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933864

Sigma-Aldrich

Dimethyl isosorbide

greener alternative

BioRenewable, anhydrous, DMF and NMP substitute, ≥99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H14O4
CAS Number:
Molecular Weight:
174.19
Beilstein:
80854
MDL number:
UNSPSC Code:
12352005
NACRES:
NA.21

Quality Level

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

color

colorless

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 dedicated to providing Greener Alternative Products that adhere to The 12 Principles of Greener Chemistry. Dimethyl isosorbide (DMI) is a bio-based solvent that aligns with the principles of "Use of Renewable Feedstocks" and "Safer Solvents and Auxiliaries", making it a sustainable alternative to dipolar aprotic solvents like NMP and DMF. DMI′s high solubilization capacity makes it suitable to be used as a co-solvent for nonpolar drugs and in organic synthesis. Moreover, its exceptional properties, such as non-toxicity, non-irritation, and biodegradability, make it a safe and eco-friendly choice for both customers and the environment.

Application

  • Polymer membranes preparation
  • Peptide synthesis
  • Cross-coupling reactions
  • Co-solvent to improve solubility of nonpolar compounds
  • Lithium battery recycling

Features and Benefits

  • Bio-based
  • Made from Renewable Resource - straw
  • Non-toxic solvent
  • Non-irritation
  • Biodegradability
  • High solubility potential

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

240.8 °F - closed cup

Flash Point(C)

116 °C - closed cup


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Dimethylisosorbide (DMI) as a Bio-Derived Solvent for Pd-Catalyzed Cross-Coupling Reactions
Wilson K L, et al.
Synlett, 29, 2293-2297 (2018)
Greening Fmoc/tBu solid-phase peptide synthesis
Musaimi O A, et al.
Green Chemistry, 4, 996-1018 (2020)
A sustainable approach to cathode delamination using a green solvent
Onurcan Buken, Kayla Mancinia and Amrita Sarkar
Royal Society of Chemistry Advances, 11, 27356-27368 (2021)
Dimethyl Isosorbide As a Green Solvent for Sustainable Ultrafiltration and Microfiltration Membrane Preparation
Russo F, et al.
ACS sustainable chemistry & engineering, 8, 659?668-659?668 (2020)
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent
Mincong S, et al.
Organic Letters, 24, 354?358-354?358 (2022)

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