125590-73-0

Basic information

• Product Name: 2-ETHYLHEXYLGLUCOPYRANOSIDE
• Synonyms: 2-ETHYLHEXYLGLUCOPYRANOSIDE;alpha-D-Glucopyranoside, 2-ethylhexyl
• CAS NO: 125590-73-0
• Molecular Formula: C14H28 O6
• Molecular Weight: 292.36900
• Mol File: 125590-73-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-ETHYLHEXYLGLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHYLHEXYLGLUCOPYRANOSIDE(125590-73-0)
• EPA Substance Registry System: 2-ETHYLHEXYLGLUCOPYRANOSIDE(125590-73-0)

Safety Data

• Hazardous Substances Data: 125590-73-0(Hazardous Substances Data)

Usage

General Description

2-Ethylhexylglucopyranoside is a non-ionic surfactant that is widely used in various industries, including personal care, agricultural, and pharmaceutical. It is a sugar-based compound derived from glucose and 2-ethylhexanol, and is known for its mild and gentle cleansing effects on the skin and hair. It is often used as an emulsifier, solubilizer, and stabilizer in cosmetics and toiletries, and is considered to be a safer and more environmentally friendly alternative to traditional surfactants. In agriculture, it is used as a wetting agent and adjuvant in pesticide formulations, while in pharmaceuticals, it is utilized as a solubilizer for poorly water-soluble drugs. 2-Ethylhexylglucopyranoside is valued for its ability to enhance the efficacy of other active ingredients while being relatively mild and non-irritating to the skin.

Upstream product

• 104-76-7 2-Ethylhexyl alcohol 
• 4163-60-4 β-D-galactose peracetate 
• 433930-42-8 2-ethylhexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 604-69-3 β-D-glucose pentaacetate 

Relevant articles and documents

A reevaluation of the epimeric and anomeric relationship of glucosides and galactosides in thermotropic liquid crystal self-assemblies

Anomers and epimers α- and β-gluco and -galactosides are expected to behave differently. However, recent results on a series of Guerbet glycosides have indicated similar liquid crystal clearing temperatures for pure β-glucosides and the corresponding α-galactosides. This observation has led to speculation on similarities in the self-assembly interactions between the two systems, attributed to the trans-configuration of the 4-OH group and the hydrophobic aglycon. Previous simulations on related bilayers systems support this hypothesis, by relating this clearing transition temperature to intralayer (sugar-sugar) hydrogen bonding. In order to confirm the hypothesis, the comparison was expanded to include the cis-configurated pair, that is, α-gluco/β-galactoside. A set of α-configurated Guerbet glucosides as well as octyl α-galactoside were prepared and their thermotropic phase behavior studied. The data obtained enabled a complete comparison of the isomers of interest. While the results in general are in line with a pairing of the stereo-isomers according to the indicated cis/trans-configuration, differences within the pairs can be explained based on the direction of hydrogen bonds from a simple modeling study.

Synthesis of C7-C16-alkyl glycosides: Part I - Synthesis of alkyl D-glucopyranosides in the presence of tin (IV) chloride as a Lewis acid catalyst

The Lewis acid catalyzed glycosylation reaction of β-peracetylated sugar derivative (glucose) with fatty alkanols is used in a synthesis of C7-C16-alkyl glucopyranosides. The process occurs under the influence of tin (IV) chloride.