Skip to main content

Imidazole

ADVERTISEMENT
Identification
Molecular formula
C3H4N2
CAS number
288-32-4
IUPAC name
imidazole
State
State

Imidazole is a solid at room temperature. It is usually provided and stored as a solid crystalline powder due to its stability in this form. It can be dissolved in water and some organic solvents, forming clear solutions.

Melting point (Celsius)
89.00
Melting point (Kelvin)
362.00
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.00
General information
Molecular weight
68.08g/mol
Molar mass
68.0770g/mol
Density
1.2300g/cm3
Appearence

Imidazole is a colorless to pale yellow crystalline solid. Often, it is provided as a powder for laboratory uses. The substance can appear as clear crystals or crystalline powder that may form solutions in water due to its polar nature. It is a basic compound and is slightly hygroscopic.

Comment on solubility

Solubility of Imidazole (C3H4N2)

Imidazole is a fascinating organic compound with significant solubility characteristics that are important for its diverse applications in biochemistry and medicinal chemistry. Here are some key points regarding its solubility:

  • Solvent Compatibility: Imidazole is highly soluble in polar solvents such as water and alcohols, which is crucial for its role in biological systems.
  • Water Solubility: It exhibits strong solubility behavior in water, generally dissolving about 1.8 g per 100 mL at room temperature.
  • Effect of pH: The solubility of imidazole increases significantly in acidic or basic conditions due to the protonation and deprotonation of its nitrogen atoms, making it an excellent candidate for buffer solutions.
  • Applications: The solubility characteristics enable imidazole to be utilized effectively in a range of applications, including coordination chemistry and as a ligand in enzyme reactions.

In conclusion, the substantial solubility of imidazole in water and its behavior under varying pH conditions play a vital role in its function and utility in various chemical and biological processes. Its ability to interact favorably with both hydrophilic and hydrophobic environments illustrates its versatility as a chemical compound.

Interesting facts

Interesting Facts about Imidazole

Imidazole is an intriguing organic compound that plays a crucial role in various biochemical systems. Here are some notable aspects:

  • Biological Importance: Imidazole is a key component in many biological molecules, including histidine, an essential amino acid. Its presence in proteins allows for a range of enzymatic functions and metabolic processes.
  • Versatile Chemistry: Due to its unique structure, imidazole acts as a versatile building block in organic synthesis, paving the way for the development of pharmaceuticals, agrochemicals, and complex materials.
  • Protonation Behavior: Imidazole can exist in both protonated and deprotonated forms, making it a fantastic candidate for a variety of chemical reactions, particularly in catalysis and acid-base chemistry.
  • Coordinate Chemistry: The nitrogen atoms in imidazole can coordinate with metal ions, leading to its use in coordination chemistry. It helps create metal-imidazole complexes that have applications in catalysis and materials science.
  • pH Indicator: Because imidazole has specific acid-base properties, it is useful as a pH indicator in biochemical experiments, allowing scientists to monitor changes in acidity.

In summary, imidazole is not merely a simple heterocyclic compound; its roles in biology and chemistry demonstrate its multifaceted nature and essential contributions to scientific advancement. As Richard Feynman once said, "The scientist is not a person who gives the right answers, he’s one who asks the right questions." Understanding compounds like imidazole prompts us to ask deeper questions about the molecular world.

Synonyms
imidazole
1H-Imidazole
288-32-4
Glyoxaline
Imidazol
Iminazole
Miazole
1,3-Diazole
Glyoxalin
Imutex
1,3-Diaza-2,4-cyclopentadiene
Pyrro(b)monazole
USAF EK-4733
Glioksal
Formamidine, N,N'-vinylene-
Pyrro[b]monazole
Glioksal [Polish]
Methanimidamide, N,N'-1,2-ethenediyl-
CCRIS 3345
IMD
AI3-24703
NSC 60522
DTXSID2029616
N,N'-vinyleneformamidine
BRN 0103853
EINECS 206-019-2
UNII-7GBN705NH1
NSC 51860
7GBN705NH1
CHEBI:16069
N,N'-1,2-ethenediylmethanimidamide
MFCD00005183
NSC-60522
CHEMBL540
ENALAPRIL IMPURITY I
DTXCID809616
HSDB 8449
EC 206-019-2
5-23-04-00191 (Beilstein Handbook Reference)
IMIDAZOLE (USP-RS)
IMIDAZOLE [USP-RS]
Him
1H-imidazol
CAS-288-32-4
Imidazole (8CI)
NSC51860
CLOTRIMAZOLE IMPURITY D (EP IMPURITY)
CLOTRIMAZOLE IMPURITY D [EP IMPURITY]
Imidazole, puriss. p.a., >=99.5% (GC)
ENALAPRIL MALEATE IMPURITY I (EP IMPURITY)
ENALAPRIL MALEATE IMPURITY I [EP IMPURITY]
SILDENAFIL CITRATE IMPURITY E (EP IMPURITY)
SILDENAFIL CITRATE IMPURITY E [EP IMPURITY]
Immidazole
imidazole-
1-H-imidazole
Glyoxaline solution
Imidazole, Reagent
{Pyrro[b]monazole}
1,4-cyclopentadiene
Imidazole, ACS grade
1,3-Dia-zole
1H-Imidazole (9CI)
IMIDAZOLE [MI]
Imidazole buffer Solution
Formamidine,N'-vinylene-
bmse000096
bmse000790
WLN: T5M CNJ
IMIDAZOLE [WHO-DD]
NCIStruc1_001975
NCIStruc2_000693
Imidazole, LR, >=99%
MLS001055465
BDBM7882
CHEBI:14434
1,3-Diaza-2,4-cyclopentadiene-
Imidazole, ReagentPlus(R), 99%
Imidazole, for synthesis, 99.5%
BCP26547
GAA74543
HY-D0837
NSC60522
ZCA35070
ZCA36246
Methanimidamide,N'-1,2-ethenediyl-
Tox21_201504
Tox21_303345
s6006
STK362967
AKOS000120177
CS-5135
DB03366
FI34308
Imidazole, BioUltra, >=99.5% (GC)
NCGC00090984-01
NCGC00090984-02
NCGC00257344-01
NCGC00259055-01
BP-11451
SMR000057825
Imidazole, SAJ special grade, >=99.0%
Imidazole, Vetec(TM) reagent grade, 98%
DB-002018
FLUTRIMAZOLE IMPURITY A [EP IMPURITY]
I0001
I0014
I0288
I0290
Imidazole, >=99% (titration), crystalline
NS00001351
EN300-19083
Imidazole Zone Refined (number of passes:30)
Imidazole, ACS reagent, >=99% (titration)
A15456
C01589
P17516
Q328692
Imidazole, for molecular biology, >=99% (titration)
F2190-0638
Z104472692
Imidazole, BioUltra, for molecular biology, >=99.5% (GC)
Imidazole, European Pharmacopoeia (EP) Reference Standard
4286D518-643C-4C69-BCE7-519D073F4992
Imidazole, United States Pharmacopeia (USP) Reference Standard
InChI=1/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5
Imidazole;1,3-diazole; glyoxaline; 1,3-diazacyclopenta-2,4-diene
ONDANSETRON HYDROCHLORIDE DIHYDRATE IMPURITY E [EP IMPURITY]
ONDANSETRON HYDROCHLORIDE IMPURITY, IMIDAZOLE- [USP IMPURITY]
Imidazole, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99%
Imidazole, Pharmaceutical Secondary Standard; Certified Reference Material
Ondansetron impurity E, European Pharmacopoeia (EP) Reference Standard
206-019-2
227760-40-9