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Merck
CN

329207

Dianhydro-D-glucitol

98%

Synonym(s):

1,4:3,6-Dianhydro-D-sorbitol, D-Isosorbide

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About This Item

Empirical Formula (Hill Notation):
C6H10O4
CAS Number:
Molecular Weight:
146.14
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-492-3
Beilstein/REAXYS Number:
80510
MDL number:
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Product Name

Dianhydro-D-glucitol, 98%

InChI key

KLDXJTOLSGUMSJ-JGWLITMVSA-N

InChI

1S/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1

SMILES string

O[C@H]1CO[C@@H]2[C@H](O)CO[C@H]12

assay

98%

form

solid

optical activity

[α]20/D +45.2°, c = 3 in H2O

mp

60-63 °C (lit.)

Quality Level

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Application

Dianhydro-D-glucitol is a greener ingredient widely used as a monomer and building block for a variety of polymers and functional materials, for medical and pharmaceutical applications. It is also used as a fuel or fuel additive.
Applications include:
  • Preparation of renewable polyesters for coating applications.
  • Synthesis of isosorbide esters such as oligo(isosorbide adipate) (OSA), oligo(isosorbide suberate) (OSS), and isosorbide dihexanoate (SDH) as renewable alternatives to phthalate plasticizers.
  • Synthesis of biodegradable porous polyurethane scaffolds for tissue repair and regeneration.
  • Synthesis of the aspirin prodrug, isosorbide-2,5-diaspirinate (ISDA).

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Jonathan Lai et al.
ChemSusChem, 4(8), 1104-1111 (2011-07-19)
The telomerisation of 1,3-butadiene with a Pd/TPPTS catalytic system in water or an organic solvent was used for the synthesis of C8 ethers from isosorbide, an agro-based diol. The use of water/oil biphasic reaction conditions allowed the selective synthesis of
Bleeding from ruptured oesophageal varices: propranolol for primary prevention.
Prescrire international, 21(125), 73-77 (2012-03-21)
Ying Xia et al.
ChemSusChem, 4(3), 386-391 (2011-01-25)
A series of soybean oil-based amide diol-isosorbide waterborne polyurethane-urea (PUU) dispersions have been successfully prepared, with amounts of isosorbide ranging from 0 to 20 wt % of the total diol content. The thermal and mechanical properties of the resulting PUU films have
Discovery of a ?true? aspirin prodrug.
Moriarty LM, et al.
Journal of Medicinal Chemistry, 51(24), 7991-7999 (2008)
Neal T Wasserman et al.
Veterinary ophthalmology, 16(1), 20-24 (2012-04-20)
To evaluate and compare the effects of oral isosorbide and glycerol on intraocular pressure (IOP), serum osmolality (SOSM), and blood glucose (BG) in normal dogs. Ten normal dogs were administered an oral dose of either isosorbide (1.5 g/kg), glycerol (1.5g/kg)

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