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288-32-4 - Imidazole, 99% - Glyoxaline - A10221 - Alfa Aesar

A10221 Imidazole, 99%

CAS Number
288-32-4
Synonyms
Glyoxaline

Size Price ($) Quantity Availability
100g 25.02
500g 75.11
2500g 259.56
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Imidazole, 99%

MDL
MFCD00005183
EINECS
206-019-2

Chemical Properties

Formula
C3H4N2
Formula Weight
68.08
Melting point
88-92°
Boiling Point
256°
Flash Point
145°(293°F)
Density
1.03
Sensitivity
Hygroscopic
Solubility
Miscible with water, ethanol, ether, acetone, chloroform, pyridine and methanol. Slightly miscible with benzene and petroleum ether.

Applications

Imidazole is used as a buffer in the range of pH 6.2-7.8. It is also an histamine antagonist. It acts as a chelator and forms complexes with various divalent cations. It is used as a corrosion inhibitor on certain transition metals such as copper. Its derivatives, like polybenzimidazole (PBI), act as fire retardants. It finds application in photography and electronics. Imidazole salts are used as ionic liquids and precursors to stable carbenes. Imidazole derivatives like ketoconazole, miconazole and clotrimazole are involved in the treatment of various systemic fungal infections. It is a part of the theophylline molecule, present in tea leaves and coffee beans, which stimulates the central nervous system.

Notes

Incompatible with acids, acid anhydrides and strong oxidizing agents.

Literature References

Nucleophilic catalyst for many acylation and silylation reactions, compare 4-(Dimethyl­amino)­pyridine, A13016.

For use in: silylation of 1,3-diketones, see Hexamethyl­disilazane, A15139; introduction of the TBDMS and TBDPS groups; see: tert-Butyl­dimethyl­chlorosilane, A13064, and tert-Butyl­diphenyl­chlorosilane, A12721, respectively.

In combination with triphenylphosphine and iodine, vic-diols are converted to alkenes: Synthesis, 469 (1979), and alcohols to alkyl iodides: Synth. Commun., 20, 1473 (1990).

With 2 moles of an aroyl halide gives, after hydrolysis, good yields of 2-aroylimidazoles: Synthesis, 675 (1978).

Sankar, M.; Ajithkumar, T. G.; Sankar, G.; Manikandan, P. Supported imidazole as heterogeneous catalyst for the synthesis of cyclic carbonates from epoxides and CO 2. Catal. Commun. 2015, 59, 201-205.

Hart, K. R.; Sottos, N. R.; White, S. R. Repeatable self-healing of an epoxy matrix using imidazole initiated polymerization. Polymer 2015, 67,/span> 174-184.

GHS Hazard and Precautionary Statements

Hazard Statements: H360-H314-H318-H302

May damage fertility or the unborn child. Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if swallowed.

Precautionary Statements: P260-P201-P280-P281-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,4912
Beilstein
103853
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2933.29
TSCA
Yes
RTECS
NI3325000

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