5334-20-3

Basic information

• Product Name: 2,4:3,5-DI-O-METHYLENE-L-IDITOL
• Synonyms: 2,4:3,5-DI-O-METHYLENE-L-IDITOL
• CAS NO: 5334-20-3
• Molecular Formula: C₈H₁₄O₆
• Molecular Weight: 206.19316
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives;Intermediates
• Mol File: 5334-20-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 368.6°Cat760mmHg
• Flash Point: 176.7°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 6.23E-07mmHg at 25°C
• Refractive Index: 1.47
• Solubility: DMSO, Methanol
• CAS DataBase Reference: 2,4:3,5-DI-O-METHYLENE-L-IDITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4:3,5-DI-O-METHYLENE-L-IDITOL(5334-20-3)
• EPA Substance Registry System: 2,4:3,5-DI-O-METHYLENE-L-IDITOL(5334-20-3)

Safety Data

• Hazardous Substances Data: 5334-20-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

2,4:3,5-Di-O-methylene-L-iditol is used in the synthesis of 1,2-O-propylidene-D-xylofuranose 5-O-benzoate 3-(2-methyl-2-pentenoate) as flavoring in cigarettes.

InChI:InChI=1/C8H14O6/c9-1-5-7-8(14-3-11-5)6(2-10)12-4-13-7/h5-10H,1-4H2

Upstream product

• 13443-46-4 L-iditol hexaacetate 
• 50-00-0 formaldehyd 
• 488-45-9 L-iditol 
• 122174-81-6 1,6-di-O-benzoyl-2,4:3,5-di-O-methylene-D-glucitol 

Downstream Products

• 5349-04-2 O¹,O⁶-diacetyl-O²,O⁴;O³,O⁵-dimethanediyl-D-glucitol 
• 7465-84-1 O²,O⁴;O³,O⁵-dimethanediyl-O¹,O⁶-bis-(toluene-4-sulfonyl)-D-glucitol 
• 5349-04-2 O¹,O⁶-diacetyl-O²,O⁴;O³,O⁵-dimethanediyl-D-iditol 
• 122174-81-6 O¹,O⁶-dibenzoyl-O²,O⁴;O³,O⁵-dimethanediyl-D-iditol 
• 122174-81-6 1,6-di-O-benzoyl-2,4:3,5-di-O-methylene-D-glucitol 
• 4539-77-9 2,4:3,5-Di-O-methylen-D-glucarsaeure-dimethylester 

Relevant articles and documents

Polyamides and polyesters containing 2,4:3,5-di-O-methylene-L-idaroyl residues

Electrochemical oxidation of 2,4:3,5-di-O-methylene-D-gluconic acid in strong alkaline medium afforded a mixture of 2,4:3,5-di-O-methylene-D-glucaric acid 4 and 2,4:3,5-di-O-methylene-L-idaric acid 1 in a 1/8 ratio with a current efficiency of 53percent.Force-field calculations using Allinger's molecular mechanics program MM2p85 on 1 and 4 indicate that these cis-fused tetrahydro-dioxino-1,3-dioxin ring systems possess an O-inside conformation with a steric energy of 110.3 and 123.5 kJ*mol-1, respectively.Their conformation was confirmed by 400-MHz 1H- and 100-MHz 13C NMR measurements.A series of polycondensates were prepared by homogeneous solution polymerisation of 1 with an aromatic diol or aromatic diamine, which were analyzed by DSC and TGA.