33529-01-0

Basic information

• Product Name: 1-hexylimidazole
• Synonyms: N-hexyl-iMidazole;1-Hexyl-1H-imidazole;1-hexylimidazole
• CAS NO: 33529-01-0
• Molecular Formula: C₉H₁₆N₂
• Molecular Weight: 152.24
• Mol File: 33529-01-0.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 117°C
• Appearance: /
• Density: 0.93g/cm³
• Storage Temp.: 2-8°C
• PKA: 7.20±0.12(Predicted)
• CAS DataBase Reference: 1-hexylimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hexylimidazole(33529-01-0)
• EPA Substance Registry System: 1-hexylimidazole(33529-01-0)

Safety Data

• Hazardous Substances Data: 33529-01-0(Hazardous Substances Data)

Usage

General Description

1-Hexylimidazole is a chemical compound with the molecular formula C9H16N2. It is a member of the imidazole class of heterocyclic compounds and is characterized by a six-membered ring containing four carbon atoms and two nitrogen atoms. 1-Hexylimidazole has a range of applications, including its use as a corrosion inhibitor, a solvent, and as a building block in the synthesis of pharmaceuticals and other organic compounds. It is also used in the manufacture of coatings, adhesives, and other industrial products. The compound is known for its low toxicity and is considered to have minimal adverse effects on human health and the environment when used in accordance with proper safety precautions and regulations.

Upstream product

• 288-32-4 1H-imidazole 
• 544-10-5 1-Chlorohexane 
• 111-25-1 1-bromo-hexane 
• 638-45-9 1-Iodohexane 
• 2232-08-8 N-tosylimidazole 
• 111-27-3 hexan-1-ol 
• 110-53-2 1-Bromopentane 
• 16156-50-6 n-hexyl methanesulfonate 
• 5587-42-8 imidazolyl sodium 

Downstream Products

• 439937-61-8 1-(1-butyl-3-imidazolio)butane-4-sulfonate 
• 1431720-85-2 N-hexyl-N-((Z)-2-{[(Z)-3-oxo-1,3-diphenyl-1-propenyl]amino}ethenyl)formamide 

Relevant articles and documents

N-Functionalised Imidazoles as Stabilisers for Metal Nanoparticles in Catalysis and Anion Binding

Metal nanoparticles (NPs) have physicochemical properties which are distinct from both the bulk and molecular metal species, and provide opportunities in fields such as catalysis and sensing. NPs typically require protection of their surface to impede aggregation, but these coatings can also block access to the surface which would be required to take advantage of their unusual properties. Here, we show that alkyl imidazoles can stabilise Pd, Pt, Au, and Ag NPs, and delineate the limits of their synthesis. These ligands provide an intermediate level of surface protection, for which we demonstrate proof-of-principle in catalysis and anion binding.

Thermo-solvatochromism in binary mixtures of water and ionic liquids: On the relative importance of solvophobic interactions

The thermo-solvatochromism of 2,6-dibromo-4-[(E)-2-(1-methylpyridinium-4- yl)ethenyl] phenolate, MePMBr2, has been studied in mixtures of water, W, with ionic liquids, ILs, in the temperature range of 10 to 60 °C, where feasible. The objectives of the study were to test the applicability of a recently introduced solvation model, and to assess the relative importance of solute-solvent solvophobic interactions. The ILs were 1-allyl-3-alkylimidazolium chlorides, where the alkyl groups are methyl, 1-butyl, and 1-hexyl, respectively. The equilibrium constants for the interaction of W and the ILs were calculated from density data; they were found to be linearly dependent on NC, the number of carbon atoms of the alkyl group; van't Hoff equation (log K versus 1/T) applied satisfactorily. Plots of the empirical solvent polarities, ET (MePMBr2) in kcal mol-1, versus the mole fraction of water in the binary mixture, χw, showed non-linear, i.e., non-ideal behavior. The dependence of ET (MePMBr2) on χw, has been conveniently quantified in terms of solvation by W, IL, and the "complex" solvent IL-W. The non-ideal behavior is due to preferential solvation by the IL and, more efficiently, by IL-W. The deviation from linearity increases as a function of increasing NC of the IL, and is stronger than that observed for solvation of MePMBr2 by aqueous 1-propanol, a solvent whose lipophilicity is 12.8 to 52.1 times larger than those of the ILs investigated. The dependence on NC is attributed to solute-solvent solvophobic interactions, whose relative contribution to solvation are presumably greater than that in mixtures of water and 1-propanol.

A Remarkable Fluorescence Quenching Based Amplification in ATP Detection through Signal Transduction in Self-Assembled Multivalent Aggregates

Signal transduction is essential for the survival of living organisms, because it allows them to respond to the changes in external environments. In artificial systems, signal transduction has been exploited for the highly sensitive detection of analytes. Herein, a remarkable signal transduction, upon ATP binding, in the multivalent fibrillar nanoaggregates of anthracene conjugated imidazolium receptors is reported. The aggregates of one particular amphiphilic receptor sensed ATP in high pm concentrations with one ATP molecule essentially quenching the emission of thousands of receptors. A cooperative merging of the multivalent binding and signal transduction led to this superquenching and translated to an outstanding enhancement of more than a millionfold in the sensitivity of ATP detection by the nanoaggregates; in comparison to the “molecular” imidazolium receptors. Furthermore, an exceptional selectivity to ATP over other nucleotides was demonstrated.

Detosylative (Deutero)alkylation of Indoles and Phenols with (Deutero)alkoxides

An efficient strategy for N/O-(deutero)alkylation of indoles and phenols with alkoxides/alcohols as the alkylation reagents is described. The consecutive detosylation/alkylation transformations feature mild reaction conditions, high ipso-selectivity, and good functional group tolerance (>50 examples). A one-pot selective N-alkylation of unprotected indoles with alcohols and TsCl is also realized. The application of this method is demonstrated by the introduction of isotope-labeled (CD3 and 13CH3) groups using the readily accessible labeled alcohols and the synthesis of pharmaceuticals.