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:
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
SMILES string
O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1O
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
InChI key
TWNIBLMWSKIRAT-VFUOTHLCSA-N
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.
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Storage Class
11 - Combustible Solids
ppe
Eyeshields, Gloves, type N95 (US)
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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
Synthesis of polynitrogenated analogues of glucopyranoses from levoglucosan
Bailliez V, et al.
Tetrahedron, 60(5), 1079-1085 (2004)
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