149297-15-4

Basic information

• Product Name: 2,5-anhydro-3,4-O-(1,2-ethanediyl)mannitol
• Synonyms: 2,5-anhydro-3,4-O-(1,2-ethanediyl)mannitol
• CAS NO: 149297-15-4
• Molecular Formula: C8H14O5
• Molecular Weight: 190.19376
• Mol File: 149297-15-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 360°Cat760mmHg
• Flash Point: 171.5°C
• Appearance: /
• Density: 1.259g/cm³
• Vapor Pressure: 1.23E-06mmHg at 25°C
• Refractive Index: 1.481
• PKA: 13.85±0.10(Predicted)
• CAS DataBase Reference: 2,5-anhydro-3,4-O-(1,2-ethanediyl)mannitol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-anhydro-3,4-O-(1,2-ethanediyl)mannitol(149297-15-4)
• EPA Substance Registry System: 2,5-anhydro-3,4-O-(1,2-ethanediyl)mannitol(149297-15-4)

Safety Data

• Hazardous Substances Data: 149297-15-4(Hazardous Substances Data)

Usage

General Description

2,5-anhydro-3,4-O-(1,2-ethanediyl)mannitol is a chemical compound with the molecular formula C10H18O7. It is a sugar alcohol derivative and is commonly used as a food additive and sweetening agent. The compound is a derivative of mannitol, with an anhydro ring at the 2 and 5 positions and an ethanediyl bridge at the 3 and 4 positions. It is often used as a sugar substitute in low-calorie and sugar-free products, and is also used in pharmaceuticals and cosmetics. The compound has properties that make it suitable for a wide range of applications, and its chemical structure allows for diverse modifications to suit different uses.

InChI:InChI=1/C8H14O5/c9-3-5-7-8(6(4-10)13-5)12-2-1-11-7/h5-10H,1-4H2/t5-,6-,7-,8-/m1/s1

Upstream product

• 149297-16-5 2,5-anhydro-3,4-O-(1,2-ethanediyl)-1,6-di-O-trityl-D-mannitol 

Relevant articles and documents

Synthesis and X-ray crystal and solution structures of 2,5-anhydro-3,4-O-(1,2-ethanediyl)-D-mannitol: a locked 4T3 furanose conformer

2,5-Anhydro-3,4-O-(1,2-ethanediyl)-D-mannitol (1) was prepared from 2,5-anhydro-D-mannitol (2) in three steps.The fused ring system was introduced by a phase-transfer alkylation using 1,2-dibromoethane.Its conformation in solution was determined by NMR studies at 500 MHz.Variable-temperature studies showed no lineshape change from 25 to 80 deg in D2O.The data indicate that the five-membered ring is locked by the trans-fused six-membered 1,4-dioxane ring into a twist 4T3 conformation.A single-crystal X-ray study was carried out.The crystals are orthorhombic,C2221, a = 4.7252 (6), b = 14.0364 (12), c = 13.268 (2) Angstroem, Z = 4, with R = 0.032 for 894 observations.The molecule lies upon a crystallographic two-fold axis, and thus the five-membered ring exists in a perfect 4T3 conformation with a pseudorotation angle of 0 deg and amplitude of 47.2 deg, in agreement with the NMR results.We have shown earlier that, among twenty possible conformers, phosphofructokinase acts specifically an the 4T3 conformer of the β anomer of D-fructose 6-phosphate.