316555
1,6-Anhydro-β-D-glucose
99%
Synonym(s):
Levoglucosan
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About This Item
Empirical Formula (Hill Notation):
C6H10O5
CAS Number:
Molecular Weight:
162.14
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-855-0
Beilstein/REAXYS Number:
80998
MDL number:
InChI key
TWNIBLMWSKIRAT-VFUOTHLCSA-N
InChI
1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1
SMILES string
O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1O
assay
99%
form
powder or crystals
optical activity
[α]18/D −66°, c = 1 in H2O
color
beige
mp
182-184 °C (lit.)
solubility
water: 50 mg/mL, clear, colorless
Quality Level
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Application
1,6-Anhydro-β-D-glucose (Levoglucosan) can be used as a precursor for the synthesis of:
- 1,6-anhydro-2,4-dideoxy-β-D-glycerohexopyranos-3-ulose.
- Quasi-linear polyglucose (PGlc) via cationic ring-opening polymerization.
- Polynitrogenated analogs of glucopyranoses.
- 3-deoxy-3-fluorogalactopyranose and acetylated 4-deoxy-4-fluorogalactopyranose.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
ppe
Eyeshields, Gloves, type N95 (US)
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Synthesis of polynitrogenated analogues of glucopyranoses from levoglucosan
Bailliez V, et al.
Tetrahedron, 60(5), 1079-1085 (2004)
Jackson Tham et al.
Environmental pollution (Barking, Essex : 1987), 248, 496-505 (2019-03-05)
This study characterizes impacts of peat-forest (PF) smoke on an urban environment through carbonaceous profiles of >260 daily PM2.5 samples collected during 2012, 2013 and 2015. Organic carbon (OC) and elemental carbon (EC) comprising eight carbonaceous fractions are examined for
Bret A Schichtel et al.
Environmental science & technology, 51(17), 9846-9855 (2017-08-02)
Carbonaceous compounds are a significant component of fine particulate matter and haze in national parks and wilderness areas where visibility is protected, i.e., class I areas (CIAs). The Regional Haze Rule set the goal of returning visibility in CIAs on
Dimitra Balla et al.
Environmental science and pollution research international, 25(13), 12191-12205 (2017-09-10)
Two classes of polar organic compounds, dicarboxylic acids (DCAs) and sugars/sugar anhydrides (S/SAs), were measured in airborne particulate matter in the area of Thessaloniki, northern Greece. The target compounds were measured simultaneously in two particle fractions PM10 and PM2.5 during
The controlled synthesis of polyglucose in one-dimensional coordination nanochannels
Kobayashi Y, et al.
Chemical Communications (Cambridge, England), 52(29), 5156-5159 (2016)
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