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Guanidine

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Identification
Molecular formula
C(NH2)3
CAS number
113-00-8
IUPAC name
guanidine
State
State

At room temperature, guanidine typically exists as a solid. It is often used as a reagent in its carbonate or hydrochloride salt forms, which are more stable than the free base.

Melting point (Celsius)
50.00
Melting point (Kelvin)
323.15
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
59.07g/mol
Molar mass
59.0720g/mol
Density
1.3540g/cm3
Appearence

Guanidine appears as a colorless or white crystalline solid. It is hygroscopic, meaning it readily absorbs moisture from the air, and is commonly found as its carbonate form due to the strong basicity of the guanidine ion.

Comment on solubility

Solubility of Guanidine (C(NH2)3)

Guanidine is a highly soluble compound in various solvents due to its polar nature and the presence of multiple amino groups. Here are key points regarding its solubility:

  • Water Solubility: Guanidine is notably soluble in water, allowing it to readily dissolve and form solutions ideal for various chemical reactions.
  • Solubility in Organic Solvents: While it is predominantly soluble in polar solvents, guanidine's solubility in non-polar solvents is quite limited.
  • Effects of Temperature: The solubility increases with temperature, making hot water an excellent solvent for guanidine.
  • pH Influence: The solubility may also be influenced by pH changes, as guanidine can exist in different ionic forms depending on the solution's acidity.

In summary, the solubility of guanidine can be described as extensive in polar solvents, especially in water, which contributes to its versatility in chemical applications.

Interesting facts

Interesting Facts about Guanidine

Guanidine is a fascinating compound that plays a significant role in various scientific fields, particularly in biochemistry and medicinal chemistry. Here are some intriguing insights about this versatile molecule:

  • Source: Guanidine is naturally found in the human body, primarily as a product of the metabolism of arginine. This leads to its presence in various biological fluids, where it can act as a signaling molecule.
  • Structure: The molecular structure of guanidine consists of three amine groups connected to a central carbon atom, resulting in its unique properties. Its ability to participate in hydrogen bonding makes it a vital player in biochemical reactions.
  • Applications: This compound has a variety of applications, including:
    • Pharmaceuticals: Guanidine derivatives are explored for their potential therapeutic effects in treating conditions like myasthenia gravis and other neuromuscular disorders.
    • Research: Scientists use guanidine as a reagent in organic synthesis and as a denaturing agent in molecular biology to study proteins and nucleic acids.
  • Biochemical Role: Guanidine is recognized for its role in enhancing the stability of proteins and enzymes, thus influencing biological processes and metabolism.
  • Interesting Fact: Its name is derived from "guanine," a purine base, and reflects its significance in the chemistry of nucleic acids.

In summary, guanidine is not just a simple compound but a critical enhancer in various biochemical pathways and a valuable tool in both therapy and research. Its unique properties make it an area of continuous study and discovery.

Synonyms
guanidine
113-00-8
Iminourea
Aminomethanamidine
Carbamidine
Imidourea
Aminoformamidine
Carbamamidine
Guanidin
CHEBI:42820
EINECS 204-021-8
JU58VJ6Y3B
BRN 0506044
H2N-C(=NH)-NH2
HSDB 7603
GUANIDINE [MI]
GUANIDINE [HSDB]
GUANIDINE [VANDF]
GUANIDINE [WHO-DD]
DTXSID0023117
4-03-00-00148 (Beilstein Handbook Reference)
Guanidine, Hydrochloride
Gu
GAI
Guanidine, free base
UNII-JU58VJ6Y3B
GZ6
CHEMBL821
Epitope ID:140101
NCIOpen2_007946
(NH2)2C=NH
DTXCID603117
GTPL4783
BCP26146
BDBM50420178
STL223269
AKOS009031425
DB00536
FG152479
SBI-0207070.P001
CS-0440981
NS00013722
C17349
AB00053583_04
Q183309
BRD-K76037122-001-01-7
BRD-K76037122-001-02-5
A9B89FF5-2922-47CC-82CE-AC4157B624AE
Ribavirin Impurity T; Iminourea;Diaminomethanimine;Guanidinebase;Carbamidine
204-021-8