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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2889
BCCJ2767
BCCF2269
BCCB2899
BCBX6841

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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
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)
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)
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)
Xiaoli Wang et al.
Journal of medicinal chemistry, 56(7), 3078-3089 (2013-03-21)
In search of novel anti-ischemic stroke agents with higher potency than a known drug 3-n-butylphthalide (NBP), a series of hybrids ((S)- and (R)-5a-f) from optically active ring-opened NBP derivative and isosorbide were synthesized for evaluating their anti-ischemic stroke activity. Compound
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