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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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Product Name

Isosorbide dimethyl ether, 98%

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

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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

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)
Adrian P Funke et al.
Pharmaceutical research, 19(5), 661-668 (2002-06-19)
Highly lipophilic basic drugs, the antiestrogens AE 1 (log P = 5.82) and AE 2 (log P = 7.8) shall be delivered transdermally. Transdermal permeation of drugs, enhancers, and solvents from various fluid formulations were characterized by in-vitro permeation studies
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
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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