124508-14-1

Basic information

• Product Name: 1,4:3,6-dianhydro-L-glucitol
• Synonyms: 1,4:3,6-dianhydro-L-glucitol
• CAS NO: 124508-14-1
• Molecular Weight: 146.143
• Mol File: 124508-14-1.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1,4:3,6-dianhydro-L-glucitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4:3,6-dianhydro-L-glucitol(124508-14-1)
• EPA Substance Registry System: 1,4:3,6-dianhydro-L-glucitol(124508-14-1)

Safety Data

• Hazardous Substances Data: 124508-14-1(Hazardous Substances Data)

Upstream product

• 641-74-7 1,4:3,6-dianhydro-D-mannitol 
• 652-67-5 Isosorbide 
• 24808-18-2 di-O-acetyl-1,4;3,6-dianhydro-L-iditol 
• 3014-56-0 (3S,3aR,6S,6aR)-6-(benzoyloxy)hexahydrofuro[3,2-b]furan-3-yl benzoate 
• 67-56-1 methanol 
• 2914-23-0 barium methoxide 
• 54522-28-0 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol 
• 470-15-5 α-L-sorbopyranose 
• 7647-01-0 hydrogenchloride 
• 48107-55-7 (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diamine 
• 64-17-5 ethanol 
• 488-45-9 L-iditol 
• 7664-93-9 sulfuric acid 
• 54522-28-0 (3R,3aS,6R,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl bis(4-methylbenzenesulfonate) 

Downstream Products

• 3014-56-0 (3S,3aR,6S,6aR)-6-(benzoyloxy)hexahydrofuro[3,2-b]furan-3-yl benzoate 
• 24808-19-3 (3S,3aS,6S,6aS)-6-[(methylsulfonyl)oxy]hexahydrofuro[3,2-b]furan-3-yl methanesulfonate 
• 54522-28-0 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol 
• 103617-84-1 2-O-allyl-1,4:3,6-dianhydro-L-iditol 
• 6338-34-7 (3S,3aR,6S,6aR)-3,6-Bis-allyloxy-hexahydro-furo[3,2-b]furan 
• 1201908-67-9 (3S,3aS,6S,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonate 
• 1353755-28-8 2,5-(benzylimino)-2,5-dideoxy-1,4:3,6-dianhydro-D-mannitol 
• 1453124-78-1 C₂₄H₁₈F₁₂N₄O₂S₂ 
• 103536-93-2 5-O-Allyl-isosorbide 
• 103536-93-2 2-O-Allyl-isosorbide 
• 6338-34-7 (3R,3aS,6S,6aS)-3,6-Bis-allyloxy-hexahydro-furo[3,2-b]furan 
• 13374-45-3 isosorbide bisglycidyl ether 

Relevant articles and documents

Unravelling the Mechanism of the Ru/C-Catalysed Isohexide and Ether Isomerization by Hydrogen Isotope Exchange

In this article we show that the catalytic isomerization of isohexide sugar alcohols as well as their respective ethers can occur by a hydride-based mechanism rather than a dehydrogenation/re-hydrogenation. C?H bonds in α-position to hydroxy and ether groups are activated using Ru/C as solid catalyst at temperatures as high as 160 °C and above. Hydrogen isotope exchange experiments proved that a full hydride exchange and isomerization is possible for isohexides but unexpectedly also for their methyl ethers. This is of great importance as it proves the co-existence of the both mechanisms for reactions that were so far assumed to occur solely by a dehydrogenation/re-hydrogenation. Hence, this co-existence should be taken into account for kinetic investigations of such reaction systems especially in the conversion of biomass-based chemicals under hydrogenation conditions. (Figure presented.).

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THE STRUCTURE OF ADDUCTS OF THE THREE DIASTEREOISOMERIC 1,4:3,6-DIANHYDROHEXITOLS AND LANTHANIDE CHELATES IN ACETONE

Gd(dpm)3 induced 1H and 13C relaxation rate enhancements showed that 1,4:3,6-dianhydro-D-glucitol (containing both a threo and an erythro -O-C-C-OH moiety) acts as a bidentate ligand for Gd(dpm)3.Coordination occurs selectively with the erythro -O-C-C-OH moiety, involving the endohydroxyl group at C5 and the neighbouring ether oxygen.From a comparison of the Eu(fod)3 induced 1H shifts of 1,4:3.6-dianhydro-D-glucitol with those of 1,4:3,6-dianhydro-D-mannitol and 1,4:3,6-dianhydro-L-iditol it is concluded that the mannitol derivative (containing two erythro -O-C-C-OH moieties) forms analogous adducts, whereas the iditol derivative (containing two threo -O-C-C-OH moeities) has a low association constant.

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Is water a suitable solvent for the catalytic amination of alcohols?

The catalytic conversion of biomass and biogenic platform chemicals typically requires the use of solvents. Water is present already in the raw materials and in most cases a suitable solvent for the typically highly polar substrates. Hence, the development of novel catalytic routes for further processing would profit from the optimization of the reaction conditions in the aqueous phase mainly for energetic reasons by avoiding the initial water separation. Herein, we report the amination of biogenic alcohols in aqueous solutions using solid Ru-based catalysts and ammonia as a reactant. The influence of different support materials and bimetallic catalysts is investigated for the amination of isomannide as a biogenic diol. Most importantly, the transferability of the reaction conditions to various other primary and secondary alcohols is successfully proved. Hence, water appears to be a suitable solvent for the sustainable production of biogenic amines and offers great potential for further process development.

ISOIDIDE MANUFACTURE AND PURIFICATION

Methods are provided for the conversion of isosorbide to isoidide, wherein the isosorbide contains sorbitan impurities. The impurities in the isosorbide subjected to epimerization are converted to hydrodeoxygenation products. A method for synthesizing isoidide, comprising, providing an isosorbide containing one or more sorbitans; and, epimerizing the isosorbide to form an epimerization product comprising isoidide and hydrodeoxygenation products.