Imidazole

An aromatic compound, C3H4N2, 68.079 g/mol. Boiling point 257 °C, melting point 90.5 °C, as published.

verified recordOrganic — aromatic compound9 measured properties

Identifiers

Molecular formula: C₃H₄N₂
Molecular weight: 68.079 g/mol
Exact mass: 68.037448 g/mol
IUPAC name: 1H-imidazole
SMILES: c1c[nH]cn1
InChI: InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
InChIKey: RAXXELZNTBOGNW-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 257 °Cmeasured · DrugBank; 257 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: 90.5 °Cmeasured · DrugBank; 89.52 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: Density: 1.0303 g/cu m at 101 °Cmeasured · Hazardous Substances Data Bank (HSDB); Relative density (water = 1): 1.03measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Solubility: Very soluble in watermeasured · Hazardous Substances Data Bank (HSDB); In water, 241 g/100 g at 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 0.002 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases; Vapor pressure = 0.327 Pa at 25 °C (2.25X10-2 mm Hg at 25 °C)measured · Hazardous Substances Data Bank (HSDB)
LogP: -0.08measured · DrugBank; log Kow = -0.08measured · Hazardous Substances Data Bank (HSDB)
Flash Point: 145 °C (293 °F) - closed cupmeasured · Hazardous Substances Data Bank (HSDB); 145 °C c.c.measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Viscosity: 2.617 mm²/s at 100 °Cmeasured · reference compound database
Refractive Index: Index of refraction: 1.4801 at 101 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-318

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 68.08 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 68.037448136 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: -0.1calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 28.7 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 28calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 1calculated · reference compound database
H-bond acceptors: 1calculated · reference compound database
logP: 0.4097calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 28.68 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 1calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 0calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 18.5877 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4683calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon3 atoms · 52.9% by mass
N Nitrogen2 atoms · 41.1% by mass
H Hydrogen4 atoms · 5.9% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 5
Total atoms, hydrogen included: 9
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Aromatic ring (five-membered)
A flat five-membered ring with delocalised electrons, such as furan, thiophene or pyrrole.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Imidazole yet.

Other names for it

The systematic name on this record is 1H-imidazole.

The sources also call it 1H-Imidazole, Glyoxaline, Imidazol, Iminazole, Miazole, 1,3-Diazole, Imutex, Glyoxalin, 1,3-Diaza-2,4-cyclopentadiene, Pyrro(b)monazole, Glioksal.

Structurally related

Nothing structurally close to Imidazole has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Imidazole. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

1,4-Dioxane

used as a reactant

C₄H₈O₂, 88.106 g/mol.

(2-Chlorophenyl)diphenylmethanol

used as a reactant

C₁₉H₁₅ClO, 294.781 g/mol.

(2-Bromoethoxy)-tert-butyldimethylsilane

formed as a product

C₈H₁₉BrOSi, 239.229 g/mol.

(2RS,5RS)-1-{3-[5-(4-Fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propyl}-1H-imidazole

formed as a product

C₂₃H₂₆FN₃O₂S, 427.545 g/mol.

Where these values came from

reference compound database795
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.