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247898

Sigma-Aldrich

Isosorbide dimethyl ether

98%

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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
Empirical Formula (Hill Notation):
C8H14O4
CAS Number:
Molecular Weight:
174.19
Beilstein/REAXYS Number:
80854
EC Number:
MDL number:
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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1 of 4

This Item
A7165N7634N144
Isosorbide dimethyl ether 98%

247898

Isosorbide dimethyl ether

1,5-Anhydro-D-sorbitol crystalline, ≥98.0% (TLC)

A7165

1,5-Anhydro-D-sorbitol

Nifedipine ≥98% (HPLC), powder

N7634

Nifedipine

Nitrendipine >95%, powder

N144

Nitrendipine

form

liquid

form

crystalline

form

powder

form

powder

optical activity

[α]21/D +96.1°, c = 2 in chloroform

optical activity

-

optical activity

-

optical activity

-

refractive index

n20/D 1.461 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

93-95 °C/0.1 mmHg (lit.)

bp

-

bp

-

bp

-

density

1.15 g/mL at 25 °C (lit.)

density

-

density

-

density

-

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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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
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)
Eco-friendly solvents and amphiphilic catalytic polyoxometalate nanoparticles: a winning combination for olefin epoxidation.
Mouret A, et al.
Green Chemistry, 16(1), 269-278 (2014)
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
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)

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