Benzo 18-Crown-6 | 14098-24-9

Synonym:benzo-18-crown-6, b18c6-benzo crown ether, benzo-18-crown 6-ether, 2,3,5,6,8,9,11,12,14,15-decahydrobenzo b 1,4,7,10,13,16 hexaoxacyclooctadecine, 2,3-benzo-1,4,7,10,13,16-hexaoxaoctadec-2-ene, monobenzo-18-crown-6, benzo-18-crown6-ether, 2,3-benzo-18-crown-6, benzo-18-crown, benzo-18-crown 1g

General Description of 18-Crown-6  

18-Crown-6 is a macrocyclic polyether utilized to synthesize ionic liquid-based crown-ether coordination molecules.

The simplest crown ether is 18-Crown-6, which may be made by mixing triethylene glycol with triethylene glycol dichloride in the presence of potassium hydroxide as a base. In nonpolar and dipolar aprotic solvents, 18-Crown-6 can dissolve metal salts, notably potassium salts. Thus, it is commonly employed as a phase transfer catalyst. It may also be used as a metal complexing agent to create various molecular compounds.

 Application of 18-Crown-6

18-Crown-6 acts as a catalyst in a variety of reactions:

• N-alkylation of heterocyclic compounds in the presence of a tert-butoxide base.
• Allylation of aldehydes with potassium allyltrifluoroborate to produce homoallylic alcohols.
• The reaction between pyrrole and potassium hydroxide yields N-propargylpyrrole.
• Polymerization of methacrylic esters and inhibited alkyl acrylates.
• The chemo-selective reduction of fused tetrazoles using NaBH4 and potassium hydroxide.

Furthermore, 18-Crown-6 increases the solubility of metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents, making it a practical phase transfer catalyst. It is also used as a metal complexing agent to form different molecular complexes and as a phase-transfer catalyst.

 Benefits of 18-Crown-6

• 18-Crown-6 increases the solubility of metal salts, notably potassium salts, in nonpolar and dipolar aprotic solvents. This feature is critical for enabling reactions that would otherwise be difficult due to low solubility.

• It functions as an excellent phase transfer catalyst, allowing ionic species to be transferred between phases, considerably increasing reaction speeds and yields in biphasic systems.

• By enabling reactions under gentler circumstances and decreasing the need for harsh reagents or excessive temperatures, 18-Crown-6 helps to make chemical processes safer and more ecologically friendly. 

• It forms stable complexes with metal ions, which may be exploited to create a wide range of molecular complexes. This feature is helpful in both coordination chemistry and materials research.

• 18-Crown-6 can improve the selectivity of specific chemical processes, resulting in higher-purity products while minimizing the development of undesirable byproducts.

• Because it can be used in various reactions and processes, 18-Crown-6 is a versatile reagent for use in research and industry.

The potential to enhance reaction efficiency and yields can lead to cost reductions in large-scale chemical manufacturing, making 18-Crown-6 an economically viable option.

Safety Information

18-Crown-6 bears the GHS07 exclamation mark and the signal phrase “Warning.” It is hazardous if eaten (H302) and is classed as Acute Toxicity 4 (Oral). Precautionary statements include P264, P270, P301+P312, and P501. It should be kept as a flammable solid (Storage Class Code 11) and has a significant water risk (WGK 3). There is no corresponding flash point. An N95 dust mask, eye shields, and gloves are among the recommended personal protective equipment.

Acidity of 18-Crown-6:

18-Crown-6 is a neutral chemical that does not produce acidity.

 Point of 18-Crown-6:

18-Crown-6 has a melting point of around 37°C.

Density of 18-Crown-6:

The density of 18 Crown-6 is approximately 1.23 g/cm³.

Boiling Point of 18-Crown-6:

The boiling point of 18-Crown-6 has yet to be reached since it decomposes before then.

Specifications