Dimethyl isosorbide

Base Information

• Chemical Name: Dimethyl isosorbide
• CAS No.: 5306-85-4
• Molecular Formula: C8H14O4
• Molecular Weight: 174.197
• Hs Code.: 2932.99
• European Community (EC) Number: 226-159-8
• NSC Number: 44695,40727
• UNII: SA6A6V432S
• DSSTox Substance ID: DTXSID201019399
• Nikkaji Number: J208.650F
• Wikidata: Q5807233
• NCI Thesaurus Code: C80925
• RXCUI: 1426599
• Mol file: 5306-85-4.mol

Synonyms:2,5-dimethylisosorbide;2,5-O-dimethylisosorbide;arlasolve DMI;dimethyl isosorbide

Chemical Property of Dimethyl isosorbide

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.073mmHg at 25°C
• Melting Point: -70 °C
• Refractive Index: 1.461
• Boiling Point: 236.4 °C at 760 mmHg
• Flash Point: 108.3 °C
• PSA: 36.92000
• Density: 1.15 g/cm³
• LogP: -0.18600
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in water.
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

Isosorbide dimethyl ether ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1COC2C1OCC2OC
• Isomeric SMILES: CO[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2OC
• Uses: dimethyl isosorbide is a carrier, solvent, and viscosity controller. Its particular skin-penetrating ability opens the possibility of enhancing active substance efficacy in optical products. Its physical characteristics and solubility properties are superior to those of propylene glycol, glycerin, or ethyl alcohol. Isosorbide dimethyl ether (DMI), a sustainable solvent, is widely used in various cosmetic and pharmaceutical formulations.General applications:DMI can be used as an alternative green solvent for epoxidation of cyclooctene, Baylis–Hillman reaction of isomaltulose-derived aldehydes with α,β-unsaturated ketones and also in solid-phase synthesis.It can be used as a coalescent for water-borne paints, where it acts as a co-solvent during the water loss phase and as a coalescing agent during the film formation.

Technology Process of Dimethyl isosorbide

There total 30 articles about Dimethyl isosorbide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

carbonic acid dimethyl ester (616-38-6) + Isosorbide (652-67-5) → isosorbide dimethyl ether (5306-85-4)

Guidance literature:

With sodium methylate; at 90 ℃; for 20h; under 750.075 Torr; Inert atmosphere;

DOI:10.1002/cssc.201000011

Reference yield: 92.4%

dimethyl sulfate (77-78-1) + Isosorbide (652-67-5) → isosorbide dimethyl ether (5306-85-4)

Guidance literature:

Isosorbide; With sodium hydroxide; In water; at 60 - 90 ℃;

dimethyl sulfate; In water; at 60 - 130 ℃;

Reference yield: 89.5%

methylene chloride (74-87-3) + Isosorbide (652-67-5) → isosorbide dimethyl ether (5306-85-4)

Guidance literature:

Isosorbide; With sodium hydroxide; In water; at 60 - 90 ℃;

methylene chloride; In water; at 80 - 90 ℃; under 3000.3 Torr;

upstream raw materials:

dimethyl sulfate

Isosorbide

D-sorbitol

3,6-anhydro-D-glucitol

Downstream raw materials:

dimethyl isomannide

Refernces

• 1、 -. "Method for purifying diether of anhydrosugar alcohol with high purity". Paragraph 0036-0037; 0041-0049; 0059-0065; 0071-0089. . Retrieved 2021/04/20.
• 2、 -. "Method for preparing diether of anhydrosugar alcohol with improved yield". Paragraph 0037-0040; 0045-0059. . Retrieved 2020/11/03.