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

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Imidazole

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Catalog Number

ACM288324-3

CAS Number

288-32-4

Product Name

Imidazole

Structure

Category

Hydrogen Storage Materials; Metal Organic Frameworks (MOFs)

Synonyms

Glyoxaline

Description

Imidazole is a biocompatible molecule that is used as a scaffold for biomimetic applications. It is used as a bioreagent with an ability to hydrogen bond with drugs and proteins. It can be also be used as an additive for the formation of an electrolyte for fuel cell applications.

IUPAC Name

1H-imidazole

Molecular Weight

68.08

Molecular Formula

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

256 °C

Melting Point

88-91 °C

Flash Point

145 °C - closed cup

Purity

99%+

Density

Relative density (water = 1): 1.03;

Solubility

Very soluble in water;In water, 241 g/100 g at 20 deg C;In water, 2060 g/kg H₂O at 19 deg C;In water, 663 g/L at 20 deg 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);

Appearance

Crystalline

Application

Metal Plating, Electropolishing, Metal Reprocessing, Phase transfer media, Batteries Fuel Cells, Nanomaterials, Industrial Solvents, Nuclear Fuel Red Waste, Enzymatic Catalysis, Lubricants Heat Transfer and Solar Energy Conversion.

Storage

Store below +30 °C

Chemical Formula

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

68.037448136

Hazard Statements

H301 : Toxic if swallowed.H314 : Causes severe skin burns and eye damage.H361 : Suspected of damaging fertility or the unborn child.H371 : May cause damage to organs.

Heavy Atom Count

Hydrogen Bond Acceptor Count

Hydrogen Bond Donor Count

ICSC Number

1721

MDL Number

MFCD00005183

Monoisotopic Mass

68.037448136

NSC Number

60522

Odor

Amine-like odor;

Other Experimental

Density: 1.0303 g/cu m at 101 deg C;Index of refraction: 1.4801 at 101 deg C;Viscosity: 2.696 mPa sec at 100 deg 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 deg C) = 57.12 kJ/mol;log Kow = -0.02 at 25 deg C;Vapor pressure = 0.327 Pa at 25 deg C (2.25X10-2 mm Hg at 25 deg C);Henry's Law constant = 3.8X10-6 atm-cu m/mol at 25 deg C (est; for the neutral species);Hydroxyl radical reaction rate constant = 3.6X10-11 cu cm/mole-sec at 24 deg C;

pH 10.5 for 38 g/L at 20 deg C;

Precautionary Statements

P501 : Dispose of contents/ container to an approved waste disposal plant.P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray.P270 : Do not eat, drink or smoke when using this product.P202 : Do not handle until all safety precautions have been read and understood.P201 : Obtain special instructions before use.P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.P308 + P313 : IF exposed or concerned: Get medical advice/ attention.P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor.P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.P363 : Wash contaminated clothing before reuse.P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth.P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.P405 : Store locked up.

Refractive Index

1.62

Rotatable Bond Count

RTECS Number

NI3325000

Signal Word

Danger

Specific Gravity

1.16

Stability

Stable under recommended storage conditions.;

Topological Polar Surface Area

28.7 Å²

UNII

7GBN705NH1

UN Number

3263

Vapor Pressure

4.4X10-2 mm Hg at 25 deg C (est);Vapor pressure, Pa at 20 °C: 0.3;

MSDS

Download MSDS

COA

Download COA

Spec Sheet

Download Spec Sheet

Case Study

Synthesis of Multi-Substituted Imidazole Derivatives via Heterogeneous Catalysis

Kerru, Nagaraju, et al. Synthetic Communications, 2019, 49(19), 2437-2459.

The unique structural characteristics of the imidazole ring and the ideal electron-rich properties facilitate imidazole derivatives to easily bind to a variety of enzymes and receptors in biological systems through a variety of weak interactions, thereby exhibiting a wide range of biological activities. Many heterogeneous catalytic reaction pathways have been investigated for the synthesis of multisubstituted imidazole conjugates.
Heterogeneous catalytic synthesis of imidazole derivatives
· Effective heterogeneous catalytic materials include iron oxide, silicon dioxide, zirconia, chitosan, and aluminum oxide, etc.
· The Lewis acid iron oxide nanocomposites, zirconia, aluminum oxide, and nanoporous silica acid catalysts were applied in one-pot condensation reaction afforded multisubstituted imidazoles.
· Success of use of ionic liquid in construction of functionalized imidazoles opens new avenues of their synthesis.

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