60742-60-1

Basic information

• Product Name: 2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE
• Synonyms: CROWN ETHER/DECYL-18-CROWN-6;DECYL-18-CROWN-6;2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE;1,4,7,10,13,16-Hexaoxacyclooctadecane, 2-decyl-
• CAS NO: 60742-60-1
• Molecular Formula: C₂₂H₄₄O₆
• Molecular Weight: 404.58
• Mol File: 60742-60-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE(60742-60-1)
• EPA Substance Registry System: 2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE(60742-60-1)

Safety Data

• Hazardous Substances Data: 60742-60-1(Hazardous Substances Data)

Usage

General Description

2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE, also known as dodecyl pentaethylene glycol, is a synthetic chemical compound with the molecular formula C30H60O6. It belongs to the class of glycol ethers and is commonly used as a surfactant and emulsifier in various industrial applications, including in the production of adhesives, paints, and coatings. This chemical compound has a hydrophobic alkyl chain (decyl) and a hydrophilic ethylene glycol chain, making it highly effective at lowering the surface tension of liquids and enhancing their mixing and dispersion properties. It is also known for its ability to solubilize oils and enhance the stability of emulsions. Due to its versatility and compatibility with a wide range of substances, 2-DECYL-1,4,7,10,13,16-HEXAOXACYCLO-OCTADECANE is widely used in the manufacturing of various consumer and industrial products.

Upstream product

• 2855-19-8 Decyl-oxiran 
• 4792-15-8 Pentaethylene glycol 
• 60742-63-4 2,2'-(1-decyl-ethane-1,2-diyldioxy)-bis-ethanol 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 17455-13-9 18-crown-6 ether 
• 872-05-9 1-Decene 

Relevant articles and documents

Micellar formation study of crown ether surfactants

Fluorescence probe and nuclear magnetic resonance (NMR) methods were employed to investigate the micellation of prepared crown ether surfactants, e.g. decyl 15-crown-5 and decyl 18-crown-6. Pyrene was employed as the fluorescence probe to evaluate the critical micellar concentration (CMC) of these surfactants in aqueous solutions while spin lattice relaxation times (T1) and chemical shifts of H-1 NMR were applied in non-aqueous solutions. Decyl 15-crown-5 with lower CMC forms micelles much easier than decyl 18-crown-6 with higher CMC in aqueous solutions, whereas decyl 18-crown-6 forms micelles easier than decyl 15-crown-5 in nonaqueous solutions. Comparison of the CMC of crown ether surfactants and other polyoxyethylene surfactants such as decylhexaethylene glycol was made. Effects of salts and solvents on the micellar formation were also investigated. In general, additions of both alkali metal salts and polar organic solvents into the aqueous surfactant solutions increased in the CMC of these surfactants. The formation of micelles in organic solvents such as methanol and acetonitrile was successfully observed by the NMR method while it was difficult to study these surfactants in organic solutions by the pyrene fluorescence probe method. The NMR study revealed that the formation of micelles resulted in the decrease in all H-1 spin lattice relaxation times (T1) of hydrophobic groups, e.g. CH3 and CH2, and hydrophilic group OCH2 of these surfactants. However, upon the micellar formation, the H-1 chemical shifts (δ) of these surfactant hydrophobic groups were found to shift to downfield (increased δ) while the chemical shift of the hydrophilic group OCH2 moved to up-field. Comparison of the spin lattice relaxation time and H-1 chemical shift methods was also made and discussed.

Synthesis of Substituted Crown-Ethers by Radical Addition of 18-Crown-6

An example of the synthesis of substituted crown-ethers by radical addition reaction of 18-crown-6 (1) to several α-olefins (2a-e), cyclohexene (2f), Vinyl butyl ether (2g), allyl alcohol (2h), trimethylvinylsilane (2i), diethylmaleate (2j) and formaldehyde (2k) in the presence of a peroxide initiator was studied.

Synthesis of Substituted Crown Ethers from Oligoethylene Glycols

A convenient synthetic method for preparing 12-crown-4, 15-crown-5, 18-crown-6, and 21-crown-7 bearing various substituents by intramolecular cyclization of the corresponding substituted oligoethylene glycols in high yields is described.Substituents include modifiable pendent groups such as phenyl and hydroxymethyl, as well as various alkyl groups.Stability constants for the new substituted crown ethers with sodium and potassium ions in methanol were determined by potentiometric titration.The absolute effect of pendent groups on stability constants was insignificant.