH6N4
Molar mass 74.085 g/mol
Odor Odorless
Density 1.72 g/cm3
Boiling point 261 °C (502 °F; 534 K)
Solubility Reacts with acids
Hazards
Safety data sheet None
Related compounds
Related compounds
Guanidine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Aminoguanidine, also known as pimagedine, is an organic base, a derivate of guanidine.

Properties

Chemical

Aminoguanidine is highly basic, and will readily absorb carbon dioxide forming aminoguanidine carbonate/bicarbonate.

Physical

Aminoguanidine is a white solid.

Availability

Pure aminoguanidine is difficult to find, but its salts are more readily available.

Preparation

Aminoguanidine can be prepared from calcium cyanamide and hydrazine sulfate. Reaction produces impure aminoguanidine, which is then converted to aminoguanidine bicarbonate, for easier purification. To obtain the free base, a strong base, like sodium methoxide is added and the freebase aminoguanidine is extracted.[1]

Aminoguanidine canso al be prepared by reducing nitroguanidine with zinc powder in acetic acid.[2] Reaction produces aminoguanidine acetate, which can be converted into pure base by dissolving the solid in another solvent, then adding a strong base, like sodium methoxide.

A better reduction of nitroguanidine can be performed by adding zinc powder to a stirred suspension of nitroguanidine in ammonium sulfate solution. The zinc oxide sludge is filtred off and remaining zinc is kept dissolved by adding ammonia solution, the aminoguanidine is precipitated as the bicarbonate.[3][4]

Projects

  • Make aminoguanidinium nitrate
  • Make tetrazoles
  • Make nickel complexes[5]

Handling

Safety

There is little information about the toxicity of this compound and its salts. Pimagedine, like other guanidine derivates, has been investigated in the treatment of diabetes, more specifically diabetic kidney disease.

Storage

In closed bottles.

Disposal

No special disposal is required. Can be poured down the drain.

Gallery

References

  1. https://www.youtube.com/watch?v=mvh_cV8eaG4
  2. http://www.orgsyn.org/demo.aspx?prep=CV3P0073
  3. https://patents.google.com/patent/US2537328A/en
  4. https://www.lambdasyn.org/synfiles/aminoguanidinhydrogencarbonat.htm
  5. https://www.youtube.com/watch?v=Lfnx0wjltyA

Relevant Sciencemadness threads