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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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$165.60

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25 G
$64.68
100 G
$165.60

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

$64.68

List Price$70.30Save 8%

In StockDetails


Request a Bulk Order

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.[1]
General applications:
  • DMI can be used as an alternative green solvent for epoxidation of cyclooctene[2], Baylis–Hillman reaction of isomaltulose-derived aldehydes with α,β-unsaturated ketones[3] and also in solid-phase synthesis.[4]
  • 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.[5]

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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Greener solvents for solid-phase synthesis.
Lawrenson S, et al.
Green Chemistry, 19(4), 952-962 (2017)
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
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
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)
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

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