13039-39-9

Basic information

• Product Name: 6-Octanoyl Sucrose
• Synonyms: 6-Octanoyl Sucrose;β-D-Fructofuranosyl α-D-Glucopyranoside 6-Octanoate;b-D-Fructofuranosyl a-D-glucopyranoside 6-octanoate
• CAS NO: 13039-39-9
• Molecular Formula: C20H36O12
• Molecular Weight: 468.49264
• Product Categories: Oligosaccharides
• Mol File: 13039-39-9.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Octanoyl Sucrose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Octanoyl Sucrose(13039-39-9)
• EPA Substance Registry System: 6-Octanoyl Sucrose(13039-39-9)

Safety Data

• Hazardous Substances Data: 13039-39-9(Hazardous Substances Data)

Usage

Uses

Monoesters of sucrose and fatty acids become furthermore of primary interest owing to their surfactant properties.

Upstream product

• 108377-41-9 3-octanoylthiazolidine-2-thione 
• 57-50-1 Sucrose 
• 106-32-1 octanoic acid ethyl ester 
• 111-64-8 n-octanoic acid chloride 
• 124-07-2 Octanoic acid 
• 818-44-0 vinyl octanoate 
• 2264-29-1 2,2,2-trifluoroethyl octanoate 
• 134403-80-8 3-octanoyl-5-methyl-1,3,4-thiadiazole-2(3H)-thione 
• 111-11-5 methyl octanate 

Relevant articles and documents

Shape dependence in the formation of condensed phases exhibited by disubstituted sucrose esters

We report on the self-organizing properties of sucrose esters that are di-(1′,6′, 1′,6, and 6,6′)-substituted with aliphatic chains of identical or different chain lengths and levels of saturation. For the materials possessing two saturated aliphatic chains, the compounds exhibited thermotropic lamellar smectic A phases. A remarkable new phase transition was observed for the di-octadecanoyl homologue in which one smectic A phase transformed into another with a continuous change in layer spacing, but with a discontinuous change in the correlation length. The incorporation of long cis-unsaturated chains led to increased cross-sectional areas of the chains relative to the sucrose head groups and, hence, columnar phases were observed.

Regioselective formation of 6-O-acylsucroses and 6,3′-di-O-acylsucroses via the stannylene acetal method

Regioselective formation of 6-O-acylsucroses and 6,3′-di-O-acylsucroses in one pot with good yields was achieved for the first time by a typical acylation method of sucrose via its dibutylstannylene acetal. Pure monoesters at OH-6 and diesters at OH-6,3′ obtained by these procedures were readily isolated by simple column chromatography, thus overcoming the main difficulties associated with regioselectivity, efficiency, and isolation techniques for the practical preparation. Explanations for the regioselectivities observed during this stannylene acetal-mediated reaction were also proposed based on the structures of the stannylene acetal in solution and the intramolecular migration of stannylenes.

Sucrose esterification under Mitsunobu conditions: Evidence for the formation of 6-O-acyl-3′,6′-anhydrosucrose besides mono and diesters of fatty acids

A series of sucrose monoesters and homogeneous or mixed diesters, which have various chain lengths and saturation levels, were prepared under Mitsunobu conditions with good regioselectivity. Among the anhydro derivatives arising from competitive intramolecular etherification, 3′,6′-anhydrosucrose 6-O-monoesters, which have never been reported, were identified.