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329207

Sigma-Aldrich

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:
652-67-5
Molecular Weight:
146.14
Beilstein:
80510
EC Number:
211-492-3
MDL number:
MFCD00064827
UNSPSC Code:
12352201
PubChem Substance ID:
24859776
NACRES:
NA.22

Assay

98%

form

solid

optical activity

[α]20/D +45.2°, c = 3 in H2O

mp

60-63 °C (lit.)

SMILES string

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

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

InChI key

KLDXJTOLSGUMSJ-JGWLITMVSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Biodegradable porous polyurethane scaffolds for tissue repair and regeneration.
Gorna, Katarzyna and Gogolewski, Sylwester
Journal of Biomedical Materials Research Part A, 79(1), 128-138 (2006)
Oligomeric isosorbide esters as alternative renewable resource plasticizers for PVC.
Yin, Bo and Hakkarainen, Minna
Journal of Applied Polymer Science, 119(4), 2400-2407 (2011)
Kazunari Okada et al.
ORL; journal for oto-rhino-laryngology and its related specialties, 74(3), 158-163 (2012-05-16)
We used new criteria to elucidate the demographics of acute low-tone sensorineural hearing loss (ALHL) and tested the Chinese medicine Wu-Ling-San as a treatment for ALHL. We reviewed the medical records of patients with ALHL seen at the outpatient clinic
Urgent need for WHO's reform to prioritise core functions.
Mohga Kamal-Yanni et al.
Lancet (London, England), 379(9829), 1878-1878 (2012-05-23)
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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