CAS 288-32-4 Imidazole, Reagent - Materials / Alfa Chemistry

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Imidazole, Reagent

PRICE INQUIRY

Catalog Number

ACM288324-1

CAS Number

288-32-4

Product Name

Imidazole, Reagent

Structure

Category

Metal Organic Frameworks (MOFs)

Description

OtherSolid;Solid;COLOURLESS-TO-YELLOW CRYSTALS WITH CHARACTERISTIC ODOUR.

IUPAC Name

1H-imidazole

Molecular Weight

68.08g/mol

Molecular Formula

C3H4N2;C3H4N2;C3H4N2

Canonical SMILES

C1=CN=CN1

InChI

InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)

InChI Key

RAXXELZNTBOGNW-UHFFFAOYSA-N

Boiling Point

257.0 °C;257 °C;268 °C

Melting Point

90.5 °C;89.52 °C;90.5°C;89 °C

Flash Point

145 °C (293 °F) - closed cup;145 °C c.c.

Density

Relative density (water = 1): 1.03

Solubility

Very soluble in water;In water, 241 g/100 g at 20 °C;In water, 2060 g/kg H₂O at 19 °C;In water, 663 g/L at 20 °C;Very soluble in ethanol; soluble in diethyl ether, acetone, pyridine; slightly soluble in benzene;Solubility in water, g/100ml at 20 °C: 63.3 (good)

Application

Imidazole serves as a versatile reagent in a multitude of applications due to its unique chemical properties. It functions as a moderately strong base and a weak acid, showcasing stability at high temperatures and engaging in electrophilic aromatic substitution reactions. Imidazole is employed extensively as a buffer within the pH range of 6.2 to 7.8, a chelator with various divalent cations, and a corrosion inhibitor particularly on transition metals like copper. Its derivatives contribute significantly to antifungal medications such as ketoconazole and clotrimazole, and act as fire retardants in compounds like polybenzimidazole (PBI). Within the realm of analytical and synthetic organic chemistry, imidazole is used as a Karl Fischer reagent and plays a vital role in drug discovery due to its function as an important pharmacophore. It also finds applications in photography and electronics, and its salts are used as ionic liquids or precursors to stable carbenes. Moreover, it is integral in biological processes and research, aiding in the purification of histidine-tagged proteins through its incorporation in buffers for isolation via nickel affinity chromatography.

Color/Form

Monoclinic prisms from benzene;Colorless crystals;Colorless-yellow solid

Complexity

28.1

Covalently-Bonded Unit Count

EC Number

206-019-2

Exact Mass

68.037448g/mol

Formal Charge

Heavy Atom Count

ICSC Number

1721

Log P

-0.08 (LogP);log Kow = -0.08;-0.08;-0.02

MeSH Entry Terms

Al-imidazole;Cu-imidazole;imidazole;imidazole acetate;imidazole citrate;imidazole conjugate monoacid;imidazole monohydrochloride;imidazole monophosphonate;imidazole sodium;imidazolium chloride

Monoisotopic Mass

68.037448g/mol

NSC Number

60522

Odor

Amine-like odor

Other Experimental

Density: 1.0303 g/cu m at 101 °C;Index of refraction: 1.4801 at 101 °C;Viscosity: 2.696 mPa sec at 100 °C;Molar heat capacity Cp (gas) = 71.3 J/mol K;Enthalpy of formation (crystal) = 49.8 kJ/mol;Enthalpy of fusion = 12.96 kJ/mol;Enthalpy of vaporization (220-265 °C) = 57.12 kJ/mol;log Kow = -0.02 at 25 °C;Vapor pressure = 0.327 Pa at 25 °C (2.25X10-2 mm Hg at 25 °C);Henry's Law constant = 3.8X10-6 atm-cu m/mol at 25 °C (est; for the neutral species);Hydroxyl radical reaction rate constant = 3.6X10-11 cu cm/mole-sec at 24 °C

Rotatable Bond Count

RTECS Number

NI3325000

Stability

Stable under recommended storage conditions.

UNII

7GBN705NH1

UN Number

3263

Vapor Density

Relative vapor density (air = 1): 2.35

Vapor Pressure