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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/REAXYS Number:
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

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

240.8 °F - closed cup

flash_point_c

116 °C - closed cup

ppe

Eyeshields, Gloves


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H Zia et al.
Pharmaceutical research, 8(4), 502-504 (1991-04-01)
Dimethyl isosorbide (DMI), which is currently under investigation for its potential use as a pharmaceutical vehicle and drug permeation enhancer, is a water-miscible liquid with relatively low viscosity. The solubilization behavior of DMI as a cosolvent for nonpolar drugs was
Y Zhang et al.
International journal of cosmetic science, 41(5), 479-488 (2019-08-06)
Phenylethyl resorcinol (PR) has been used widely in the personal care industry as a novel skin lightening ingredient. Surprisingly, there is only limited information describing the physicochemical properties of this active. Therefore, the primary objective of this study was to
M Brisaert et al.
Pharmacy world & science : PWS, 18(5), 182-186 (1996-10-01)
Erythromycin, an antibiotic commonly used topically in the treatment of acne, is unstable in solution. The stability is influenced by the pH and by the presence of water. The influence of the pH on the stability of erythromycin was investigated
Isosorbide mono-and di-alkyl ethers, a new class of sustainable coalescents for water-borne paints.
Durand M, et al.
Progress in Organic Coatings, 69(4), 344-351 (2010)
B W Barry et al.
The Journal of investigative dermatology, 82(1), 49-52 (1984-01-01)
The occluded vasoconstrictor assay was used to assess the effect of penetration enhancers on the topical bioavailability of a representative steroid, betamethasone 17-benzoate, with dimethylisosorbide (DMI) as a reference solvent. In the initial test, only N-methyl-2-pyrrolidone (NMP) increased the steroid

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