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247898

Sigma-Aldrich

Isosorbide dimethyl ether

98%

Synonym(s):

DMI, Dimethyl isosorbide, 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:
80854
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

optical activity

[α]21/D +96.1°, c = 2 in chloroform

refractive index

n20/D 1.461 (lit.)

bp

93-95 °C/0.1 mmHg (lit.)

density

1.15 g/mL at 25 °C (lit.)

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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Application

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

240.8 °F - closed cup

Flash Point(C)

116 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E Squillante et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 46(3), 265-271 (1999-01-14)
The in vitro percutaneous fluxes of propylene glycol (PG), cis-oleic acid (OA) and dimethyl isosorbide (DI) were determined and their effect on nifedipine (N) flux and lag time evaluated. PG, OA and DI flux through hairless mouse (HM) skin was
Greener solvents for solid-phase synthesis.
Lawrenson S, et al.
Green Chemistry, 19(4), 952-962 (2017)
HMF derivatives as platform molecules: aqueous Baylis-Hillman reaction of glucosyloxymethyl-furfural towards new biobased acrylates.
Tan JN, et al.
Royal Society of Chemistry Advances, 3(39), 17649-17653 (2013)
Bola D Majekodunmi et al.
Pharmaceutical development and technology, 12(6), 609-620 (2007-12-29)
The chemical stability of benzoyl peroxide (BPO) was studied in solutions and gels. The solutions (1% w/v) were prepared in single solvents (alcohol USP, isopropyl alcohol USP, ethyl benzoate, C12-15 alkyl benzoate, dimethyl isosorbide, propylene carbonate, and acetone) and in
A Otto et al.
Skin pharmacology and physiology, 21(6), 326-334 (2008-10-04)
In this study the effect of 2 penetration modifiers, dimethyl isosorbide (DMI) and diethylene glycol monoethyl ether (DGME) on the skin delivery of hydroquinone (HQ), salicylic acid (SA) and octadecenedioic acid (DIOIC) was investigated. Ten percent DMI and DGME were

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