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906832

Sigma-Aldrich

Dimethyl isosorbide

greener alternative

BioRenewable, ReagentPlus®, ≥99%

Synonym(s):

Isosorbide dimethyl ether, DMI, 1,4:3,6-Dianhydro-2,5-di-O-methyl-D-glucitol, 1,4:3,6-Dianhydrosorbitol 2,5-dimethyl ether, 2,5-Di-O-methyl-1,4:3,6-dianhydro-D-glucitol

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About This Item

Empirical Formula (Hill Notation):
C8H14O4
CAS Number:
Molecular Weight:
174.19
Beilstein/REAXYS Number:
80854
MDL number:
UNSPSC Code:
12352005
NACRES:
NA.07

Quality Level

product line

ReagentPlus®

assay

≥99%

form

liquid

greener alternative product characteristics

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.461 (lit.)

bp

93-95 °C/0.1 mmHg (lit.)

density

1.15 g/mL at 25 °C (lit.)

greener alternative category

SMILES string

CO[C@H]1COC2[C@@H](COC12)OC

InChI

1S/C8H14O4/c1-9-5-3-11-8-6(10-2)4-12-7(5)8/h5-8H,3-4H2,1-2H3/t5-,6+,7-,8-/m1/s1

InChI key

MEJYDZQQVZJMPP-ULAWRXDQSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. Dimethyl isosorbide (DMI) is a biobased greener solvent and thus it aligns with "Use of Renewable Feedstocks" and "Safer Solvents and Auxiliaries". Click here for more information. Dimethyl isosorbide (DMI) is a sustainable alternative to dipolar aprotic solvents such as NMP and DMF, suitable for organic synthesis, as Baylis-Hillman reaction, and due to its high solubilization capacity when used as co-solvent for nonpolar drugs, make it an interesting compound for pharmaceutical and cosmetic industries as well.

Application

Dimethyl isosorbide may be used as an alternative solvent to NMP and/or DMF in some applications:
  • Polymer membranes preparation
  • Solvent in Baylis-Hillman reactions
  • Co-solvent to improve solubility of nonpolar compounds
  • Potential substitutes to short-chain glycol ethers

Features and Benefits

  • Bio-based
  • Made from Renewable Resource - straw
  • Non-toxic solvent
  • High solubility potential
  • High boiling point

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

240.8 °F - closed cup

flash_point_c

116 °C - closed cup


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Green Synthesis of Dimethyl Isosorbide
Pietro Tundo Prof. et al
ChemSusChem, 3, 566-570 (2010)

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