41107-82-8

Basic information

• Product Name: 2,5-Anhydro-D-mannitol
• Synonyms: 2,5-ANHYDRO-D-MANNITOL;2,5-anhydromannitol;(2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)oxolane-3,4-diol;2,5-Bis(hydroxymethyl)oxolane-3,4-diol;D-Mannitol, 2,5-anhydro-;(2R)-3β,4α-Dihydroxytetrahydrofuran-2α,5β-bismethanol;2-Deoxy-β-D-fructofuranose;2,5-Anhydro-D-mannitol,99%
• CAS NO: 41107-82-8
• Molecular Formula: C6H12O5
• Molecular Weight: 164.16
• EINECS: 255-221-7
• Product Categories: Sugars;13C & 2H Sugars;Carbohydrates & Derivatives;Inhibitors
• Mol File: 41107-82-8.mol
• Article Data: 32

Chemical Properties

• Melting Point: 101-103 °C(lit.)
• Boiling Point: 211.61°C (rough estimate)
• Flash Point: 205.5°C
• Appearance: /
• Density: 1.1738 (rough estimate)
• Vapor Pressure: 1.14E-08mmHg at 25°C
• Refractive Index: 1.4230 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water (Slightly)
• PKA: 13.26±0.70(Predicted)
• CAS DataBase Reference: 2,5-Anhydro-D-mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Anhydro-D-mannitol(41107-82-8)
• EPA Substance Registry System: 2,5-Anhydro-D-mannitol(41107-82-8)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 41107-82-8(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

A carbohydrate metabolism regulator that has been shown to inhibit gluconeogenesis from lactate plus pyruvate and from substrates that enter the gluconeogenic pathway as triose phosphate

InChI:InChI=1/C6H12O5/c7-1-3-5(9)6(10)4(2-8)11-3/h3-10H,1-2H2/t3-,4-,5-,6-/m1/s1

Upstream product

• 495-75-0 2,5-anhydro-D-mannose 
• 50-70-4 D-sorbitol 
• 66-84-2 D-(+)-glucosamine hydrochloride 
• 69-65-8 mannitol 
• 102208-55-9 2,5-anhydro-3,4,6-tri-O-benzyl-D-mannitol 
• 30788-71-7 α-Methyl-fructofuranose-TMS-ether 
• 53473-20-4 β-Methyl-fructofuranose-TMS-ether 
• 90-76-6 2-deoxy-2-amino glucose 
• 3867-92-3 methyl 2-amino-2-deoxy-β-D-glucopyranoside 
• 67-64-1 acetone 
• 65729-88-6 1,3,4,6-tetra-O-acetyl-2,5-anhydro-D-glucitol 
• 222555-96-6 2,5-anhydro-3,4-di-O-benzyl-D-mannitol 
• 7732-18-5 water 
• 1941-50-0 D-arabinose diethyl dithioacetal 

Downstream Products

• 68774-47-0 (2R,3R,4R,5R)-3,4-dihydroxy-2,5-di(trityloxymethyl)tetrahydrofuran 
• 84447-05-2 2,5-anhydro-1,6-di-O-tosyl-D-mannitol 
• 84447-00-7 2,5-anhydro-1-O-trimsyl-D-mannitol 
• 84446-99-1 2,5-anhydro-1,6-di-O-trimsyl-D-mannitol 
• 68774-48-1 2,5-anhydro-1-O-trityl-D-mannitol 
• 86363-73-7 (2R,3S,4S,5R)-3,4-dihydroxy(tetrahydrofuran-2,5-diyl)bis(methylene) dibenzoate 
• 84447-04-1 2,5-anhydro-1-O-(p-tolylsulfonyl)-D-mannitol 
• 79726-79-7 2,5-anhydro-D-mannitol 1,6-bis(diphenylphosphate) 
• 79726-81-1 2,5-anhydro-D-mannitol 1,4,6-tris(diphenylphosphate) 
• 117467-65-9 1,3,4,6-Tetra-O-benzyl-2,5-anhydro-D-mannitol 
• 84518-62-7 2,5:3,4-dianhydro-D-altritol 
• 219749-84-5 1,3,4,6-tetra-O-(4-benzyloxybenzoyl)-2,5-anhydro-D-mannitol 
• 149099-14-9 (2S,5S)-5-<(tert-Butyldiphenylsiloxy)methyl>tetrahydrofuran-2-carboxaldehyde 
• 165876-55-1 (2S,5S)-5-<(tert-butyldiphenylsiloxy)methyl>tetrahydrofuran-2-methanol 

Relevant articles and documents

STRUCTURAL ANALYSIS OF THE CARBOHYDRATE MOIETIES OF GLYCOPROTEINS BY REGIOSPECIFIC DEGRADATION AND LIQUID CHROMATOGRAPHY

The reaction sequence of hydrazinolysis, nitrosation, and reduction, followed by liquid chromatography (l.c.) has been studied as a method for the routine structural analysis of theasparagine-bound oligosaccharides of glycoproteins.Glycopeptides derived from IgM and ovalbumin by proteolysis were used as test materials.The hydrazinium sulphate-catalysed hydrazinolysis was superior to the longer uncatalysed reaction, in that there was less non-specific degradation and a higher degree of N-deacetylation.The nitrosation products were reduced in situ with sodium cyanoborohydride, and the l.c. analysis required 20 min for the fractionation of oligosaccharides up to decasaccharide.The l.c. profile is characteristic of the structure of the carbohydrate unit. the analytical l.c. column may also be used to isolate oligosaccharide fractions in quantities of several hundred micrograms.

Kinetic analyses of intramolecular dehydration of hexitols in high-temperature water

Intramolecular dehydration of the biomass-derived hexitols D-sorbitol, D-mannitol, and galactitol was investigated. These reactions were performed in high-temperature water at 523–573 K without added acid catalyst. The rate constants for the dehydration steps in the reaction networks were determined at various reaction temperatures, and the activation energies and pre-exponential factors were calculated from Arrhenius plots. The yield of each product was estimated as a function of reaction time and temperature using the calculated rate constants and activation energies. The maximum yield of each product from the dehydration reactions was predicted over a range of reaction time and temperature, allowing the selective production of these important platform chemicals.

Sugar-based novel chiral macrocycles for inclusion applications and chiral recognition

A convergent template assisted synthesis of sugar-based chiral macrocycles has been achieved. The host-guest inclusion studies have revealed significant interactions of the synthesized macrocycle with primary over secondary ammonium salt. The chiral macrocyle also discriminates between D- and L-phenylalanine methyl ester hydrochlorides as revealed by 1H NMR spectral studies on the mixture of the host and the guest molecules.