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Merck
CN

247898

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:
5306-85-4
Molecular Weight:
174.19
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24854898
EC Number:
226-159-8
Beilstein/REAXYS Number:
80854
MDL number:
MFCD00064828

Key Documents

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InChI key

MEJYDZQQVZJMPP-ULAWRXDQSA-N

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

SMILES string

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

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.)

Quality Level

100

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

WGK 1

flash_point_f

240.8 °F - closed cup

flash_point_c

116 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ4524
STBJ2866
MKCJ4216
STBH9869
STBH3697

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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)
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
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
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