28948-16-5

Basic information

• Product Name: 1,4:3,6-Dianhydro-D-iditol
• Synonyms: 1,4:3,6-Dianhydro-D-iditol;D-Isoidide
• CAS NO: 28948-16-5
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.1412
• Mol File: 28948-16-5.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4:3,6-Dianhydro-D-iditol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4:3,6-Dianhydro-D-iditol(28948-16-5)
• EPA Substance Registry System: 1,4:3,6-Dianhydro-D-iditol(28948-16-5)

Safety Data

• Hazardous Substances Data: 28948-16-5(Hazardous Substances Data)

Usage

General Description

1,4:3,6-Dianhydro-D-iditol, also known as isomaltitol, is a chemical compound classified as a sugar alcohol. It is commonly used as a sugar substitute in various food products, particularly in sugar-free confectionery, gum, and baked goods. Isomaltitol is derived from natural sources such as sugar beets and has a sweetness level similar to that of regular sugar. It is known for its ability to provide bulk and texture to food products while also offering a low glycemic index, making it suitable for individuals with diabetes or those looking to reduce their sugar consumption. Additionally, isomaltitol does not contribute to tooth decay, making it a popular ingredient in oral care products. However, excessive consumption of isomaltitol may have a laxative effect in some individuals.

Upstream product

• 100-46-9 benzylamine 
• 652-67-5 Isosorbide 
• 50-70-4 D-sorbitol 
• 641-74-7 1,4:3,6-dianhydro-D-mannitol 
• 488-45-9 L-iditol 
• 7664-93-9 sulfuric acid 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 
• 48107-55-7 (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diamine 
• 470-15-5 α-L-sorbopyranose 
• 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 
• 3014-56-0 (3S,3aR,6S,6aR)-6-(benzoyloxy)hexahydrofuro[3,2-b]furan-3-yl benzoate 

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 
• 54522-26-8 1,4:3,6-Dianhydro-2,5-di-O-benzoyl-D-idit 
• 54522-27-9 bis-O-methanesulfonyl-1,4;3,6-dianhydro-D-iditol 
• 1453124-78-1 C₂₄H₁₈F₁₂N₄O₂S₂ 
• 1353755-28-8 2,5-(benzylimino)-2,5-dideoxy-1,4:3,6-dianhydro-D-mannitol 
• 1201908-67-9 (3S,3aS,6S,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonate 
• 103617-84-1 2-O-allyl-1,4:3,6-dianhydro-L-iditol 

Relevant articles and documents

Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio- and Stereoselective Issues

The regio and diastereoselective direct mono or diamination of bio-based isohexides (isosorbide and isomannide) has been developed through borrowing hydrogen (BH) methodology using a cooperative catalysis between an iridium complex and a Br?nsted acid. The access to chiral amino-alcohol (NH2-OH) and diamine (NH2-NH2), interesting optically pure bio-based monomers, was also proposed using BH strategy as a sustainable route for their obtention.

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.