103536-97-6

Basic information

• Product Name: 2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol
• Synonyms: 2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol;(3R,3aR,6R,6aR)-3,6-Bis(allyloxy)hexahydrofuro[3,2-b]furan
• CAS NO: 103536-97-6
• Molecular Formula: C12H18O4
• Molecular Weight: 226.26892
• Mol File: 103536-97-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 173 °C(Press: 10 Torr)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol(103536-97-6)
• EPA Substance Registry System: 2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol(103536-97-6)

Safety Data

• Hazardous Substances Data: 103536-97-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol is used as a reagent in organic synthesis for its ability to undergo various chemical reactions, contributing to the formation of new compounds.
Used in Polymer Chemistry:
2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol is used as a cross-linking agent in the production of polymers and resins, enhancing the properties and performance of these materials.
Used in Pharmaceutical Industry:
2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol is used as a component in the development of drug delivery systems, potentially improving the efficacy and targeted delivery of pharmaceutical agents.
Used in Medical Industry:
2,5-di-O-allyl-1,4:3,6-dianhydro-D-glucitol is used in the development of controlled-release formulations, allowing for a more precise administration of medications over time.

Upstream product

• 106-95-6 allyl bromide 
• 641-74-7 1,4:3,6-dianhydro-D-mannitol 
• 69-65-8 mannitol 
• 652-67-5 Isosorbide 
• 641-74-7 1,4:3,6-dianhydro-L-iditol 
• 124508-14-1 1,4:3,6-dianhydro-L-glucitol 
• 641-74-7 (3S,3aS,6S,6aS)hexahydrofuro[3,2-b]furan-3,6-diol 

Downstream Products

• 13374-44-2 isosorbide diglycidyl ether 

Relevant articles and documents

Renewable epoxy networks by photoinitiated copolymerization of poly(3-hydroxyalkanoate)s and isosorbide derivatives

New biodegradable epoxy networks derived from poly(3-hydroxyalkanoate)s and isosorbide were synthesized by photoinitiated cationic ring opening polymerization in the presence of diaryl iodonium salt (I 250). Bis-epoxidized terminated PHA oligomers, PHA-diepoxy, were first prepared in three steps, microwave assisted alcoholysis in the presence of ethylene glycol, condensation with allyl isocyanate and epoxidation of alkene terminal groups. Moreover, isosorbide diglycidyl ether (DGEDAS) was prepared by epoxidation of allylic derivative. The photoinitiated polymerization is a straightforward way applied at room temperature in a very short reaction time (i.e. 300 s) to obtain renewable crosslinked networks that remain partially biodegradable by lipase. Higher degradability was observed by increasing the content of PHA.

Preparation and properties of bio-based epoxy networks derived from isosorbide diglycidyl ether

Two bio-based epoxy prepolymers were synthesized from isosorbide, a carbohydrate-based C6 building block, using two different synthetic routes. The chemical structures of the bio-based epoxy prepolymers were analyzed by SEC, ESI-TOF MS, FTIR, 1H NMR and 13C NMR analysis. The resulting epoxy prepolymers differ by the molar mass distribution, one consists of the pure epoxy monomer whereas the other exhibits various oligomeric species. A traditional petroleum-based epoxy prepolymer, DGEBA, which has similar epoxy equivalent weight, was also used in this study for comparison. Gelation and crosslinking reactions of the two bio-based epoxy precursors with an amino hardener, isophorone diamine, were studied using rheological measurements and differential scanning calorimetry (DSC) respectively; the effect of the stoichiometric ratio nah/ne was investigated. Structures of the epoxy networks were evaluated using dynamic mechanical analysis (DMA) and thermo gravimetric analysis (TGA).

Selective Syntheses and Properties of Anionic Surfactants Derived from Isosorbide

Two series of anionic surfactants (endo-5-O-alkyl isosorbide-2-O-propyl sulfonic acid sodium salt and exo-2-O-alkyl isosorbide-5-O-propyl sulfonic acid sodium salt) with straight alkyl chains (hexyl, octyl, decyl, and dodecyl) were synthesized from isosorbide derived from biomass, through steps of allylation, alkylation, and sulfonation. The selectivity and efficiency of the reactions were optimized by adjusting the solvent, catalyst, reactant molar ratio, and temperature. The product 2-O-allyl isosorbide was obtained with a yield of 81% and selectivity of 23:1 (endo:exo), and 2-O-alkyl isosorbide was obtained with a yield of 72% and selectivity of 24:1 (exo:endo). The synthesized anionic surfactants were characterized using the critical micelle concentration (CMC), surface activity, emulsion stability, foaming height, and the Turbiscan Stability Index. The CMC decreased with increasing alkyl chain length. The properties of endo form and exo form were compared.

ISOSORBIDE DERIVATIVE COMPOUNDS AND METHOD FOR PREPARING THE SAME

The present invention relates to an isosorbide derivative compound. The isosorbide derivative compound of the present invention has outstanding optical and thermal properties, and thus can be applied as polymeric materials. In addition, the isosorbide derivative compound, which is a natural substance-based eco-friendly and nontoxic material, can be an alternative to a bisphenol A-based polymeric material which may produce endocrine disrupters.COPYRIGHT KIPO 2016